Home Amines 7303-49-3
7303-49-3,MFCD00090478
Catalog No.:AA005YNT

7303-49-3 | Methyl 2-amino-3-(1H-indol-3-yl)propanoate

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250mg
98%
in stock  
$112.00   $78.00
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1g
98%
in stock  
$203.00   $142.00
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5g
98%
in stock  
$594.00   $416.00
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA005YNT
Chemical Name:
Methyl 2-amino-3-(1H-indol-3-yl)propanoate
CAS Number:
7303-49-3
Molecular Formula:
C12H14N2O2
Molecular Weight:
218.2518
MDL Number:
MFCD00090478
SMILES:
COC(=O)C(Cc1c[nH]c2c1cccc2)N
Properties
Computed Properties
 
Complexity:
257  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
16  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
1  
XLogP3:
1.5  

Literature

Title: Structure-activity relationship studies on a Trp dendrimer with dual activities against HIV and enterovirus A71. Modifications on the amino acid.

Journal: Antiviral research 20170301

Title: Cis-diastereoselectivity in pictet-spengler reactions of L-tryptophan and electronic circular dichroism studies.

Journal: Chirality 20121001

Title: Tryptophan hydroxylase(2) gene polymorphisms predict brain serotonin synthesis in the orbitofrontal cortex in humans.

Journal: Molecular psychiatry 20120701

Title: Can diffusion tensor imaging (DTI) identify epileptogenic tubers in tuberous sclerosis complex? Correlation with α-[11C]methyl-L-tryptophan ([11C] AMT) positron emission tomography (PET).

Journal: Journal of child neurology 20120501

Title: Picolinic acid in patients with chronic hepatitis C infection: a preliminary report.

Journal: Mediators of inflammation 20120101

Title: Characterization of the kynurenine pathway in NSC-34 cell line: implications for amyotrophic lateral sclerosis.

Journal: Journal of neurochemistry 20110901

Title: Human plasmacytoid dendritic cells induce CD8⁺ LAG-3⁺ Foxp3⁺ CTLA-4⁺ regulatory T cells that suppress allo-reactive memory T cells.

Journal: European journal of immunology 20110601

Title: Inhibitor of indoleamine-2,3-dioxygenase 1-methyl-D-tryptophan can stimulate the growth of immunogenic tumors.

Journal: Bulletin of experimental biology and medicine 20101001

Title: 1-L-methyltryptophan is a more effective inhibitor of vertebrate IDO2 enzymes than 1-D-methyltryptophan.

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20100901

Title: Biochemical characteristics and inhibitor selectivity of mouse indoleamine 2,3-dioxygenase-2.

Journal: Amino acids 20100701

Title: A kinetic study of the photodynamic effect on tryptophan methyl ester and tryptophan octyl ester in DOPC vesicles.

Journal: Photochemistry and photobiology 20100101

Title: Comment on 'Reduced cytotoxic function of effector CD8+ T cells is responsible for indoleamine 2,3-dioxygenase-dependent immune suppression'.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20091115

Title: Indoleamine 2,3-dioxygenase as a new target for malignant glioma therapy. Laboratory investigation.

Journal: Journal of neurosurgery 20090801

Title: 99mTc-DTPA-amino acids conjugate as specific SPECT pharmaceuticals for tumor imaging.

Journal: Chemical biology & drug design 20090801

Title: Imaging correlates of differential expression of indoleamine 2,3-dioxygenase in human brain tumors.

Journal: Molecular imaging and biology : MIB : the official publication of the Academy of Molecular Imaging 20090101

Title: Mesenchymal stem cells can induce long-term acceptance of solid organ allografts in synergy with low-dose mycophenolate.

Journal: Transplant immunology 20081101

Title: Regioselective nitration of N(alpha),N(1)-bis(trifluoroacetyl)-L-tryptophan methyl ester: efficient synthesis of 2-nitro and 6-nitro-N-trifluoroacetyl-L-tryptophan methyl ester.

Journal: Bioorganic & medicinal chemistry letters 20081101

Title: The preference of tryptophan for membrane interfaces: insights from N-methylation of tryptophans in gramicidin channels.

Journal: The Journal of biological chemistry 20080808

Title: Functionalized magnetonanoparticles for MRI diagnosis and localization in epilepsy.

Journal: Epilepsia 20080801

Title: Indoleamine 2,3-dioxygenase expression promotes renal ischemia-reperfusion injury.

Journal: American journal of physiology. Renal physiology 20080701

Title: Sumatriptan normalizes the migraine attack-related increase in brain serotonin synthesis.

Journal: Neurology 20080205

Title: Mouse model for allogeneic immune reaction against fetus recapitulates human pre-eclampsia.

Journal: The journal of obstetrics and gynaecology research 20080201

Title: Toxicology and pharmacokinetics of 1-methyl-d-tryptophan: absence of toxicity due to saturating absorption.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20080101

Title: Abnormal brain tryptophan metabolism and clinical correlates in Tourette syndrome.

Journal: Movement disorders : official journal of the Movement Disorder Society 20071115

Title: Tumor immune escape mediated by indoleamine 2,3-dioxygenase.

Journal: Immunology letters 20070815

Title: Brain regional alpha-[11C]methyl-L-tryptophan trapping, used as an index of 5-HT synthesis, in healthy adults: absence of an age effect.

Journal: European journal of nuclear medicine and molecular imaging 20070801

Title: Malaria parasite induces tryptophan-related immune suppression in mice.

Journal: Parasitology 20070701

Title: Enantiomeric impurity determination in capillary electrophoresis using a highly-sulfated cyclodextrins-based method.

Journal: Biomedical chromatography : BMC 20060801

Title: Role of chemical structure in molecular recognition by transferrin.

Journal: Journal of molecular recognition : JMR 20060101

Title: Inhibition of indoleamine 2,3-dioxygenase (IDO) enhances elimination of virus-infected macrophages in an animal model of HIV-1 encephalitis.

Journal: Blood 20051001

Title: A quinonoid is an intermediate of oxidative deamination reaction catalyzed by Dopa decarboxylase.

Journal: FEBS letters 20050926

Title: Enantioselective capillary electrophoretic separation of tryptophane- and tyrosine-methylesters in a dual system with a tetra-oxadiaza-crown-ether derivative and a cyclodextrin.

Journal: Journal of pharmaceutical and biomedical analysis 20050715

Title: A crucial role for tryptophan catabolism at the host/Candida albicans interface.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20050301

Title: Indoleamine 2,3-dioxygenase: distribution and function in the developing human placenta.

Journal: Journal of reproductive immunology 20040401

Title: Evaluation with alpha-[11C]methyl-L-tryptophan positron emission tomography for reoperation after failed epilepsy surgery.

Journal: Epilepsia 20040201

Title: Short, enantioselective total synthesis of okaramine N.

Journal: Journal of the American Chemical Society 20030514

Title: Does serotonin have trophic effects in temporal lobe epilepsy?

Journal: Neurology 20030311

Title: Continuous ethanol administration influences rat brain 5-hyroxytrytamine synthesis non-umiformly: alpha-[14C]methyl-L-trytophan autoradiographic measurements.

Journal: Alcohol and alcoholism (Oxford, Oxfordshire) 20030101

Title: Inhibition of indoleamine 2,3-dioxygenase suppresses NK cell activity and accelerates tumor growth.

Journal: Journal of experimental therapeutics & oncology 20030101

Title: Stereospecific, enantiospecific total synthesis of the sarpagine indole alkaloids (E)16-epiaffinisine, (E)16-epinormacusine B, and dehydro-16-epiaffinisine.

Journal: Organic letters 20021226

Title: Indoleamine 2,3-dioxygenase contributes to tumor cell evasion of T cell-mediated rejection.

Journal: International journal of cancer 20020910

Title: A short synthetic route to (+)-austamide, (+)-deoxyisoaustamide, and (+)-hydratoaustamide from a common precursor by a novel palladium-mediated indole --> dihydroindoloazocine cyclization.

Journal: Journal of the American Chemical Society 20020710

Title: HeLa cells cocultured with peripheral blood lymphocytes acquire an immuno-inhibitory phenotype through up-regulation of indoleamine 2,3-dioxygenase activity.

Journal: Immunology 20020401

Title: Reduction in serotonin synthesis following acute and chronic treatments with paroxetine, a selective serotonin reuptake inhibitor, in rat brain: an autoradiographic study with alpha-[14C]methyl-L-tryptophan(2).

Journal: Biochemical pharmacology 20011201

Title: Autism in tuberous sclerosis complex is related to both cortical and subcortical dysfunction.

Journal: Neurology 20011009

Title: Characterization of the FAD-containing N-methyltryptophan oxidase from Escherichia coli.

Journal: Biochemistry 20010206

Title: N-methyltryptophan oxidase from Escherichia coli: reaction kinetics with N-methyl amino acid and carbinolamine substrates.

Journal: Biochemistry 20010206

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Tags:7303-49-3 Molecular Formula|7303-49-3 MDL|7303-49-3 SMILES|7303-49-3 Methyl 2-amino-3-(1H-indol-3-yl)propanoate