343-94-2,MFCD11656265
Catalog No.:AA00BY5N

343-94-2 | 2-(1H-indol-3-yl)ethan-1-amine hydrochloride

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Purity
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1g
>98.0%(T)
in stock  
$21.00   $15.00
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5g
98%(HPLC)
in stock  
$62.00   $44.00
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25g
>98.0%(T)
in stock  
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250g
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Technical Information
Catalog Number:
AA00BY5N
Chemical Name:
2-(1H-indol-3-yl)ethan-1-amine hydrochloride
CAS Number:
343-94-2
Molecular Formula:
C10H13ClN2
Molecular Weight:
196.6766
MDL Number:
MFCD11656265
SMILES:
NCCc1c[nH]c2c1cccc2.Cl
NSC Number:
522258
Properties
Computed Properties
 
Complexity:
147  
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0  
Rotatable Bond Count:
2  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  

Literature

Title: Serotonergic and tryptaminergic overstimulation on refeeding implicated in 'enlightenment' experiences.

Journal: Medical hypotheses 20121101

Title: Zero kinetic energy photoelectron spectroscopy of tryptamine and the dissociation pathway of the singly hydrated cation cluster.

Journal: The Journal of chemical physics 20120914

Title: Sequential electrophilic trifluoromethanesulfanylation-cyclization of tryptamine derivatives: synthesis of C(3)-trifluoromethanesulfanylated hexahydropyrrolo[2,3-b]indoles.

Journal: The Journal of organic chemistry 20120907

Title: Synthesis of tryptamine derivatives via a direct, one-pot reductive alkylation of indoles.

Journal: The Journal of organic chemistry 20120720

Title: From BACE1 inhibitor to multifunctionality of tryptoline and tryptamine triazole derivatives for Alzheimer's disease.

Journal: Molecules (Basel, Switzerland) 20120710

Title: 6-halogenochromones bearing tryptamine: one-step access to potent and highly selective inhibitors of breast cancer resistance protein.

Journal: ChemMedChem 20120701

Title: Conformational and stereoelectronic investigation of tryptamine. An AIM/NBO study.

Journal: Journal of molecular modeling 20120601

Title: High-performance liquid chromatography with fluorescence detection and ultra-performance liquid chromatography with electrospray tandem mass spectrometry method for the determination of indoleamine neurotransmitters and their metabolites in sea lamprey plasma.

Journal: Analytica chimica acta 20120406

Title: Vasoconstrictor and vasodilator responses to tryptamine of rat-isolated perfused mesentery: comparison with tyramine and β-phenylethylamine.

Journal: British journal of pharmacology 20120401

Title: Serotonin accumulation in transgenic rice by over-expressing tryptophan decarboxylase results in a dark brown phenotype and stunted growth.

Journal: Plant molecular biology 20120401

Title: Synthesis and photophysical properties of a supramolecular host-guest assembly constructed by fullerenes and tryptamine modified hypocrellin.

Journal: The journal of physical chemistry. B 20120223

Title: Tryptamine-gallic acid hybrid prevents non-steroidal anti-inflammatory drug-induced gastropathy: correction of mitochondrial dysfunction and inhibition of apoptosis in gastric mucosal cells.

Journal: The Journal of biological chemistry 20120127

Title: Electrochemical sensor based on molecularly imprinted film at polypyrrole-sulfonated graphene/hyaluronic acid-multiwalled carbon nanotubes modified electrode for determination of tryptamine.

Journal: Biosensors & bioelectronics 20120115

Title: On-line concentration and separation of cationic and anionic neurochemicals by capillary electrophoresis with UV absorption detection.

Journal: Talanta 20120115

Title: Strategies for engineering plant natural products: the iridoid-derived monoterpene indole alkaloids of Catharanthus roseus.

Journal: Methods in enzymology 20120101

Title: Reengineering a tryptophan halogenase to preferentially chlorinate a direct alkaloid precursor.

Journal: Journal of the American Chemical Society 20111207

Title: Flow cytometry as a tool for analyzing changes in Plasmodium falciparum cell cycle following treatment with indol compounds.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20111101

Title: How and why do transition dipole moment orientations depend on conformer structure?

Journal: The journal of physical chemistry. A 20110901

Title: Total synthesis of (±)-trigonoliimine C via oxidative rearrangement of an unsymmetrical bis-tryptamine.

Journal: Journal of the American Chemical Society 20110706

Title: Gene structure and spatiotemporal expression profile of tomato genes encoding YUCCA-like flavin monooxygenases: the ToFZY gene family.

Journal: Plant physiology and biochemistry : PPB 20110701

Title: Tryptamine derivatives as novel non-nucleosidic inhibitors against hepatitis B virus.

Journal: Bioorganic & medicinal chemistry 20110515

Title: Effect of artificial reconstitution of the interaction between the plant Camptotheca acuminata and the fungal endophyte Fusarium solani on camptothecin biosynthesis.

Journal: Journal of natural products 20110425

Title: Biotin tethered homotryptamine derivatives: high affinity probes of the human serotonin transporter (hSERT).

Journal: Bioorganic & medicinal chemistry letters 20110315

Title: Total synthesis guided structure elucidation of (+)-psychotetramine.

Journal: Angewandte Chemie (International ed. in English) 20110314

Title: Binding to extracellular matrix proteins and formation of biogenic amines by food-associated coagulase-negative staphylococci.

Journal: International journal of food microbiology 20110227

Title: High specific activity tritiation of several biologically active indoles.

Journal: Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 20110201

Title: Probing the role of tryptophan-derived secondary metabolism in defense responses against Bipolaris oryzae infection in rice leaves by a suicide substrate of tryptophan decarboxylase.

Journal: Phytochemistry 20110101

Title: Pictet-spengler reaction using ion-exchange resin as a catalyst and support for 'catch and release' purification.

Journal: Bioscience, biotechnology, and biochemistry 20110101

Title: Analysis of indole compounds in Armillaria mellea fruiting bodies.

Journal: Acta poloniae pharmaceutica 20110101

Title: Tryptamine-induced tryptophanyl-tRNAtrp deficiency in neurodifferentiation and neurodegeneration interplay: progenitor activation with neurite growth terminated in Alzheimer's disease neuronal vesicularization and fragmentation.

Journal: Journal of Alzheimer's disease : JAD 20110101

Title: 5-benzyloxytryptamine as an antagonist of TRPM8.

Journal: Bioorganic & medicinal chemistry letters 20101201

Title: A new insight on the hypochlorous acid scavenging mechanism of tryptamine and tryptophan derivatives.

Journal: Bioorganic & medicinal chemistry letters 20101115

Title: Marine indole alkaloids: potential new drug leads for the control of depression and anxiety.

Journal: Chemical reviews 20100811

Title: Tryptamine-derived alkaloids from Annonaceae exerting neurotrophin-like properties on primary dopaminergic neurons.

Journal: Bioorganic & medicinal chemistry 20100715

Title: A capillary electrophoresis method for the determination of selected biogenic amines and amino acids in mammalian decomposition fluid.

Journal: Talanta 20100615

Title: Metabolism and toxicologic analysis of tryptamine-derived drugs of abuse.

Journal: Therapeutic drug monitoring 20100601

Title: Scalable total syntheses of N-linked tryptamine dimers by direct indole-aniline coupling: psychotrimine and kapakahines B and F.

Journal: Journal of the American Chemical Society 20100526

Title: New insights into the multi-step reaction pathway of the reductive half-reaction catalysed by aromatic amine dehydrogenase: a QM/MM study.

Journal: Chemical communications (Cambridge, England) 20100514

Title: Sugar levels regulate tryptophan-dependent auxin biosynthesis in developing maize kernels.

Journal: Plant physiology 20100501

Title: Sekiguchi lesion gene encodes a cytochrome P450 monooxygenase that catalyzes conversion of tryptamine to serotonin in rice.

Journal: The Journal of biological chemistry 20100409

Title: Synthesis and hSERT activity of homotryptamine analogs. Part 6: [3+2] dipolar cycloaddition of 3-vinylindoles.

Journal: Bioorganic & medicinal chemistry letters 20100201

Title: Bioanalytical inaccuracy: a threat to the integrity and efficiency of research.

Journal: Journal of psychiatry & neuroscience : JPN 20100101

Title: [Determination of nonvolatile amines in foods by liquid chromatography following excimer-forming fluorescence derivatization and solid-phase extraction].

Journal: Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan 20100101

Title: Aza-tryptamine substrates in monoterpene indole alkaloid biosynthesis.

Journal: Chemistry & biology 20091224

Title: Direct analysis of psychoactive tryptamine and harmala alkaloids in the Amazonian botanical medicine ayahuasca by liquid chromatography-electrospray ionization-tandem mass spectrometry.

Journal: Journal of chromatography. A 20091218

Title: Metabolic changes of salicylic acid-elicited Catharanthus roseus cell suspension cultures monitored by NMR-based metabolomics.

Journal: Biotechnology letters 20091201

Title: Sensitive profiling of biogenic amines in urine using CE with transient isotachophoretic preconcentration.

Journal: Journal of separation science 20091201

Title: Auxin biosynthesis in pea: characterization of the tryptamine pathway.

Journal: Plant physiology 20091101

Title: Human and mouse trace amine-associated receptor 1 have distinct pharmacology towards endogenous monoamines and imidazoline receptor ligands.

Journal: The Biochemical journal 20091023

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology 20091001

Title: Ultrasensitive detection of indoleamines by combination of nanoparticle-based extraction with capillary electrophoresis/laser-induced native fluorescence.

Journal: Journal of chromatography. A 20090904

Title: The unique substrate specificity of human AOC2, a semicarbazide-sensitive amine oxidase.

Journal: Cellular and molecular life sciences : CMLS 20090801

Title: Oxidation of tryptamine and 5-hydroxytryptamine: a pulse radiolysis and quantum chemical study.

Journal: The journal of physical chemistry. A 20090723

Title: Charge and temperature dependence of biomolecule conformations: K+ tryptamine(H2O)(n=0-1)Ar(m=0-1) cluster ions.

Journal: Journal of the American Chemical Society 20090513

Title: Synthesis of azepino[4,5-b]indolones via an intermolecular radical oxidative substitution of N-Boc tryptamine.

Journal: Organic & biomolecular chemistry 20090407

Title: Characterization of arylalkylamine N-acetyltransferase (AANAT) activities and action spectrum for suppression in the band-legged cricket, Dianemobius nigrofasciatus (Orthoptera: Gryllidae).

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20090401

Title: Tryptophan-dependent indole-3-acetic acid biosynthesis by 'IAA-synthase' proceeds via indole-3-acetamide.

Journal: Phytochemistry 20090301

Title: Structural determinants of species-selective substrate recognition in human and Drosophila serotonin transporters revealed through computational docking studies.

Journal: Proteins 20090215

Title: The hallucinogen N,N-dimethyltryptamine (DMT) is an endogenous sigma-1 receptor regulator.

Journal: Science (New York, N.Y.) 20090213

Title: Nitric oxide synthase inhibition by pentacycloundecane conjugates of aminoguanidine and tryptamine.

Journal: Archiv der Pharmazie 20090201

Title: Assessing the limitations to terpenoid indole alkaloid biosynthesis in Catharanthus roseus hairy root cultures through gene expression profiling and precursor feeding.

Journal: Biotechnology progress 20090101

Title: The enzyme aromatic amine dehydrogenase induces a substrate conformation crucial for promoting vibration that significantly reduces the effective potential energy barrier to proton transfer.

Journal: Journal of the Royal Society, Interface 20081206

Title: Fingerprint analysis of thermolytic decarboxylation of tryptophan to tryptamine catalyzed by natural oils.

Journal: Journal of chromatography. A 20081107

Title: Syntheses of tetrahydro-beta-carbolines via a tandem hydroformylation-Pictet-Spengler reaction. Scope and limitations.

Journal: Organic & biomolecular chemistry 20081107

Title: [Analysis of designer drugs detected in the products purchased in fiscal year 2006].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20081001

Title: Variations in functional activity of the hormone-sensitive adenylate cyclase system in tissues of gastropod mollusks with streptozotocin-induced diabetes.

Journal: Bulletin of experimental biology and medicine 20081001

Title: Stereoselective oxidative rearrangement of 2-aryl tryptamine derivatives.

Journal: Organic letters 20080918

Title: Rigorous biogenetic network for a group of indole alkaloids derived from strictosidine.

Journal: Molecules (Basel, Switzerland) 20080827

Title: HPLC analysis of serotonin, tryptamine, tyramine, and the hydroxycinnamic acid amides of serotonin and tyramine in food vegetables.

Journal: Journal of medicinal food 20080601

Title: Capillary electrophoretic separation of biologically active amines and acids using nanoparticle-coated capillaries.

Journal: Electrophoresis 20080501

Title: Functional human 5-HT6 receptor assay for high throughput screening of chemical ligands and binding proteins.

Journal: Combinatorial chemistry & high throughput screening 20080501

Title: The role of methylglyoxal in the non-enzymatic conversion of tryptophan, its methyl ester and tryptamine to 1-acetyl-beta-carbolines.

Journal: Bioorganic & medicinal chemistry 20080415

Title: 5-Fluorotryptamine is a partial agonist at 5-HT3 receptors, and reveals that size and electronegativity at the 5 position of tryptamine are critical for efficient receptor function.

Journal: European journal of pharmacology 20080212

Title: Roles of thromboxane A2 and 5-hydroxytryptamine in endotoxin-induced digital vasoconstriction in horses.

Journal: American journal of veterinary research 20080201

Title: Tryptamine derived amides with thiazole ring system from Thermoactinomyces strain TA66-2.

Journal: Magnetic resonance in chemistry : MRC 20080101

Title: 'Research chemicals': tryptamine and phenethylamine use among high-risk youth.

Journal: Substance use & misuse 20080101

Title: Biotransformation of indole derivatives by mycelial cultures.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20080101

Title: Characterization of rice tryptophan decarboxylases and their direct involvement in serotonin biosynthesis in transgenic rice.

Journal: Planta 20071201

Title: Characterization of tryptamine 5-hydroxylase and serotonin synthesis in rice plants.

Journal: Plant cell reports 20071101

Title: Conformationally restricted homotryptamines. Part 4: Heterocyclic and naphthyl analogs of a potent selective serotonin reuptake inhibitor.

Journal: Bioorganic & medicinal chemistry letters 20071015

Title: Constitutively wilted 1, a member of the rice YUCCA gene family, is required for maintaining water homeostasis and an appropriate root to shoot ratio.

Journal: Plant molecular biology 20070901

Title: Effect of neurotransmitters on NADPH-cytochrome P450 reductase in vitro activity.

Journal: Drug metabolism letters 20070801

Title: Torsional anharmonicity in the conformational analysis of tryptamine.

Journal: Physical chemistry chemical physics : PCCP 20070507

Title: Infrared and ultraviolet spectral signatures and conformational preferences of jet-cooled serotonin.

Journal: Journal of the American Chemical Society 20070404

Title: Inhibitory effects of neurotransmitters and steroids on human CYP2A6.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20070401

Title: Tunneling and classical paths for proton transfer in an enzyme reaction dominated by tunneling: oxidation of tryptamine by aromatic amine dehydrogenase.

Journal: The journal of physical chemistry. B 20070322

Title: Proton tunneling in aromatic amine dehydrogenase is driven by a short-range sub-picosecond promoting vibration: consistency of simulation and theory with experiment.

Journal: The journal of physical chemistry. B 20070315

Title: HPLC method for the determination of fluvoxamine in human plasma and urine for application to pharmacokinetic studies.

Journal: Journal of pharmaceutical and biomedical analysis 20070312

Title: Methylglyoxal-derived beta-carbolines formed from tryptophan and its derivates in the Maillard reaction.

Journal: Amino acids 20070201

Title: Chemistry of the Hexahydropyrrolo[2,3-b]indoles: configuration, conformation, reactivity, and applications in synthesis.

Journal: Accounts of chemical research 20070201

Title: Solvatochromic study of excited state dipole moments of some biologically active indoles and tryptamines.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20070101

Title: Tryptamine induces tryptophanyl-tRNA synthetase-mediated neurodegeneration with neurofibrillary tangles in human cell and mouse models.

Journal: Neuromolecular medicine 20070101

Title: Regulation of serotonin N-acetyltransferase activity in the chick pineal gland by UV-A and white light: role of MK-801- and SCH 23390-sensitive retinal signals.

Journal: Pharmacological reports : PR 20070101

Title: Low frequency backbone vibrations of individual conformational isomers: tryptamine.

Journal: The Journal of chemical physics 20061014

Title: Electronically excited states of tryptamine and its microhydrated complex.

Journal: The Journal of chemical physics 20060928

Title: Tryptamine induces cell death with ultrastructural features of autophagy in neurons and glia: Possible relevance for neurodegenerative disorders.

Journal: The anatomical record. Part A, Discoveries in molecular, cellular, and evolutionary biology 20060901

Title: Indole rings in palladium(II) complexes. Dual mode of metal binding and aromatic ring stacking causing syn-anti isomerism.

Journal: Inorganic chemistry 20060724

Title: Analytical characterisation of the routes by thermolytic decarboxylation from tryptophan to tryptamine using ketone catalysts, resulting in tetrahydro-beta-carboline formation.

Journal: Journal of pharmaceutical and biomedical analysis 20060607

Title: Precursor limitations in methyl jasmonate-induced Catharanthus roseus cell cultures.

Journal: Plant cell reports 20060601

Title: Biomimetic approach to perophoramidine and communesin via an intramolecular cyclopropanation reaction.

Journal: Organic letters 20060511

Title: Biochemistry. Enzyme motions inside and out.

Journal: Science (New York, N.Y.) 20060414

Title: Atomic description of an enzyme reaction dominated by proton tunneling.

Journal: Science (New York, N.Y.) 20060414

Title: The structure of Rauvolfia serpentina strictosidine synthase is a novel six-bladed beta-propeller fold in plant proteins.

Journal: The Plant cell 20060401

Title: Design, synthesis and biological activity of new CDK4-specific inhibitors, based on fascaplysin.

Journal: Organic & biomolecular chemistry 20060307

Title: BGC20-761, a novel tryptamine analog, enhances memory consolidation and reverses scopolamine-induced memory deficit in social and visuospatial memory tasks through a 5-HT6 receptor-mediated mechanism.

Journal: Neuropharmacology 20060301

Title: Effects of terpenoid precursor feeding on Catharanthus roseus hairy roots over-expressing the alpha or the alpha and beta subunits of anthranilate synthase.

Journal: Biotechnology and bioengineering 20060220

Title: Major depression and the synthetic enhancer substances, (-)-deprenyl and R-(-)-1-(benzofuran-2-yl)-2-propylaminopentane.

Journal: Progress in neuro-psychopharmacology & biological psychiatry 20060101

Title: Safety properties and molecular strain typing of lactic acid bacteria from slightly fermented sausages.

Journal: Journal of applied microbiology 20060101

Title: [Molecular mechanisms and chemotaxonomy in the indole alkaloids derived from secologanin. (One drop in the sea, the sea in one drop)].

Journal: Acta pharmaceutica Hungarica 20060101

Title: Biotransformation of tryptophan by liquid medium culture of Psilocybe coprophila (Basidiomycetes).

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20060101

Title: Sequential acid/base-catalyzed polycyclization of tryptamine derivatives. A rapid access to Büchi's ketone.

Journal: Organic letters 20051110

Title: Conformationally constrained N1-arylsulfonyltryptamine derivatives as 5-HT6 receptor antagonists.

Journal: Bioorganic & medicinal chemistry letters 20051101

Title: Products of tryptophan catabolism induce Ca2+ release and modulate the cell cycle of Plasmodium falciparum malaria parasites.

Journal: Journal of pineal research 20051001

Title: Serotonin, L-tryptophan, and tryptamine are effective inhibitors of the amino acid transport system PAT1.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20050901

Title: Structural selection by microsolvation: conformational locking of tryptamine.

Journal: Journal of the American Chemical Society 20050727

Title: Crystallization and preliminary X-ray analysis of strictosidine synthase and its complex with the substrate tryptamine.

Journal: Acta crystallographica. Section D, Biological crystallography 20050601

Title: The repertoire of trace amine G-protein-coupled receptors: large expansion in zebrafish.

Journal: Molecular phylogenetics and evolution 20050501

Title: A yeast polyamine acetyltransferase.

Journal: The Journal of biological chemistry 20050429

Title: [DNA and chemical analyses of commercial fly agaric-related products].

Journal: Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan 20050401

Title: Analytical chemistry of synthetic routes to psychoactive tryptamines. Part II. Characterisation of the Speeter and Anthony synthetic route to N,N-dialkylated tryptamines using GC-EI-ITMS, ESI-TQ-MS-MS and NMR.

Journal: The Analyst 20050301

Title: Tryptamine-based human beta3-adrenergic receptor agonists. Part 3: improved oral bioavailability via modification of the sulfonamide moiety.

Journal: Bioorganic & medicinal chemistry letters 20050215

Title: N-Alkylation of phenethylamine and tryptamine.

Journal: Bioorganic & medicinal chemistry letters 20050201

Title: [Cytochrome P450 enzymes in biosyntheses of some plant secondary metabolites].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20050101

Title: Enhanced ligand affinity for receptors in which components of the binding site are independently mobile.

Journal: Chemistry & biology 20050101

Title: Plant cell culture monitoring using an in situ multiwavelength fluorescence probe.

Journal: Biotechnology progress 20050101

Title: Indolalkylamines derivatives as antioxidant and neuroprotective agents in an experimental model of Parkinson's disease.

Journal: Medical science monitor : international medical journal of experimental and clinical research 20041201

Title: The use of the synthetic enhancer substances (-)-deprenyl and (-)-BPAP in major depression.

Journal: Neuropsychopharmacologia Hungarica : a Magyar Pszichofarmakologiai Egyesulet lapja = official journal of the Hungarian Association of Psychopharmacology 20041201

Title: Potentiometric immunosensor using artificial antibody based on molecularly imprinted polymers.

Journal: Analytical chemistry 20041115

Title: Synergic effects of tryptamine and octopamine on ophiuroid luminescence (Echinodermata).

Journal: The Journal of experimental biology 20041001

Title: Metabolic engineering of the indole pathway in Catharanthus roseus hairy roots and increased accumulation of tryptamine and serpentine.

Journal: Metabolic engineering 20041001

Title: Mammalian central nervous system trace amines. Pharmacologic amphetamines, physiologic neuromodulators.

Journal: Journal of neurochemistry 20040701

Title: Expression of a feedback-resistant anthranilate synthase in Catharanthus roseus hairy roots provides evidence for tight regulation of terpenoid indole alkaloid levels.

Journal: Biotechnology and bioengineering 20040620

Title: Hypotensive effects of eugenosedin-A with serotonin, alpha- and beta-adrenoceptor antagonistic activities in spontaneously hypertensive and normotensive rats.

Journal: Pharmacology 20040601

Title: Binding of tryptamine analogs at h5-HT1E receptors: a structure-affinity investigation.

Journal: Bioorganic & medicinal chemistry 20040515

Title: Identification and occurrence of tryptamine- and tryptophan-derived tetrahydro-beta-carbolines in commercial sausages.

Journal: Journal of agricultural and food chemistry 20040505

Title: Investigation of intermolecular interaction in molecular complex of tryptamine and benzoic acid by solid-state 2D NMR.

Journal: Chemical & pharmaceutical bulletin 20040501

Title: The effects of vasoactive amines found in the equine hindgut on digital blood flow in the normal horse.

Journal: Equine veterinary journal 20040401

Title: [Synthesis of 1-indole substituted beta-carboline alkaloid and its derivatives and evaluation of their preliminary antitumor activities].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20040401

Title: Direct measurement of energy thresholds to conformational isomerization in tryptamine.

Journal: Science (New York, N.Y.) 20040220

Title: Further characterization of pigment-producing Malassezia strains.

Journal: Mycoses 20040201

Title: [Morphochemical analysis of hippocampus of rats predisposed (August) or resistant (Wistar) to emotional stress].

Journal: Morfologiia (Saint Petersburg, Russia) 20040101

Title: Serotonergic and dopaminergic influence of the duration of embryogenesis and intracapsular locomotion of Lymnaea stagnalis L.

Journal: Acta biologica Hungarica 20040101

Title: Analysis of reducing carbohydrates by reductive tryptamine derivatization prior to micellar electrokinetic capillary chromatography.

Journal: Journal of agricultural and food chemistry 20031203

Title: Imidazoline binding sites on receptors and enzymes: emerging targets for novel antidepressant drugs?

Journal: Journal of psychiatry & neuroscience : JPN 20031101

Title: Seasonal changes in plasma concentrations of cecum-derived amines in clinically normal ponies and ponies predisposed to laminitis.

Journal: American journal of veterinary research 20030901

Title: Characterization of the serotoninergic system in the C57BL/6 mouse skin.

Journal: European journal of biochemistry 20030801

Title: Functional study of rat 5-HT2A receptors using antisense oligonucleotides.

Journal: Journal of neurochemistry 20030601

Title: The influence of the brewing process on the formation of biogenic amines in beers.

Journal: Analytical and bioanalytical chemistry 20030501

Title: Determination of the amino acid tryptophan and the biogenic amine tryptamine in foods by the heavy atom induced-room temperature phosphorescence methodology.

Journal: The Analyst 20030401

Title: Tryptamine-induced resistance in tryptophan decarboxylase transgenic poplar and tobacco plants against their specific herbivores.

Journal: Journal of chemical ecology 20030401

Title: The relative contribution of monoamine oxidase and cytochrome p450 isozymes to the metabolic deamination of the trace amine tryptamine.

Journal: The Journal of pharmacology and experimental therapeutics 20030201

Title: Two chromone-secoiridoid glycosides and three indole alkaloid glycosides from Neonauclea sessilifolia.

Journal: Phytochemistry 20030201

Title: Characterization of the 5-hydroxytryptamine receptors mediating contraction in the pig isolated intravesical ureter.

Journal: British journal of pharmacology 20030101

Title: Screening for biologically active metabolites with endosymbiotic bacilli isolated from arthropods.

Journal: FEMS microbiology letters 20021217

Title: Transient expression of strictosidine synthase in tobacco leaves by vacuum infiltration.

Journal: Sheng wu hua xue yu sheng wu wu li xue bao Acta biochimica et biophysica Sinica 20021101

Title: Safety and mechanism of appetite suppression by a novel hydroxycitric acid extract (HCA-SX).

Journal: Molecular and cellular biochemistry 20020901

Title: Ionic strength has a greater effect than does transmembrane electric potential difference on permeation of tryptamine and indoleacetic acid across Caco-2 cells.

Journal: Biochimica et biophysica acta 20020819

Title: Melatonin's unique radical scavenging properties - roles of its functional substituents as revealed by a comparison with its structural analogs.

Journal: Journal of pineal research 20020801

Title: Targeting tryptophan decarboxylase to selected subcellular compartments of tobacco plants affects enzyme stability and in vivo function and leads to a lesion-mimic phenotype.

Journal: Plant physiology 20020701

Title: Role of 5-HT(2) receptors in the tryptamine-induced 5-HT syndrome in rats.

Journal: Behavioural pharmacology 20020701

Title: In vitro and in vivo assessment of the antioxidant activity of melatonin and related indole derivatives.

Journal: General physiology and biophysics 20020601

Title: 1,2-bis(1H-indol-3-yl)ethane-1,2-dione, an indole alkaloid from the marine sponge Smenospongia sp.

Journal: Journal of natural products 20020401

Title: X-ray crystallographic studies of serotonin N-acetyltransferase catalysis and inhibition.

Journal: Journal of molecular biology 20020322

Title: Evaluation of isotryptamine derivatives at 5-HT(2) serotonin receptors.

Journal: Bioorganic & medicinal chemistry letters 20020121

Title: Melatonin, serotonin, and tryptamine in some egyptian food and medicinal plants.

Journal: Journal of medicinal food 20020101

Title: The involvement of two p450 enzymes, CYP83B1 and CYP83A1, in auxin homeostasis and glucosinolate biosynthesis.

Journal: Plant physiology 20010901

Title: Biotransformation of tryptamine and secologanin into plant terpenoid indole alkaloids by transgenic yeast.

Journal: Applied microbiology and biotechnology 20010801

Title: Bisubstrate ketone analogues as serotonin N-acetyltransferase inhibitors.

Journal: Journal of medicinal chemistry 20010719

Title: The role of water bridges in directing the conformational preferences of 3-indole-propionic acid and tryptamine.

Journal: Journal of the American Chemical Society 20010613

Title: Evaluation of methoxsalen, tranylcypromine, and tryptamine as specific and selective CYP2A6 inhibitors in vitro.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20010601

Title: Effects of stress factors, bioregulators, and synthetic precursors on indole alkaloid production in compact callus clusters cultures of Catharanthus roseus.

Journal: Applied microbiology and biotechnology 20010601

Title: Structure-activity studies leading to (-)1-(benzofuran-2-yl)-2-propylaminopentane, ((-)BPAP), a highly potent, selective enhancer of the impulse propagation mediated release of catecholamines and serotonin in the brain.

Journal: Bioorganic & medicinal chemistry 20010501

Title: 2-(3,5-Dimethylphenyl)tryptamine derivatives that bind to the GnRH receptor.

Journal: Bioorganic & medicinal chemistry letters 20010423

Title: Heterocyclic derivatives of 2-(3,5-dimethylphenyl)tryptamine as GnRH receptor antagonists.

Journal: Bioorganic & medicinal chemistry letters 20010423

Title: A novel fluorinated tryptamine with highly potent serotonin 5-HT1A receptor agonist properties.

Journal: Bioorganic & medicinal chemistry letters 20010326

Title: Importance of barrier shape in enzyme-catalyzed reactions. Vibrationally assisted hydrogen tunneling in tryptophan tryptophylquinone-dependent amine dehydrogenases.

Journal: The Journal of biological chemistry 20010302

Title: Interactions of tryptamine derivatives with serotonin transporter species variants implicate transmembrane domain I in substrate recognition.

Journal: Molecular pharmacology 20010301

Title: Anticonvulsant properties of N-salicyloyltryptamine in mice.

Journal: Pharmacology, biochemistry, and behavior 20010201

Title: A role for flavin monooxygenase-like enzymes in auxin biosynthesis.

Journal: Science (New York, N.Y.) 20010112

Title: The chemistry of indoles. CIII. Simple syntheses of serotonin, N-methylserotonin, bufotenine, 5-methoxy-N-methyltryptamine, bufobutanoic acid, N-(indol-3-yl)methyl-5-methoxy-N-methyltryptamine, and lespedamine based on 1-hydroxyindole chemistry.

Journal: Chemical & pharmaceutical bulletin 20010101

Title: [Role of morpho-chemical plasticity in the genetic-functional organization of the brain in animals].

Journal: Vestnik Rossiiskoi akademii meditsinskikh nauk 20010101

Title: [Metabolism and transport of auxin in plants].

Journal: Postepy biochemii 20010101

Title: Central antiserotonergic and antidopaminergic action of pirenperone, a putative 5-HT2 receptor antagonist.

Journal: Polish journal of pharmacology and pharmacy 19850101

Title: Neuropharmacology of the parasitic trematode, Schistosoma mansoni.

Journal: The American journal of tropical medicine and hygiene 19830101

Title: Effect of caroxazone, a new antidepressant drug, on monoamine oxidases in healthy volunteers.

Journal: British journal of clinical pharmacology 19810501

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Tags:343-94-2 Molecular Formula|343-94-2 MDL|343-94-2 SMILES|343-94-2 2-(1H-indol-3-yl)ethan-1-amine hydrochloride
Catalog No.: AA00BY5N
343-94-2,MFCD11656265
343-94-2 | 2-(1H-indol-3-yl)ethan-1-amine hydrochloride
Pack Size: 1g
Purity: >98.0%(T)
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$21.00 $15.00
Pack Size: 5g
Purity: 98%(HPLC)
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$62.00 $44.00
Pack Size: 25g
Purity: >98.0%(T)
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$135.00 $95.00
Pack Size: 250g
Purity: 98+%
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Technical Information
Catalog Number: AA00BY5N
Chemical Name: 2-(1H-indol-3-yl)ethan-1-amine hydrochloride
CAS Number: 343-94-2
Molecular Formula: C10H13ClN2
Molecular Weight: 196.6766
MDL Number: MFCD11656265
SMILES: NCCc1c[nH]c2c1cccc2.Cl
NSC Number: 522258
Properties
Complexity: 147  
Covalently-Bonded Unit Count: 2  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 13  
Hydrogen Bond Acceptor Count: 1  
Hydrogen Bond Donor Count: 3  
Isotope Atom Count: 0  
Rotatable Bond Count: 2  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
Literature fold

Title: Serotonergic and tryptaminergic overstimulation on refeeding implicated in 'enlightenment' experiences.

Journal: Medical hypotheses20121101

Title: Zero kinetic energy photoelectron spectroscopy of tryptamine and the dissociation pathway of the singly hydrated cation cluster.

Journal: The Journal of chemical physics20120914

Title: Sequential electrophilic trifluoromethanesulfanylation-cyclization of tryptamine derivatives: synthesis of C(3)-trifluoromethanesulfanylated hexahydropyrrolo[2,3-b]indoles.

Journal: The Journal of organic chemistry20120907

Title: Synthesis of tryptamine derivatives via a direct, one-pot reductive alkylation of indoles.

Journal: The Journal of organic chemistry20120720

Title: From BACE1 inhibitor to multifunctionality of tryptoline and tryptamine triazole derivatives for Alzheimer's disease.

Journal: Molecules (Basel, Switzerland)20120710

Title: 6-halogenochromones bearing tryptamine: one-step access to potent and highly selective inhibitors of breast cancer resistance protein.

Journal: ChemMedChem20120701

Title: Conformational and stereoelectronic investigation of tryptamine. An AIM/NBO study.

Journal: Journal of molecular modeling20120601

Title: High-performance liquid chromatography with fluorescence detection and ultra-performance liquid chromatography with electrospray tandem mass spectrometry method for the determination of indoleamine neurotransmitters and their metabolites in sea lamprey plasma.

Journal: Analytica chimica acta20120406

Title: Vasoconstrictor and vasodilator responses to tryptamine of rat-isolated perfused mesentery: comparison with tyramine and β-phenylethylamine.

Journal: British journal of pharmacology20120401

Title: Serotonin accumulation in transgenic rice by over-expressing tryptophan decarboxylase results in a dark brown phenotype and stunted growth.

Journal: Plant molecular biology20120401

Title: Synthesis and photophysical properties of a supramolecular host-guest assembly constructed by fullerenes and tryptamine modified hypocrellin.

Journal: The journal of physical chemistry. B20120223

Title: Tryptamine-gallic acid hybrid prevents non-steroidal anti-inflammatory drug-induced gastropathy: correction of mitochondrial dysfunction and inhibition of apoptosis in gastric mucosal cells.

Journal: The Journal of biological chemistry20120127

Title: Electrochemical sensor based on molecularly imprinted film at polypyrrole-sulfonated graphene/hyaluronic acid-multiwalled carbon nanotubes modified electrode for determination of tryptamine.

Journal: Biosensors & bioelectronics20120115

Title: On-line concentration and separation of cationic and anionic neurochemicals by capillary electrophoresis with UV absorption detection.

Journal: Talanta20120115

Title: Strategies for engineering plant natural products: the iridoid-derived monoterpene indole alkaloids of Catharanthus roseus.

Journal: Methods in enzymology20120101

Title: Reengineering a tryptophan halogenase to preferentially chlorinate a direct alkaloid precursor.

Journal: Journal of the American Chemical Society20111207

Title: Flow cytometry as a tool for analyzing changes in Plasmodium falciparum cell cycle following treatment with indol compounds.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology20111101

Title: How and why do transition dipole moment orientations depend on conformer structure?

Journal: The journal of physical chemistry. A20110901

Title: Total synthesis of (±)-trigonoliimine C via oxidative rearrangement of an unsymmetrical bis-tryptamine.

Journal: Journal of the American Chemical Society20110706

Title: Gene structure and spatiotemporal expression profile of tomato genes encoding YUCCA-like flavin monooxygenases: the ToFZY gene family.

Journal: Plant physiology and biochemistry : PPB20110701

Title: Tryptamine derivatives as novel non-nucleosidic inhibitors against hepatitis B virus.

Journal: Bioorganic & medicinal chemistry20110515

Title: Effect of artificial reconstitution of the interaction between the plant Camptotheca acuminata and the fungal endophyte Fusarium solani on camptothecin biosynthesis.

Journal: Journal of natural products20110425

Title: Biotin tethered homotryptamine derivatives: high affinity probes of the human serotonin transporter (hSERT).

Journal: Bioorganic & medicinal chemistry letters20110315

Title: Total synthesis guided structure elucidation of (+)-psychotetramine.

Journal: Angewandte Chemie (International ed. in English)20110314

Title: Binding to extracellular matrix proteins and formation of biogenic amines by food-associated coagulase-negative staphylococci.

Journal: International journal of food microbiology20110227

Title: High specific activity tritiation of several biologically active indoles.

Journal: Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine20110201

Title: Probing the role of tryptophan-derived secondary metabolism in defense responses against Bipolaris oryzae infection in rice leaves by a suicide substrate of tryptophan decarboxylase.

Journal: Phytochemistry20110101

Title: Pictet-spengler reaction using ion-exchange resin as a catalyst and support for 'catch and release' purification.

Journal: Bioscience, biotechnology, and biochemistry20110101

Title: Analysis of indole compounds in Armillaria mellea fruiting bodies.

Journal: Acta poloniae pharmaceutica20110101

Title: Tryptamine-induced tryptophanyl-tRNAtrp deficiency in neurodifferentiation and neurodegeneration interplay: progenitor activation with neurite growth terminated in Alzheimer's disease neuronal vesicularization and fragmentation.

Journal: Journal of Alzheimer's disease : JAD20110101

Title: 5-benzyloxytryptamine as an antagonist of TRPM8.

Journal: Bioorganic & medicinal chemistry letters20101201

Title: A new insight on the hypochlorous acid scavenging mechanism of tryptamine and tryptophan derivatives.

Journal: Bioorganic & medicinal chemistry letters20101115

Title: Marine indole alkaloids: potential new drug leads for the control of depression and anxiety.

Journal: Chemical reviews20100811

Title: Tryptamine-derived alkaloids from Annonaceae exerting neurotrophin-like properties on primary dopaminergic neurons.

Journal: Bioorganic & medicinal chemistry20100715

Title: A capillary electrophoresis method for the determination of selected biogenic amines and amino acids in mammalian decomposition fluid.

Journal: Talanta20100615

Title: Metabolism and toxicologic analysis of tryptamine-derived drugs of abuse.

Journal: Therapeutic drug monitoring20100601

Title: Scalable total syntheses of N-linked tryptamine dimers by direct indole-aniline coupling: psychotrimine and kapakahines B and F.

Journal: Journal of the American Chemical Society20100526

Title: New insights into the multi-step reaction pathway of the reductive half-reaction catalysed by aromatic amine dehydrogenase: a QM/MM study.

Journal: Chemical communications (Cambridge, England)20100514

Title: Sugar levels regulate tryptophan-dependent auxin biosynthesis in developing maize kernels.

Journal: Plant physiology20100501

Title: Sekiguchi lesion gene encodes a cytochrome P450 monooxygenase that catalyzes conversion of tryptamine to serotonin in rice.

Journal: The Journal of biological chemistry20100409

Title: Synthesis and hSERT activity of homotryptamine analogs. Part 6: [3+2] dipolar cycloaddition of 3-vinylindoles.

Journal: Bioorganic & medicinal chemistry letters20100201

Title: Bioanalytical inaccuracy: a threat to the integrity and efficiency of research.

Journal: Journal of psychiatry & neuroscience : JPN20100101

Title: [Determination of nonvolatile amines in foods by liquid chromatography following excimer-forming fluorescence derivatization and solid-phase extraction].

Journal: Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan20100101

Title: Aza-tryptamine substrates in monoterpene indole alkaloid biosynthesis.

Journal: Chemistry & biology20091224

Title: Direct analysis of psychoactive tryptamine and harmala alkaloids in the Amazonian botanical medicine ayahuasca by liquid chromatography-electrospray ionization-tandem mass spectrometry.

Journal: Journal of chromatography. A20091218

Title: Metabolic changes of salicylic acid-elicited Catharanthus roseus cell suspension cultures monitored by NMR-based metabolomics.

Journal: Biotechnology letters20091201

Title: Sensitive profiling of biogenic amines in urine using CE with transient isotachophoretic preconcentration.

Journal: Journal of separation science20091201

Title: Auxin biosynthesis in pea: characterization of the tryptamine pathway.

Journal: Plant physiology20091101

Title: Human and mouse trace amine-associated receptor 1 have distinct pharmacology towards endogenous monoamines and imidazoline receptor ligands.

Journal: The Biochemical journal20091023

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology20091001

Title: Ultrasensitive detection of indoleamines by combination of nanoparticle-based extraction with capillary electrophoresis/laser-induced native fluorescence.

Journal: Journal of chromatography. A20090904

Title: The unique substrate specificity of human AOC2, a semicarbazide-sensitive amine oxidase.

Journal: Cellular and molecular life sciences : CMLS20090801

Title: Oxidation of tryptamine and 5-hydroxytryptamine: a pulse radiolysis and quantum chemical study.

Journal: The journal of physical chemistry. A20090723

Title: Charge and temperature dependence of biomolecule conformations: K+ tryptamine(H2O)(n=0-1)Ar(m=0-1) cluster ions.

Journal: Journal of the American Chemical Society20090513

Title: Synthesis of azepino[4,5-b]indolones via an intermolecular radical oxidative substitution of N-Boc tryptamine.

Journal: Organic & biomolecular chemistry20090407

Title: Characterization of arylalkylamine N-acetyltransferase (AANAT) activities and action spectrum for suppression in the band-legged cricket, Dianemobius nigrofasciatus (Orthoptera: Gryllidae).

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology20090401

Title: Tryptophan-dependent indole-3-acetic acid biosynthesis by 'IAA-synthase' proceeds via indole-3-acetamide.

Journal: Phytochemistry20090301

Title: Structural determinants of species-selective substrate recognition in human and Drosophila serotonin transporters revealed through computational docking studies.

Journal: Proteins20090215

Title: The hallucinogen N,N-dimethyltryptamine (DMT) is an endogenous sigma-1 receptor regulator.

Journal: Science (New York, N.Y.)20090213

Title: Nitric oxide synthase inhibition by pentacycloundecane conjugates of aminoguanidine and tryptamine.

Journal: Archiv der Pharmazie20090201

Title: Assessing the limitations to terpenoid indole alkaloid biosynthesis in Catharanthus roseus hairy root cultures through gene expression profiling and precursor feeding.

Journal: Biotechnology progress20090101

Title: The enzyme aromatic amine dehydrogenase induces a substrate conformation crucial for promoting vibration that significantly reduces the effective potential energy barrier to proton transfer.

Journal: Journal of the Royal Society, Interface20081206

Title: Fingerprint analysis of thermolytic decarboxylation of tryptophan to tryptamine catalyzed by natural oils.

Journal: Journal of chromatography. A20081107

Title: Syntheses of tetrahydro-beta-carbolines via a tandem hydroformylation-Pictet-Spengler reaction. Scope and limitations.

Journal: Organic & biomolecular chemistry20081107

Title: [Analysis of designer drugs detected in the products purchased in fiscal year 2006].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan20081001

Title: Variations in functional activity of the hormone-sensitive adenylate cyclase system in tissues of gastropod mollusks with streptozotocin-induced diabetes.

Journal: Bulletin of experimental biology and medicine20081001

Title: Stereoselective oxidative rearrangement of 2-aryl tryptamine derivatives.

Journal: Organic letters20080918

Title: Rigorous biogenetic network for a group of indole alkaloids derived from strictosidine.

Journal: Molecules (Basel, Switzerland)20080827

Title: HPLC analysis of serotonin, tryptamine, tyramine, and the hydroxycinnamic acid amides of serotonin and tyramine in food vegetables.

Journal: Journal of medicinal food20080601

Title: Capillary electrophoretic separation of biologically active amines and acids using nanoparticle-coated capillaries.

Journal: Electrophoresis20080501

Title: Functional human 5-HT6 receptor assay for high throughput screening of chemical ligands and binding proteins.

Journal: Combinatorial chemistry & high throughput screening20080501

Title: The role of methylglyoxal in the non-enzymatic conversion of tryptophan, its methyl ester and tryptamine to 1-acetyl-beta-carbolines.

Journal: Bioorganic & medicinal chemistry20080415

Title: 5-Fluorotryptamine is a partial agonist at 5-HT3 receptors, and reveals that size and electronegativity at the 5 position of tryptamine are critical for efficient receptor function.

Journal: European journal of pharmacology20080212

Title: Roles of thromboxane A2 and 5-hydroxytryptamine in endotoxin-induced digital vasoconstriction in horses.

Journal: American journal of veterinary research20080201

Title: Tryptamine derived amides with thiazole ring system from Thermoactinomyces strain TA66-2.

Journal: Magnetic resonance in chemistry : MRC20080101

Title: 'Research chemicals': tryptamine and phenethylamine use among high-risk youth.

Journal: Substance use & misuse20080101

Title: Biotransformation of indole derivatives by mycelial cultures.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences20080101

Title: Characterization of rice tryptophan decarboxylases and their direct involvement in serotonin biosynthesis in transgenic rice.

Journal: Planta20071201

Title: Characterization of tryptamine 5-hydroxylase and serotonin synthesis in rice plants.

Journal: Plant cell reports20071101

Title: Conformationally restricted homotryptamines. Part 4: Heterocyclic and naphthyl analogs of a potent selective serotonin reuptake inhibitor.

Journal: Bioorganic & medicinal chemistry letters20071015

Title: Constitutively wilted 1, a member of the rice YUCCA gene family, is required for maintaining water homeostasis and an appropriate root to shoot ratio.

Journal: Plant molecular biology20070901

Title: Effect of neurotransmitters on NADPH-cytochrome P450 reductase in vitro activity.

Journal: Drug metabolism letters20070801

Title: Torsional anharmonicity in the conformational analysis of tryptamine.

Journal: Physical chemistry chemical physics : PCCP20070507

Title: Infrared and ultraviolet spectral signatures and conformational preferences of jet-cooled serotonin.

Journal: Journal of the American Chemical Society20070404

Title: Inhibitory effects of neurotransmitters and steroids on human CYP2A6.

Journal: Drug metabolism and disposition: the biological fate of chemicals20070401

Title: Tunneling and classical paths for proton transfer in an enzyme reaction dominated by tunneling: oxidation of tryptamine by aromatic amine dehydrogenase.

Journal: The journal of physical chemistry. B20070322

Title: Proton tunneling in aromatic amine dehydrogenase is driven by a short-range sub-picosecond promoting vibration: consistency of simulation and theory with experiment.

Journal: The journal of physical chemistry. B20070315

Title: HPLC method for the determination of fluvoxamine in human plasma and urine for application to pharmacokinetic studies.

Journal: Journal of pharmaceutical and biomedical analysis20070312

Title: Methylglyoxal-derived beta-carbolines formed from tryptophan and its derivates in the Maillard reaction.

Journal: Amino acids20070201

Title: Chemistry of the Hexahydropyrrolo[2,3-b]indoles: configuration, conformation, reactivity, and applications in synthesis.

Journal: Accounts of chemical research20070201

Title: Solvatochromic study of excited state dipole moments of some biologically active indoles and tryptamines.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy20070101

Title: Tryptamine induces tryptophanyl-tRNA synthetase-mediated neurodegeneration with neurofibrillary tangles in human cell and mouse models.

Journal: Neuromolecular medicine20070101

Title: Regulation of serotonin N-acetyltransferase activity in the chick pineal gland by UV-A and white light: role of MK-801- and SCH 23390-sensitive retinal signals.

Journal: Pharmacological reports : PR20070101

Title: Low frequency backbone vibrations of individual conformational isomers: tryptamine.

Journal: The Journal of chemical physics20061014

Title: Electronically excited states of tryptamine and its microhydrated complex.

Journal: The Journal of chemical physics20060928

Title: Tryptamine induces cell death with ultrastructural features of autophagy in neurons and glia: Possible relevance for neurodegenerative disorders.

Journal: The anatomical record. Part A, Discoveries in molecular, cellular, and evolutionary biology20060901

Title: Indole rings in palladium(II) complexes. Dual mode of metal binding and aromatic ring stacking causing syn-anti isomerism.

Journal: Inorganic chemistry20060724

Title: Analytical characterisation of the routes by thermolytic decarboxylation from tryptophan to tryptamine using ketone catalysts, resulting in tetrahydro-beta-carboline formation.

Journal: Journal of pharmaceutical and biomedical analysis20060607

Title: Precursor limitations in methyl jasmonate-induced Catharanthus roseus cell cultures.

Journal: Plant cell reports20060601

Title: Biomimetic approach to perophoramidine and communesin via an intramolecular cyclopropanation reaction.

Journal: Organic letters20060511

Title: Biochemistry. Enzyme motions inside and out.

Journal: Science (New York, N.Y.)20060414

Title: Atomic description of an enzyme reaction dominated by proton tunneling.

Journal: Science (New York, N.Y.)20060414

Title: The structure of Rauvolfia serpentina strictosidine synthase is a novel six-bladed beta-propeller fold in plant proteins.

Journal: The Plant cell20060401

Title: Design, synthesis and biological activity of new CDK4-specific inhibitors, based on fascaplysin.

Journal: Organic & biomolecular chemistry20060307

Title: BGC20-761, a novel tryptamine analog, enhances memory consolidation and reverses scopolamine-induced memory deficit in social and visuospatial memory tasks through a 5-HT6 receptor-mediated mechanism.

Journal: Neuropharmacology20060301

Title: Effects of terpenoid precursor feeding on Catharanthus roseus hairy roots over-expressing the alpha or the alpha and beta subunits of anthranilate synthase.

Journal: Biotechnology and bioengineering20060220

Title: Major depression and the synthetic enhancer substances, (-)-deprenyl and R-(-)-1-(benzofuran-2-yl)-2-propylaminopentane.

Journal: Progress in neuro-psychopharmacology & biological psychiatry20060101

Title: Safety properties and molecular strain typing of lactic acid bacteria from slightly fermented sausages.

Journal: Journal of applied microbiology20060101

Title: [Molecular mechanisms and chemotaxonomy in the indole alkaloids derived from secologanin. (One drop in the sea, the sea in one drop)].

Journal: Acta pharmaceutica Hungarica20060101

Title: Biotransformation of tryptophan by liquid medium culture of Psilocybe coprophila (Basidiomycetes).

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences20060101

Title: Sequential acid/base-catalyzed polycyclization of tryptamine derivatives. A rapid access to Büchi's ketone.

Journal: Organic letters20051110

Title: Conformationally constrained N1-arylsulfonyltryptamine derivatives as 5-HT6 receptor antagonists.

Journal: Bioorganic & medicinal chemistry letters20051101

Title: Products of tryptophan catabolism induce Ca2+ release and modulate the cell cycle of Plasmodium falciparum malaria parasites.

Journal: Journal of pineal research20051001

Title: Serotonin, L-tryptophan, and tryptamine are effective inhibitors of the amino acid transport system PAT1.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology20050901

Title: Structural selection by microsolvation: conformational locking of tryptamine.

Journal: Journal of the American Chemical Society20050727

Title: Crystallization and preliminary X-ray analysis of strictosidine synthase and its complex with the substrate tryptamine.

Journal: Acta crystallographica. Section D, Biological crystallography20050601

Title: The repertoire of trace amine G-protein-coupled receptors: large expansion in zebrafish.

Journal: Molecular phylogenetics and evolution20050501

Title: A yeast polyamine acetyltransferase.

Journal: The Journal of biological chemistry20050429

Title: [DNA and chemical analyses of commercial fly agaric-related products].

Journal: Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan20050401

Title: Analytical chemistry of synthetic routes to psychoactive tryptamines. Part II. Characterisation of the Speeter and Anthony synthetic route to N,N-dialkylated tryptamines using GC-EI-ITMS, ESI-TQ-MS-MS and NMR.

Journal: The Analyst20050301

Title: Tryptamine-based human beta3-adrenergic receptor agonists. Part 3: improved oral bioavailability via modification of the sulfonamide moiety.

Journal: Bioorganic & medicinal chemistry letters20050215

Title: N-Alkylation of phenethylamine and tryptamine.

Journal: Bioorganic & medicinal chemistry letters20050201

Title: [Cytochrome P450 enzymes in biosyntheses of some plant secondary metabolites].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan20050101

Title: Enhanced ligand affinity for receptors in which components of the binding site are independently mobile.

Journal: Chemistry & biology20050101

Title: Plant cell culture monitoring using an in situ multiwavelength fluorescence probe.

Journal: Biotechnology progress20050101

Title: Indolalkylamines derivatives as antioxidant and neuroprotective agents in an experimental model of Parkinson's disease.

Journal: Medical science monitor : international medical journal of experimental and clinical research20041201

Title: The use of the synthetic enhancer substances (-)-deprenyl and (-)-BPAP in major depression.

Journal: Neuropsychopharmacologia Hungarica : a Magyar Pszichofarmakologiai Egyesulet lapja = official journal of the Hungarian Association of Psychopharmacology20041201

Title: Potentiometric immunosensor using artificial antibody based on molecularly imprinted polymers.

Journal: Analytical chemistry20041115

Title: Synergic effects of tryptamine and octopamine on ophiuroid luminescence (Echinodermata).

Journal: The Journal of experimental biology20041001

Title: Metabolic engineering of the indole pathway in Catharanthus roseus hairy roots and increased accumulation of tryptamine and serpentine.

Journal: Metabolic engineering20041001

Title: Mammalian central nervous system trace amines. Pharmacologic amphetamines, physiologic neuromodulators.

Journal: Journal of neurochemistry20040701

Title: Expression of a feedback-resistant anthranilate synthase in Catharanthus roseus hairy roots provides evidence for tight regulation of terpenoid indole alkaloid levels.

Journal: Biotechnology and bioengineering20040620

Title: Hypotensive effects of eugenosedin-A with serotonin, alpha- and beta-adrenoceptor antagonistic activities in spontaneously hypertensive and normotensive rats.

Journal: Pharmacology20040601

Title: Binding of tryptamine analogs at h5-HT1E receptors: a structure-affinity investigation.

Journal: Bioorganic & medicinal chemistry20040515

Title: Identification and occurrence of tryptamine- and tryptophan-derived tetrahydro-beta-carbolines in commercial sausages.

Journal: Journal of agricultural and food chemistry20040505

Title: Investigation of intermolecular interaction in molecular complex of tryptamine and benzoic acid by solid-state 2D NMR.

Journal: Chemical & pharmaceutical bulletin20040501

Title: The effects of vasoactive amines found in the equine hindgut on digital blood flow in the normal horse.

Journal: Equine veterinary journal20040401

Title: [Synthesis of 1-indole substituted beta-carboline alkaloid and its derivatives and evaluation of their preliminary antitumor activities].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica20040401

Title: Direct measurement of energy thresholds to conformational isomerization in tryptamine.

Journal: Science (New York, N.Y.)20040220

Title: Further characterization of pigment-producing Malassezia strains.

Journal: Mycoses20040201

Title: [Morphochemical analysis of hippocampus of rats predisposed (August) or resistant (Wistar) to emotional stress].

Journal: Morfologiia (Saint Petersburg, Russia)20040101

Title: Serotonergic and dopaminergic influence of the duration of embryogenesis and intracapsular locomotion of Lymnaea stagnalis L.

Journal: Acta biologica Hungarica20040101

Title: Analysis of reducing carbohydrates by reductive tryptamine derivatization prior to micellar electrokinetic capillary chromatography.

Journal: Journal of agricultural and food chemistry20031203

Title: Imidazoline binding sites on receptors and enzymes: emerging targets for novel antidepressant drugs?

Journal: Journal of psychiatry & neuroscience : JPN20031101

Title: Seasonal changes in plasma concentrations of cecum-derived amines in clinically normal ponies and ponies predisposed to laminitis.

Journal: American journal of veterinary research20030901

Title: Characterization of the serotoninergic system in the C57BL/6 mouse skin.

Journal: European journal of biochemistry20030801

Title: Functional study of rat 5-HT2A receptors using antisense oligonucleotides.

Journal: Journal of neurochemistry20030601

Title: The influence of the brewing process on the formation of biogenic amines in beers.

Journal: Analytical and bioanalytical chemistry20030501

Title: Determination of the amino acid tryptophan and the biogenic amine tryptamine in foods by the heavy atom induced-room temperature phosphorescence methodology.

Journal: The Analyst20030401

Title: Tryptamine-induced resistance in tryptophan decarboxylase transgenic poplar and tobacco plants against their specific herbivores.

Journal: Journal of chemical ecology20030401

Title: The relative contribution of monoamine oxidase and cytochrome p450 isozymes to the metabolic deamination of the trace amine tryptamine.

Journal: The Journal of pharmacology and experimental therapeutics20030201

Title: Two chromone-secoiridoid glycosides and three indole alkaloid glycosides from Neonauclea sessilifolia.

Journal: Phytochemistry20030201

Title: Characterization of the 5-hydroxytryptamine receptors mediating contraction in the pig isolated intravesical ureter.

Journal: British journal of pharmacology20030101

Title: Screening for biologically active metabolites with endosymbiotic bacilli isolated from arthropods.

Journal: FEMS microbiology letters20021217

Title: Transient expression of strictosidine synthase in tobacco leaves by vacuum infiltration.

Journal: Sheng wu hua xue yu sheng wu wu li xue bao Acta biochimica et biophysica Sinica20021101

Title: Safety and mechanism of appetite suppression by a novel hydroxycitric acid extract (HCA-SX).

Journal: Molecular and cellular biochemistry20020901

Title: Ionic strength has a greater effect than does transmembrane electric potential difference on permeation of tryptamine and indoleacetic acid across Caco-2 cells.

Journal: Biochimica et biophysica acta20020819

Title: Melatonin's unique radical scavenging properties - roles of its functional substituents as revealed by a comparison with its structural analogs.

Journal: Journal of pineal research20020801

Title: Targeting tryptophan decarboxylase to selected subcellular compartments of tobacco plants affects enzyme stability and in vivo function and leads to a lesion-mimic phenotype.

Journal: Plant physiology20020701

Title: Role of 5-HT(2) receptors in the tryptamine-induced 5-HT syndrome in rats.

Journal: Behavioural pharmacology20020701

Title: In vitro and in vivo assessment of the antioxidant activity of melatonin and related indole derivatives.

Journal: General physiology and biophysics20020601

Title: 1,2-bis(1H-indol-3-yl)ethane-1,2-dione, an indole alkaloid from the marine sponge Smenospongia sp.

Journal: Journal of natural products20020401

Title: X-ray crystallographic studies of serotonin N-acetyltransferase catalysis and inhibition.

Journal: Journal of molecular biology20020322

Title: Evaluation of isotryptamine derivatives at 5-HT(2) serotonin receptors.

Journal: Bioorganic & medicinal chemistry letters20020121

Title: Melatonin, serotonin, and tryptamine in some egyptian food and medicinal plants.

Journal: Journal of medicinal food20020101

Title: The involvement of two p450 enzymes, CYP83B1 and CYP83A1, in auxin homeostasis and glucosinolate biosynthesis.

Journal: Plant physiology20010901

Title: Biotransformation of tryptamine and secologanin into plant terpenoid indole alkaloids by transgenic yeast.

Journal: Applied microbiology and biotechnology20010801

Title: Bisubstrate ketone analogues as serotonin N-acetyltransferase inhibitors.

Journal: Journal of medicinal chemistry20010719

Title: The role of water bridges in directing the conformational preferences of 3-indole-propionic acid and tryptamine.

Journal: Journal of the American Chemical Society20010613

Title: Evaluation of methoxsalen, tranylcypromine, and tryptamine as specific and selective CYP2A6 inhibitors in vitro.

Journal: Drug metabolism and disposition: the biological fate of chemicals20010601

Title: Effects of stress factors, bioregulators, and synthetic precursors on indole alkaloid production in compact callus clusters cultures of Catharanthus roseus.

Journal: Applied microbiology and biotechnology20010601

Title: Structure-activity studies leading to (-)1-(benzofuran-2-yl)-2-propylaminopentane, ((-)BPAP), a highly potent, selective enhancer of the impulse propagation mediated release of catecholamines and serotonin in the brain.

Journal: Bioorganic & medicinal chemistry20010501

Title: 2-(3,5-Dimethylphenyl)tryptamine derivatives that bind to the GnRH receptor.

Journal: Bioorganic & medicinal chemistry letters20010423

Title: Heterocyclic derivatives of 2-(3,5-dimethylphenyl)tryptamine as GnRH receptor antagonists.

Journal: Bioorganic & medicinal chemistry letters20010423

Title: A novel fluorinated tryptamine with highly potent serotonin 5-HT1A receptor agonist properties.

Journal: Bioorganic & medicinal chemistry letters20010326

Title: Importance of barrier shape in enzyme-catalyzed reactions. Vibrationally assisted hydrogen tunneling in tryptophan tryptophylquinone-dependent amine dehydrogenases.

Journal: The Journal of biological chemistry20010302

Title: Interactions of tryptamine derivatives with serotonin transporter species variants implicate transmembrane domain I in substrate recognition.

Journal: Molecular pharmacology20010301

Title: Anticonvulsant properties of N-salicyloyltryptamine in mice.

Journal: Pharmacology, biochemistry, and behavior20010201

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