63631-40-3,MFCD00076411
Catalog No.:AA00E9TL

63631-40-3 | H-TYR-D-ALA-GLY-PHE-D-LEU-OH

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1mg
≥98%
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$46.00   $32.00
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5mg
≥98%
in stock  
$133.00   $93.00
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10mg
≥98%
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50mg
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  • Technical Information
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Technical Information
Catalog Number:
AA00E9TL
Chemical Name:
H-TYR-D-ALA-GLY-PHE-D-LEU-OH
CAS Number:
63631-40-3
Molecular Formula:
C29H39N5O7
Molecular Weight:
569.6493
MDL Number:
MFCD00076411
SMILES:
Oc1ccc(cc1)C[C@@H](C(=O)N[C@@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@@H](C(=O)O)CC(C)C)Cc1ccccc1)C)N
Properties
Computed Properties
 
Complexity:
885  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
41  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
7  
Isotope Atom Count:
0  
Rotatable Bond Count:
15  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-1.9  

Literature

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Journal: Toxicology letters 20130718

Title: Factors that restrict the cell permeation of cyclic prodrugs of an opioid peptide, part 4: Characterization of the biopharmaceutical and physicochemical properties of two new cyclic prodrugs designed to be stable to oxidative metabolism by cytochrome P-450 enzymes in the intestinal mucosa.

Journal: Journal of pharmaceutical sciences 20120901

Title: Factors that restrict the cell permeation of cyclic prodrugs of an opioid peptide, part 3: Synthesis of analogs designed to have improved stability to oxidative metabolism.

Journal: Journal of pharmaceutical sciences 20120901

Title: Protective effects of the delta opioid peptide [D-Ala2, D-Leu5]enkephalin in an ex vivo model of ischemia/reperfusion in brain slices.

Journal: CNS neuroscience & therapeutics 20120901

Title: Effects of peripheral μ, δ, and Κ-opioid receptor agonists on the levels of anxiety and motor activity of rats.

Journal: Bulletin of experimental biology and medicine 20120901

Title: Role of connexin-43 in protective PI3K-Akt-GSK-3β signaling in cardiomyocytes.

Journal: American journal of physiology. Heart and circulatory physiology 20120615

Title: [DADLE suppresses the proliferation of human liver cancer HepG2 cells by activation of PKC pathway and elevates the sensitivity to cis-diammine dichloridoplatium].

Journal: Zhonghua zhong liu za zhi [Chinese journal of oncology] 20120601

Title: Genomic analysis of [d-Ala2, d-Leu5] enkephalin preconditioning in cortical neuron and glial cell injury after oxygen deprivation.

Journal: Brain research 20120404

Title: Induction of torpor: mimicking natural metabolic suppression for biomedical applications.

Journal: Journal of cellular physiology 20120401

Title: Development and in vivo characterization of a novel peptide drug delivery system providing extended plasma half life.

Journal: Journal of controlled release : official journal of the Controlled Release Society 20120210

Title: Intensity of proliferative processes and degree of oxidative stress in the mucosa of the ileum in Crohn's disease.

Journal: Bulletin of experimental biology and medicine 20120201

Title: Transport of the synthetic opioid peptide DADLE ([D-Ala2,D-Leu5]-enkephalin) in neuronal cells.

Journal: Journal of pharmaceutical sciences 20120101

Title: [Effect of opioid peptides on oxygen-dependent microbicidity of peripheral blood neutrophils].

Journal: Fiziologiia cheloveka 20120101

Title: Fluorescence spectroscopy studies of HEK293 cells expressing DOR-Gi1α fusion protein; the effect of cholesterol depletion.

Journal: Biochimica et biophysica acta 20111201

Title: Activation of the δ-opioid receptor inhibits serum deprivation-induced apoptosis of human liver cells via the activation of PKC and the mitochondrial pathway.

Journal: International journal of molecular medicine 20111201

Title: Effects of inhibitory amino acids on expression of GABAA Rα and glycine Rα1 in hypoxic rat cortical neurons during development.

Journal: Brain research 20111124

Title: Mitochondrial ERK plays a key role in δ-opioid receptor neuroprotection against acute mitochondrial dysfunction.

Journal: Neurochemistry international 20111101

Title: Morphine and remifentanil-induced cardioprotection: its experimental and clinical outcomes.

Journal: Korean journal of anesthesiology 20111101

Title: Effect of peripheral administration of peptide ligands of δ-opioid receptors on anxiety level and locomotor activity of rats.

Journal: Bulletin of experimental biology and medicine 20111001

Title: Astroglial reaction to delta opioid peptide [D-Ala2, D-Leu5] enkephalin confers neuroprotection against global ischemia in the adult rat hippocampus.

Journal: Neuroscience 20110929

Title: Delta-opioid receptor activation prolongs respiratory motor output during oxygen-glucose deprivation in neonatal rat spinal cord in vitro.

Journal: Neuroscience 20110728

Title: Evidence for two different broad-specificity oligopeptide transporters in intestinal cell line Caco-2 and colonic cell line CCD841.

Journal: American journal of physiology. Cell physiology 20110601

Title: Opioids protect against substantia nigra cell degeneration under conditions of iron deprivation: a mechanism of possible relevance to the Restless Legs Syndrome (RLS) and Parkinson's disease.

Journal: Journal of the neurological sciences 20110515

Title: Delta opioid peptide [D-Ala2, D-Leu5] enkephalin (DADLE) triggers postconditioning against transient forebrain ischemia.

Journal: European journal of pharmacology 20110511

Title: Delayed administration of D-Ala2-D-Leu5-enkephalin, a delta-opioid receptor agonist, improves survival in a rat model of sepsis.

Journal: The Tohoku journal of experimental medicine 20110501

Title: Kappa-opioid receptor activation during reperfusion limits myocardial infarction via ERK1/2 activation in isolated rat hearts.

Journal: Korean journal of anesthesiology 20110501

Title: Effect of therapeutic hypothermia vs δ-opioid receptor agonist on post resuscitation myocardial function in a rat model of CPR.

Journal: Resuscitation 20110301

Title: Transport of hepcidin, an iron-regulatory peptide hormone, into retinal pigment epithelial cells via oligopeptide transporters and its relevance to iron homeostasis.

Journal: Biochemical and biophysical research communications 20110211

Title: Effects of dalargin on free radical processes in the blood of rats exposed to moderate hypothermia.

Journal: Bulletin of experimental biology and medicine 20110101

Title: The influence of monovalent cations on trimeric G protein G(i)1α activity in HEK293 cells stably expressing DOR-G(i)1α (Cys(351)-Ile(351)) fusion protein.

Journal: Physiological research 20110101

Title: Induction of an in vitro reversible hypometabolism through chitosan-based nanoparticles.

Journal: Journal of microencapsulation 20110101

Title: Effects of casoxin 4 on morphine inhibition of small animal intestinal contractility and gut transit in the mouse.

Journal: Clinical and experimental gastroenterology 20110101

Title: [A new approach to the evaluation of the state of the microcirculatory system in patients presenting with chronic atrophic pharyngitis and treated with a synthetic neuropeptide].

Journal: Vestnik otorinolaringologii 20110101

Title: [Pancreatic functional status after wedge resection of the duodenal wall and para-pancreatic micro-irrigation].

Journal: Eksperimental'naia i klinicheskaia gastroenterologiia = Experimental & clinical gastroenterology 20110101

Title: Inhibition of glycogen synthase kinase 3beta prevents peroxide-induced collapse of mitochondrial membrane potential in rat ventricular myocytes.

Journal: Clinical and experimental pharmacology & physiology 20100701

Title: Effects of intracerebroventricular application of the delta opioid receptor agonist [D-Ala2, D-Leu5] enkephalin on neurological recovery following asphyxial cardiac arrest in rats.

Journal: Neuroscience 20100630

Title: Opioid peptides and opiate alkaloids in immunoregulatory processes.

Journal: Archives of medical science : AMS 20100630

Title: Delta opioid peptide DADLE and naltrexone cause cell cycle arrest and differentiation in a CNS neural progenitor cell line.

Journal: Synapse (New York, N.Y.) 20100401

Title: A GPCR/secretase complex regulates beta- and gamma-secretase specificity for Abeta production and contributes to AD pathogenesis.

Journal: Cell research 20100201

Title: Excitatory and inhibitory effects of opioid agonists on respiratory motor output produced by isolated brainstems from adult turtles (Trachemys).

Journal: Respiratory physiology & neurobiology 20100131

Title: Angiotensin II type 1 receptor-mediated upregulation of calcineurin activity underlies impairment of cardioprotective signaling in diabetic hearts.

Journal: Circulation research 20100108

Title: Identification of a novel sodium-coupled oligopeptide transporter (SOPT2) in mouse and human retinal pigment epithelial cells.

Journal: Investigative ophthalmology & visual science 20100101

Title: Dysbindin promotes the post-endocytic sorting of G protein-coupled receptors to lysosomes.

Journal: PloS one 20100101

Title: [Regulatory peptides influence on hypoxia induced tooth germ pathology of new born albino rats].

Journal: Stomatologiia 20100101

Title: [The study of peptide stability during hydrolysis by rat gastroenteric tract fragments].

Journal: Bioorganicheskaia khimiia 20100101

Title: Endoplasmic reticulum stress in diabetic hearts abolishes erythropoietin-induced myocardial protection by impairment of phospho-glycogen synthase kinase-3beta-mediated suppression of mitochondrial permeability transition.

Journal: Diabetes 20091201

Title: Delta-opioid receptor ligands in shock treatment.

Journal: Resuscitation 20091101

Title: Delta opioid agonist [D-Ala2, D-Leu5] enkephalin (DADLE) reduced oxygen-glucose deprivation caused neuronal injury through the MAPK pathway.

Journal: Brain research 20091006

Title: Role of opioid receptors in the reduction of formalin-induced secondary allodynia and hyperalgesia in rats.

Journal: European journal of pharmacology 20091001

Title: Effects of opioid receptor activation on thermal antinociception in red-eared slider turtles (Trachemys scripta).

Journal: American journal of veterinary research 20090901

Title: Regulation of interleukin-1beta and interleukin-8 production by agonists of mu and delta opiate receptors in vitro.

Journal: Neuroscience and behavioral physiology 20090701

Title: Protein kinase C mediates the effects of delta-opioid receptor stimulation on survival and apoptosis in neonatal cardiomyocytes cultured in serum-deprived condition.

Journal: Die Pharmazie 20090701

Title: A comparison of the effects of p-glycoprotein inhibitors on the blood-brain barrier permeation of cyclic prodrugs of an opioid peptide (DADLE).

Journal: Journal of pharmaceutical sciences 20090601

Title: Functional identification of a novel transport system for endogenous and synthetic opioid peptides in the rabbit conjunctival epithelial cell line CJVE.

Journal: Pharmaceutical research 20090501

Title: Gastroprotective effect of dalargin in gastropathy due to treatment with nonsteroid antiinflammatory drugs.

Journal: Bulletin of experimental biology and medicine 20090401

Title: Neuroprotective role of delta-opioid receptors against mitochondrial respiratory chain injury.

Journal: Brain research 20090203

Title: An ion pairing approach to increase the loading of hydrophilic and lipophilic drugs into PEGylated PLGA nanoparticles.

Journal: European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20090201

Title: Factors that restrict the intestinal cell permeation of cyclic prodrugs of an opioid peptide (DADLE): Part I. Role of efflux transporters in the intestinal mucosa.

Journal: Journal of pharmaceutical sciences 20090101

Title: Factors that restrict intestinal cell permeation of cyclic prodrugs of an opioid peptide (DADLE): Part II. Role of metabolic enzymes in the intestinal mucosa.

Journal: Journal of pharmaceutical sciences 20090101

Title: Gz mediates the long-lasting desensitization of brain CB1 receptors and is essential for cross-tolerance with morphine.

Journal: Molecular pain 20090101

Title: Hibernation-like state induced by an opioid peptide protects against experimental stroke.

Journal: BMC biology 20090101

Title: delta-Opioid receptor activation attenuates oxidative injury in the ischemic rat brain.

Journal: BMC biology 20090101

Title: Comparison and validation of drug loading parameters of PEGylated nanoparticles purified by a diafiltration centrifugal device and tangential flow filtration.

Journal: Drug development and industrial pharmacy 20081201

Title: Delta-opioid receptors activate ERK/MAP kinase via integrin-stimulated receptor tyrosine kinases.

Journal: Cellular signalling 20081201

Title: Inhibitory and excitatory effects of micro-, delta-, and kappa-opioid receptor activation on breathing in awake turtles, Trachemys scripta.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20081101

Title: delta-Opioid receptors stimulate ERK1/2 activity in NG108-15 hybrid cells by integrin-mediated transactivation of TrkA receptors.

Journal: FEBS letters 20081015

Title: Mu-opioid receptor in the nucleus submedius: involvement in opioid-induced inhibition of mirror-image allodynia in a rat model of neuropathic pain.

Journal: Neurochemical research 20081001

Title: Differential effects of opioid agonists on G protein expression in CHO cells expressing cloned human opioid receptors.

Journal: Brain research bulletin 20080905

Title: Evidence for a mu-delta opioid receptor complex in CHO cells co-expressing mu and delta opioid peptide receptors.

Journal: Peptides 20080801

Title: [Effects of delta-opioid receptor stimulation on survival of cultured myocardial cells upon to serum deprivation].

Journal: Zhongguo ying yong sheng li xue za zhi = Zhongguo yingyong shenglixue zazhi = Chinese journal of applied physiology 20080801

Title: [Regulation of IL-1beta and IL-8 production by mu-, delta-opiate receptors agonists in vitro].

Journal: Rossiiskii fiziologicheskii zhurnal imeni I.M. Sechenova 20080701

Title: CXCR2 chemokine receptor antagonism enhances DOP opioid receptor function via allosteric regulation of the CXCR2-DOP receptor heterodimer.

Journal: The Biochemical journal 20080601

Title: Capillary electrophoresis chemiluminescent detection system equipped with a two-step postcolumn flow interface for detection of some enkephalin-related peptides labeled with acridinium ester.

Journal: Electrophoresis 20080601

Title: Myocardial resistance to ischemic and reperfusion injuries under conditions of chronic administration of opioid receptor agonists and antagonists.

Journal: Bulletin of experimental biology and medicine 20080601

Title: Assessment of the delta opioid agonist DADLE in a rat model of lethal hemorrhage treated by emergency preservation and resuscitation.

Journal: Resuscitation 20080501

Title: delta-Opioid receptor stimulation enhances the growth of neonatal rat ventricular myocytes via the extracellular signal-regulated kinase pathway.

Journal: Clinical and experimental pharmacology & physiology 20080101

Title: Effect of formulation factors on incorporation of the hydrophilic peptide dalargin into PLGA and mPEG-PLGA nanoparticles.

Journal: Biopolymers 20080101

Title: [Cardiovascular effects of D-ALA2, LEU5, ARG6-enkephalin (dalargin) are mediated by peripheral mu-opioid receptor activation].

Journal: Eksperimental'naia i klinicheskaia farmakologiia 20080101

Title: Development of a chitosan-based nanoparticle formulation for delivery of a hydrophilic hexapeptide, dalargin.

Journal: Biopolymers 20080101

Title: The utility of oligopeptidase in brain-targeting delivery of an enkephalin analogue by prodrug design.

Journal: The open medicinal chemistry journal 20080101

Title: Effects of delta-opioid receptor stimulation and inhibition on hippocampal survival in a rat model of forebrain ischaemia.

Journal: British journal of anaesthesia 20071001

Title: Delta-opioid receptor activation before ischemia reduces gap junction permeability in ischemic myocardium by PKC-epsilon-mediated phosphorylation of connexin 43.

Journal: American journal of physiology. Heart and circulatory physiology 20070901

Title: The delta-opioid receptor agonist DADLE at reperfusion protects the heart through activation of pro-survival kinases via EGF receptor transactivation.

Journal: American journal of physiology. Heart and circulatory physiology 20070901

Title: Effect of dalargin on DNA synthesis in the gastric mucosa of albino rats.

Journal: Bulletin of experimental biology and medicine 20070901

Title: Clofibrate and dalargin increase luminol-dependent chemiluminescence of mouse blood.

Journal: Bulletin of experimental biology and medicine 20070901

Title: Dose-dependent neuroprotection of delta opioid peptide [D-Ala2, D-Leu5] enkephalin in neuronal death and retarded behavior induced by forebrain ischemia in rats.

Journal: Neuroscience letters 20070816

Title: delta-, but not mu-, opioid receptor stabilizes K(+) homeostasis by reducing Ca(2+) influx in the cortex during acute hypoxia.

Journal: Journal of cellular physiology 20070701

Title: Preconditioning-mimetics bradykinin and DADLE activate PI3-kinase through divergent pathways.

Journal: Journal of molecular and cellular cardiology 20070401

Title: Delta opioid receptors stimulation with [D-Ala2, D-Leu5] enkephalin does not provide neuroprotection in the hippocampus in rats subjected to forebrain ischemia.

Journal: Neuroscience letters 20070313

Title: Inhibition of agonist-induced down-regulation of the delta-opioid receptor with a proteasome inhibitor attenuates opioid tolerance in human embryonic kidney 293 cells.

Journal: The Journal of pharmacology and experimental therapeutics 20070301

Title: Survivin mediates the anti-apoptotic effect of delta-opioid receptor stimulation in cardiomyocytes.

Journal: Journal of cell science 20070301

Title: Roles of different subtypes of opioid receptors in mediating the ventrolateral orbital cortex opioid-induced inhibition of mirror-neuropathic pain in the rat.

Journal: Neuroscience 20070223

Title: Cortical delta-opioid receptors potentiate K+ homeostasis during anoxia and oxygen-glucose deprivation.

Journal: Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20070201

Title: The inhibitory effect of opioids on HepG2 cells is mediated via interaction with somatostatin receptors.

Journal: European journal of pharmacology 20070119

Title: [Endocrine homeostasis and its correction with stress protectors in children with severe burn injury].

Journal: Anesteziologiia i reanimatologiia 20070101

Title: Protective effects of a hibernation-inducer on hepatocyte injury induced by hypothermic preservation.

Journal: Journal of hepato-biliary-pancreatic surgery 20070101

Title: Modifying ligand-induced and constitutive signaling of the human 5-HT4 receptor.

Journal: PloS one 20070101

Title: [Regulated hypothermia after cardiac arrest. A glimpse into the future].

Journal: Der Anaesthesist 20061201

Title: Effects of apolipoproteins on dalargin transport across the blood-brain barrier.

Journal: Bulletin of experimental biology and medicine 20061201

Title: Role of hepatic opioid receptors in the regulation of bile excretion.

Journal: Bulletin of experimental biology and medicine 20061101

Title: Naloxone-blocked depriming effect of anxiolytic selank on apomorphine-induced behavioral manifestations of hyperfunction of dopamine system.

Journal: Bulletin of experimental biology and medicine 20061101

Title: Activation of ERK and suppression of calcineurin are interacting mechanisms of cardioprotection afforded by delta-opioid receptor activation.

Journal: Basic research in cardiology 20060901

Title: The effect of the enkephalin DADLE on transcription does not depend on opioid receptors.

Journal: Histochemistry and cell biology 20060801

Title: Diastereomeric differentiation of peptides with CuII and FeII complexation in an ion trap mass spectrometer.

Journal: Journal of mass spectrometry : JMS 20060801

Title: [Influence of hydrocortisone and adrenaline against the background of mu- and delta-opiate receptors blockade on local immune response in mice].

Journal: Rossiiskii fiziologicheskii zhurnal imeni I.M. Sechenova 20060701

Title: Rapid hypoxia preconditioning protects cortical neurons from glutamate toxicity through delta-opioid receptor.

Journal: Stroke 20060401

Title: mu- but not delta- and kappa-opioid receptors in the ventrolateral orbital cortex mediate opioid-induced antiallodynia in a rat neuropathic pain model.

Journal: Brain research 20060303

Title: Localizing extracellular signal-regulated kinase (ERK) in pharmacological preconditioning's trigger pathway.

Journal: Basic research in cardiology 20060301

Title: Effects of amino acid chirality and the chemical linker on the cell permeation characteristics of cyclic prodrugs of opioid peptides.

Journal: Journal of medicinal chemistry 20060223

Title: delta opioid receptors stimulate Akt-dependent phosphorylation of c-jun in T cells.

Journal: The Journal of pharmacology and experimental therapeutics 20060201

Title: DADLE induces a reversible hibernation-like state in HeLa cells.

Journal: Histochemistry and cell biology 20060101

Title: [The role of monocytes in the effects of beta-endorphin and selective agonists of mu- and delta-Opiate receptors on the proliferative activity of peripheral blood lymphocytes].

Journal: Fiziologiia cheloveka 20060101

Title: Bench-to-bedside review: potential strategies to protect or reverse mitochondrial dysfunction in sepsis-induced organ failure.

Journal: Critical care (London, England) 20060101

Title: Induction of delta opioid receptor function by up-regulation of membrane receptors in mouse primary afferent neurons.

Journal: Molecular pharmacology 20051201

Title: Significant differences in the disposition of cyclic prodrugs of opioid peptides in rats and guinea pigs following IV administration.

Journal: Journal of pharmaceutical sciences 20051201

Title: Chronotropic effect of D-Ala2,Leu5,Arg6-enkephalin (dalargin) is associated with activation of peripheral kappa-opioid receptors.

Journal: Bulletin of experimental biology and medicine 20051201

Title: System of hemopoiesis and morphogenesis.

Journal: Bulletin of experimental biology and medicine 20051101

Title: Stability of oxymethyl-modified coumarinic acid cyclic prodrugs of diastereomeric opioid peptides in biological media from various animal species including human.

Journal: Journal of pharmaceutical sciences 20051001

Title: A delta2-opioid agonist inhibits p38 MAPK and suppresses activation of murine macrophages.

Journal: The Journal of surgical research 20050901

Title: Picomolar concentrations of hibernation induction delta opioid peptide [D-Ala2,D-Leu5]enkephalin increase the nerve growth factor in NG-108 cells.

Journal: Synapse (New York, N.Y.) 20050901

Title: Analysis and separation of enkephalin and dalargin analogues and fragments by capillary zone electrophoresis.

Journal: Journal of chromatography. A 20050715

Title: GABA and glycine are protective to mature but toxic to immature rat cortical neurons under hypoxia.

Journal: The European journal of neuroscience 20050701

Title: Double-coated poly (butylcynanoacrylate) nanoparticulate delivery systems for brain targeting of dalargin via oral administration.

Journal: Journal of pharmaceutical sciences 20050601

Title: delta-Opioid agonist induced regulation of E2F1 DNA binding activity in NG108-15 cells.

Journal: Brain research. Molecular brain research 20050520

Title: Characterisation of opioid receptors involved in modulating circular and longitudinal muscle contraction in the rat ileum.

Journal: British journal of pharmacology 20050301

Title: Fine electrophysiological analysis of impulse activity of various neuron types in nodose ganglion during intraatrial injection of dalargin.

Journal: Bulletin of experimental biology and medicine 20050301

Title: [Regulation by opiod peptides of the antioxidant enzyme activity and the prostanoid system in myocardium during stress].

Journal: Biomeditsinskaia khimiia 20050101

Title: [Transcranial electrostimulation combined with dalargin ultraphonophoresis in the treatment of patients with chronic idiopathic eczema].

Journal: Voprosy kurortologii, fizioterapii, i lechebnoi fizicheskoi kultury 20050101

Title: Central effect of mu-opioid agonists on antral motility in conscious rats.

Journal: Brain research 20041022

Title: Involvement of G protein betagamma-subunits in diverse signaling induced by G(i/o)-coupled receptors: study using the Xenopus oocyte expression system.

Journal: American journal of physiology. Cell physiology 20041001

Title: Delta-opioid receptor antagonists exhibit properties of partial delta-receptor agonists in isolated perfused heart.

Journal: Bulletin of experimental biology and medicine 20041001

Title: Delta opioid peptide (D-Ala 2, D-Leu 5) enkephalin: linking hibernation and neuroprotection.

Journal: Frontiers in bioscience : a journal and virtual library 20040901

Title: Feeding responses to mu-, delta- and kappa-opioid receptor agonists in the meat-type chick.

Journal: Pharmacology, biochemistry, and behavior 20040801

Title: Ultrastructural and immunocytochemical analyses of opioid treatment effects on PC3 prostatic cancer cells.

Journal: Microscopy research and technique 20040615

Title: Differential effects of opioid peptides on myocardial ischemic tolerance.

Journal: The Journal of surgical research 20040601

Title: Effect of protein kinases on lactate dehydrogenase activity in cortical neurons during hypoxia.

Journal: Brain research 20040529

Title: Alternative strategy for stress tolerance: opioids.

Journal: The journals of gerontology. Series A, Biological sciences and medical sciences 20040501

Title: [Protective effects of a delta-opioid-receptor agonist and an oxygen radical scavenger on postischemic hearts].

Journal: Herz 20040501

Title: The effect of substitution patterns on the release rates of opioid peptides DADLE and [Leu(5)]-enkephalin from coumarin prodrug moieties.

Journal: Bioorganic chemistry 20040401

Title: Opioid-mediated modulation of calcium currents in striatal and pallidal neurons following reserpine treatment: focus on kappa response.

Journal: Synapse (New York, N.Y.) 20040301

Title: Effect of opiate peptide dalargin and des-Tyr-dalargin on cardiac pump function during ischemia-reperfusion.

Journal: Bulletin of experimental biology and medicine 20040101

Title: Mu but not delta and kappa opioid receptor involvement in ventrolateral orbital cortex opioid-evoked antinociception in formalin test rats.

Journal: Neuroscience 20040101

Title: [Effects of naloxone, nalorphine and dalargin on the course of shock due to the combination of mechanical trauma and acute blood loss].

Journal: Patologicheskaia fiziologiia i eksperimental'naia terapiia 20040101

Title: Evidence for the involvement of an opioid system in sciatic nerve of Rana ridibunda.

Journal: Neuropeptides 20040101

Title: Opioid modulation of GABA release in the rat inferior colliculus.

Journal: BMC neuroscience 20040101

Title: [Correction of temperature homeostasis and microcirculation under the stress-protection anesthesia in hip replacement].

Journal: Anesteziologiia i reanimatologiia 20040101

Title: [The effect of dalargin and des-Tyr-dalargin on the functional state of intact and ischemized-reperfused myocardium].

Journal: Eksperimental'naia i klinicheskaia farmakologiia 20040101

Title: [Impaired blood coagulative properties in the early postresuscitation period and their prevention].

Journal: Anesteziologiia i reanimatologiia 20040101

Title: [Role of NO-synthase in stimulation of opiate receptors and kidney oxidative stress resistance].

Journal: Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20040101

Title: A possible role for an enkephalinergic system in the internal defense mechanism of Biomphalaria alexandrina exposed to Schistosoma mansoni.

Journal: Journal of the Egyptian Society of Parasitology 20031201

Title: [Endonasal electrophoresis of dalargin in the therapy of multiple and giant duodenal ulcers].

Journal: Likars'ka sprava 20031201

Title: Convergent effects of oxytocin and a delta-opioid agonist in the bed nuclei of the stria terminalis of the peripartum rat.

Journal: Brain research 20031121

Title: The first and third intracellular loops together with the carboxy terminal tail of the delta-opioid receptor contribute toward functional interaction with Galpha16.

Journal: Journal of neurochemistry 20031101

Title: Effect of opioid receptor ligands on the mu-S196A knock-in and mu knockout mouse vas deferens.

Journal: European journal of pharmacology 20031008

Title: Effects of endogenous and synthetic opioid peptides on neutrophil function in vitro.

Journal: British journal of anaesthesia 20031001

Title: HL-1 myocytes exhibit PKC and K(ATP) channel-dependent delta opioid preconditioning.

Journal: The Journal of surgical research 20031001

Title: [D-Ala2, D-Leu5] enkephalin (DADLE) protects liver against ischemia-reperfusion injury in the rat.

Journal: The Journal of surgical research 20030901

Title: Improved brain uptake and pharmacological activity of dalargin using a peptide-vector-mediated strategy.

Journal: The Journal of pharmacology and experimental therapeutics 20030701

Title: Contribution of organic anion transporting polypeptide OATP-C to hepatic elimination of the opioid pentapeptide analogue [D-Ala2, D-Leu5]-enkephalin.

Journal: The Journal of pharmacy and pharmacology 20030701

Title: A truncated delta opioid receptor, spontaneously produced in human but not rat neuroblastoma cells, interferes with signaling of the full-length receptor.

Journal: Neuroscience letters 20030619

Title: Role of kappa-opioid receptor activation in pharmacological preconditioning of swine.

Journal: American journal of physiology. Heart and circulatory physiology 20030601

Title: Peripheral opioidergic regulation of the tracheobronchial mucociliary transport system.

Journal: Journal of applied physiology (Bethesda, Md. : 1985) 20030601

Title: Effect of a delta receptor agonist on duration of survival during hemorrhagic shock.

Journal: Academic emergency medicine : official journal of the Society for Academic Emergency Medicine 20030601

Title: Promiscuous coupling at receptor-Galpha fusion proteins. The receptor of one covalent complex interacts with the alpha-subunit of another.

Journal: The Journal of biological chemistry 20030502

Title: delta-Opioid receptors exhibit high efficiency when activating trimeric G proteins in membrane domains.

Journal: Journal of neurochemistry 20030401

Title: New development in the tritium labelling of peptides and proteins using solid catalytic isotopic exchange with spillover-tritium.

Journal: Amino acids 20030401

Title: Chronic [D-Ala2, D-Leu5]enkephalin treatment increases the nerve growth factor in adult mouse brain.

Journal: European journal of pharmacology 20030319

Title: Direct evidence that polysorbate-80-coated poly(butylcyanoacrylate) nanoparticles deliver drugs to the CNS via specific mechanisms requiring prior binding of drug to the nanoparticles.

Journal: Pharmaceutical research 20030301

Title: Phosphorylation of activating transcription factor in murine splenocytes through delta opioid receptors.

Journal: Cellular immunology 20030201

Title: Squirreling away at Parkinson's.

Journal: Drug discovery today 20030115

Title: Mechanisms of opioid delta (delta) and kappa ( kappa) receptors' cardioprotection in ischaemic preconditioning in a rat model of myocardial infarction.

Journal: Cardiovascular journal of South Africa : official journal for Southern Africa Cardiac Society [and] South African Society of Cardiac Practitioners 20030101

Title: [Prevention of altering effects of surgical stress in children with abdominal pathology].

Journal: Anesteziologiia i reanimatologiia 20030101

Title: Fully detachable molecular umbrellas as peptide delivery agents.

Journal: Bioconjugate chemistry 20030101

Title: Chronic morphine treatment inhibits opioid receptor desensitization and internalization.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20021201

Title: Quantitative analysis of a model opioid peptide and its cyclic prodrugs in rat plasma using high-performance liquid chromatography with fluorescence and tandem mass spectrometric detection.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20021125

Title: Opioid receptor subtypes differentially modulate serotonin efflux in the rat central nervous system.

Journal: The Journal of pharmacology and experimental therapeutics 20021101

Title: In vitro stability and in vivo pharmacokinetic studies of a model opioid peptide, H-Tyr-D-Ala-Gly-Phe-D-Leu-OH (DADLE), and its cyclic prodrugs.

Journal: The Journal of pharmacology and experimental therapeutics 20021101

Title: Evaluation of the permeation characteristics of a model opioid peptide, H-Tyr-D-Ala-Gly-Phe-D-Leu-OH (DADLE), and its cyclic prodrugs across the blood-brain barrier using an in situ perfused rat brain model.

Journal: The Journal of pharmacology and experimental therapeutics 20021101

Title: A pH-sensitive fluor, CypHer 5, used to monitor agonist-induced G protein-coupled receptor internalization in live cells.

Journal: BioTechniques 20021101

Title: Peptide washout and permeability from glyceryl monooleate buccal delivery systems.

Journal: Drug development and industrial pharmacy 20021001

Title: Gyrus cinguli transection abolishes delta-opioid receptor-induced gastroprotection and alters alpha 2 adrenoceptor activity in the lower brainstem in rats.

Journal: Brain research 20020823

Title: Neuroprotective role of delta-opioid receptors in cortical neurons.

Journal: American journal of physiology. Cell physiology 20020601

Title: Role of delta-opioid receptor agonists on infarct size reduction in swine.

Journal: American journal of physiology. Heart and circulatory physiology 20020601

Title: Delta opiates increase ischemic tolerance in isolated rabbit jejunum.

Journal: Academic emergency medicine : official journal of the Society for Academic Emergency Medicine 20020601

Title: Characterization of the efflux transporter(s) responsible for restricting intestinal mucosa permeation of an acyloxyalkoxy-based cyclic prodrug of the opioid peptide DADLE.

Journal: Pharmaceutical research 20020601

Title: Characterization of the efflux transporter(s) responsible for restricting intestinal mucosa permeation of the coumarinic acid-based cyclic prodrug of the opioid peptide DADLE.

Journal: Pharmaceutical research 20020601

Title: A modified coumarinic acid-based cyclic prodrug of an opioid peptide: its enzymatic and chemical stability and cell permeation characteristics.

Journal: Pharmaceutical research 20020601

Title: The effect of enzyme inhibitor and absorption site following [D-ala2, D-leu5]enkephalin oral administration in rats.

Journal: Biopharmaceutics & drug disposition 20020501

Title: Angiotensin 1-9 and 1-7 release in human heart: role of cathepsin A.

Journal: Hypertension (Dallas, Tex. : 1979) 20020501

Title: Correction of L-NAME-induced disturbances in DNA synthesis and free radical oxidation in respiratory organs of newborn albino rats with dalargin.

Journal: Bulletin of experimental biology and medicine 20020501

Title: Synthesis and conformational analysis of a coumarinic acid-based cyclic prodrug of an opioid peptide with modified sensitivity to esterase-catalyzed bioconversion.

Journal: The journal of peptide research : official journal of the American Peptide Society 20020401

Title: Involvement of opioid delta (delta)- and kappa (kappa)-receptors in ischemic preconditioning in a rat model of myocardial infarction.

Journal: Methods and findings in experimental and clinical pharmacology 20020401

Title: Receptor specificity of the antiarrhythmic effect produced by opioid peptides Dalargin and DADLE during myocardial reperfusion.

Journal: Bulletin of experimental biology and medicine 20020401

Title: Crystal structure of biphalin sulfate: a multireceptor opioid peptide.

Journal: The journal of peptide research : official journal of the American Peptide Society 20020301

Title: Antiapoptotic and cytotoxic properties of delta opioid peptide [D-Ala(2),D-Leu(5)]enkephalin in PC12 cells.

Journal: Synapse (New York, N.Y.) 20020101

Title: A critical protein kinase C phosphorylation site on the 5-HT(1A) receptor controlling coupling to N-type calcium channels.

Journal: The Journal of physiology 20020101

Title: Delta opioid activation of the mitogen-activated protein kinase cascade does not require transphosphorylation of receptor tyrosine kinases.

Journal: BMC pharmacology 20020101

Title: [Application of synthetic neuropeptides in complex of surgical treatment of acute pancreatitis and its complication].

Journal: Klinichna khirurhiia 20020101

Title: [Antioxidant system in rat tissues in hypothermia and dalargin introduction].

Journal: Voprosy meditsinskoi khimii 20020101

Title: [Clinical response to agonists of mu and beta opiate receptors in patients with ischemic heart disease: effects of D-Ala2-Leu5-Arg6-enkephalin on hemodynamics, oxygen balance and lipid spectrum of blood].

Journal: Klinicheskaia meditsina 20020101

Title: [Effect of peripheral opiate receptor agonist dalargin on exercise tolerance in patients with coronary and peripheral arteries atherosclerosis].

Journal: Fiziologiia cheloveka 20020101

Title: [Effect of dalargin on the bile acid spectrum in human bile].

Journal: Likars'ka sprava 20020101

Title: [Effect of dalarginum on the level of nitric oxide stable metabolites in rat kidneys during apoptosis activation].

Journal: Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20020101

Title: Disassembly of nuclear bodies during arousal from hibernation: an in vitro study.

Journal: Chromosoma 20011201

Title: Effects of central opiate and serotoninergic structures on heart rhythm during acute myocardial ischemia.

Journal: Bulletin of experimental biology and medicine 20011201

Title: Dependence of delta1-opioid receptor-induced cardioprotection on a tyrosine kinase-dependent but not a Src-dependent pathway.

Journal: The Journal of pharmacology and experimental therapeutics 20011101

Title: Myocardial protection by ischemic preconditioning and delta-opioid receptor activation in the isolated working rat heart.

Journal: The Journal of thoracic and cardiovascular surgery 20011101

Title: Opioid preconditioning: myocardial function and energy metabolism.

Journal: The Annals of thoracic surgery 20011101

Title: Hibernation-induction peptide and cell death: [D-Ala2,D-Leu5]enkephalin blocks Bax-related apoptotic processes.

Journal: European journal of pharmacology 20010928

Title: Control of the efficiency of agonist-induced information transfer and stability of the ternary complex containing the delta opioid receptor and the alpha subunit of G(i1) by mutation of a receptor/G protein contact interface.

Journal: Neuropharmacology 20010901

Title: Opioid effects on glucose and eicosanoid metabolism in isolated uterus of ovariectomized and non-ovariectomized restricted diet rats.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20010901

Title: Major difference in the expression of delta- and mu-opioid receptors between turtle and rat brain.

Journal: The Journal of comparative neurology 20010723

Title: Identification of delta- and mu-type opioid receptors on human and murine dendritic cells.

Journal: Journal of neuroimmunology 20010702

Title: Rostral ventrolateral medullary opioid receptor subtypes in the inhibitory effect of electroacupuncture on reflex autonomic response in cats.

Journal: Autonomic neuroscience : basic & clinical 20010620

Title: Supraspinal delta- and mu-opioid receptors mediate gastric mucosal protection in the rat.

Journal: The Journal of pharmacology and experimental therapeutics 20010601

Title: Interaction of poly(butylcyanoacrylate) nanoparticles with the blood-brain barrier in vivo and in vitro.

Journal: Journal of drug targeting 20010601

Title: Opioids suppress basal and nicotine-induced catecholamine secretion via a stabilizing effect on actin filaments.

Journal: Endocrinology 20010501

Title: The activation of mu opioid receptors promotes a small modulation of calcium currents in rat pallidal neurons.

Journal: Brain research 20010406

Title: Characterization of opioid receptors modulating neurogenic contractions of circular muscle from porcine ileum and evidence that delta- and kappa-opioid receptors are coexpressed in myenteric neurons.

Journal: The Journal of pharmacology and experimental therapeutics 20010401

Title: Delta opioid peptide [D-Ala2, D-Leu5]enkephalin causes a near complete blockade of the neuronal damage caused by a single high dose of methamphetamine: examining the role of p53.

Journal: Synapse (New York, N.Y.) 20010315

Title: Essential activation of PKC-delta in opioid-initiated cardioprotection.

Journal: American journal of physiology. Heart and circulatory physiology 20010301

Title: The human delta opioid receptor activates G(i1)alpha more efficiently than G(o1)alpha.

Journal: Journal of neurochemistry 20010301

Title: Oxidative modification of plasma proteins during hypothermia and after dalargin administration.

Journal: Bulletin of experimental biology and medicine 20010301

Title: Effects of opiate receptor ligands on DNA synthesis in tracheal epitheliocytes and smooth muscle cells of newborn albino rats.

Journal: Bulletin of experimental biology and medicine 20010201

Title: Kappa- but not delta-opioid receptors mediate effects of ischemic preconditioning on both infarct and arrhythmia in rats.

Journal: American journal of physiology. Heart and circulatory physiology 20010101

Title: Delta opioid peptide augments functional effects and intrastriatal graft survival of rat fetal ventral mesencephalic cells.

Journal: Cell transplantation 20010101

Title: Characterization of kappa and delta opioid receptors in isolated organs by using type/subtype selective agonists and antagonists.

Journal: Medical science monitor : international medical journal of experimental and clinical research 20010101

Title: Opioid receptor stimulation acts as mediator of protection in ischaemic preconditioning.

Journal: Cardiovascular journal of South Africa : official journal for Southern Africa Cardiac Society [and] South African Society of Cardiac Practitioners 20010101

Title: An apparatus to assay opioid activity in the infused lumen of the intact isolated guinea pig ileum.

Journal: Journal of pharmacological and toxicological methods 20010101

Title: Activation of central opioid receptors may induce gastric mucosal defence in the rat.

Journal: Journal of physiology, Paris 20010101

Title: Neonatal monosodium glutamate treatment abolishes both delta opioid receptor-induced and alpha-2 adrenoceptor-mediated gastroprotection in the lower brainstem in rats.

Journal: Journal of physiology, Paris 20010101

Title: Receptorphin: a conserved peptide derived from the sequence of the opioid receptor, with opioid displacement activity and potent antiproliferative actions in tumor cells.

Journal: BMC pharmacology 20010101

Title: Opioid peptides alleviated while naloxone potentiated methamphetamine-induced striatal dopamine depletion in mice.

Journal: Journal of neural transmission (Vienna, Austria : 1996) 20010101

Title: [State of the opioid system in rats with different sensitivity to ethanol].

Journal: Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20010101

Title: Characterization of delta-opioid receptors and effect of enkephalins on IRD 98 rat epithelial intestinal cell line.

Journal: Pflugers Archiv : European journal of physiology 20000301

Title: Delta opioid peptide [D-Ala2,D-leu5]enkephalin blocks the long-term loss of dopamine transporters induced by multiple administrations of methamphetamine: involvement of opioid receptors and reactive oxygen species.

Journal: The Journal of pharmacology and experimental therapeutics 19981001

Title: Standard binding and functional assays related to medications development division testing for potential cocaine and opiate narcotic treatment medications.

Journal: NIDA research monograph 19980301

Title: Affinity labelling of frog brain opioid receptors by dynorphin(1-10) chloromethyl ketone.

Journal: Neuropeptides 19970201

Title: [The realization of food-acquisition behavior in rats against a background of multiple injections of enkephalin-like peptides into the neostriatum].

Journal: Fiziologicheskii zhurnal imeni I.M. Sechenova 19960101

Title: Conserved delta-activity in reverse enantiomeric opioid peptide.

Journal: Life sciences 19950101

Title: Amino acids and peptides. XXII. Preparation and antinociceptive effect of [D-Ala2]Leu-enkephalin-poly(ethylene glycol) hybrid.

Journal: Biological & pharmaceutical bulletin 19940601

Title: Pharmacological characterization of the cloned kappa-, delta-, and mu-opioid receptors.

Journal: Molecular pharmacology 19940201

Title: Kinetic parameters of antagonism by the delta opioid receptor selective peptide antagonist Boc-Tyr-Pro-Gly-Phe-Leu-Thr against selective and non-selective agonists in the mouse vas deferens.

Journal: Neuropeptides 19930801

Title: Up-regulation of delta opioid receptors in neuroblastoma hybrid cells: evidence for differences in the mechanisms of action of sodium butyrate and naltrexone.

Journal: The Journal of pharmacology and experimental therapeutics 19911001

Title: Binding to opioid receptors of enkephalin derivatives taking alpha-helical conformation and its dimer.

Journal: International journal of peptide and protein research 19911001

Title: A monoclonal anti-idiotypic antibody to mu and delta opioid receptors.

Journal: Brain research. Molecular brain research 19910301

Title: Modulation of the antinociceptive effect of morphine by casomorphin derivatives.

Journal: Biomedica biochimica acta 19910101

Title: Influence of peptidase inhibitors on the apparent agonist potency of delta selective opioid peptides in vitro.

Journal: Life sciences 19910101

Title: Different profile of electrocortical power spectrum changes after micro-infusion into the locus coeruleus of selective agonists at various opioid receptor subtypes in rats.

Journal: British journal of pharmacology 19901101

Title: [Bioavailability of dalargin and its metabolism during intranasal administration to rats].

Journal: Biulleten' eksperimental'noi biologii i meditsiny 19880701

Title: Morphine and enkephalins potently inhibit [3H]noradrenaline release from rat brain cortex synaptosomes: further evidence for a presynaptic localization of mu-opioid receptors.

Journal: Journal of neurochemistry 19870401

Title: Opioid peptides. Biological study of [D-MetO2] dermorphin analogues in relation to the plurality of opioid receptors. XI.

Journal: Il Farmaco; edizione scientifica 19870201

Title: Increased responsiveness to glucoregulatory effect of opiates in obese-diabetic ob/ob mice.

Journal: Diabetologia 19870101

Title: Audiogenic seizures during ethanol withdrawal can be blocked by a delta opioid agonist.

Journal: Drug and alcohol dependence 19861201

Title: Opiate-induced seizures: a study of mu and delta specific mechanisms.

Journal: Experimental neurology 19860801

Title: [Study of peptide degradation in the serum by 1H-NMR].

Journal: Bioorganicheskaia khimiia 19860101

Title: Mu- and delta-opioid receptor-mediated epileptoid responses in morphine-dependent and non-dependent rats.

Journal: Electroencephalography and clinical neurophysiology 19851201

Title: Receptors for opioid peptides in the guinea-pig ileum.

Journal: The Journal of pharmacology and experimental therapeutics 19851101

Title: Conformationally restricted analogs of somatostatin with high mu-opiate receptor specificity.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19850101

Title: Somatostatin analogs with affinity for opiate receptors in rat brain binding assay.

Journal: Peptides 19850101

Title: A comparative study in rats of the respiratory depression and analgesia induced by mu- and delta-opioid agonists.

Journal: European journal of pharmacology 19840316

Title: Bis-penicillamine enkephalins possess highly improved specificity toward delta opioid receptors.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19831001

Title: Plasma catecholamine and cardiovascular responses to morphine and D-ala2-d-leu5-enkephalin in conscious rats.

Journal: Archives internationales de pharmacodynamie et de therapie 19831001

Title: Inhibition of an opioid-evoked vagal reflex in rats by naloxone, SMS 201-995 and ICI 154, 129.

Journal: Regulatory peptides 19830701

Title: Multiple opiate binding sites in the central nervous system of the rabbit. Large predominance of a mu subtype in the cerebellum and characterization of a kappa subtype in the thalamus.

Journal: Molecular pharmacology 19830701

Title: Interaction of naloxone with mu- and delta-opioid agonists on the respiration of rats.

Journal: European journal of pharmacology 19830218

Title: Differential cardiovascular effects of mu, delta and kappa opiate agonists at discrete hypothalamic sites in the anesthetized rat.

Journal: Life sciences 19821101

Title: Opioid pharmacology in the rat hippocampal slice.

Journal: Life sciences 19821101

Title: Pharmacological characterization of opioid effects in the rat hippocampal slice.

Journal: The Journal of pharmacology and experimental therapeutics 19821101

Title: Evidence of the preferential involvement of mu receptors in analgesia using enkephalins highly selective for peripheral mu or delta receptors.

Journal: Journal of medicinal chemistry 19811001

Title: Specific protection of the binding sites of D-Ala2-D-Leu5-enkephalin (delta-receptors) and dihydromorphine (mu-receptors).

Journal: Proceedings of the Royal Society of London. Series B, Biological sciences 19790831

Title: The inhibitory effects of presynaptic alpha-adrenoceptor agonists on contractions of guinea-pig ileum and mouse vas deferens in the morphine-dependent and withdrawn states produced in vitro.

Journal: British journal of pharmacology 19790801

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SDS
Tags:63631-40-3 Molecular Formula|63631-40-3 MDL|63631-40-3 SMILES|63631-40-3 H-TYR-D-ALA-GLY-PHE-D-LEU-OH
Catalog No.: AA00E9TL
63631-40-3,MFCD00076411
63631-40-3 | H-TYR-D-ALA-GLY-PHE-D-LEU-OH
Pack Size: 1mg
Purity: ≥98%
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$46.00 $32.00
Pack Size: 5mg
Purity: ≥98%
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$133.00 $93.00
Pack Size: 10mg
Purity: ≥98%
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$242.00 $169.00
Pack Size: 50mg
Purity: ≥98%
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$1,085.00 $759.00
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Technical Information
Catalog Number: AA00E9TL
Chemical Name: H-TYR-D-ALA-GLY-PHE-D-LEU-OH
CAS Number: 63631-40-3
Molecular Formula: C29H39N5O7
Molecular Weight: 569.6493
MDL Number: MFCD00076411
SMILES: Oc1ccc(cc1)C[C@@H](C(=O)N[C@@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@@H](C(=O)O)CC(C)C)Cc1ccccc1)C)N
Properties
Complexity: 885  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 4  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 41  
Hydrogen Bond Acceptor Count: 8  
Hydrogen Bond Donor Count: 7  
Isotope Atom Count: 0  
Rotatable Bond Count: 15  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: -1.9  
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Title: Factors that restrict the cell permeation of cyclic prodrugs of an opioid peptide, part 3: Synthesis of analogs designed to have improved stability to oxidative metabolism.

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Title: Protective effects of the delta opioid peptide [D-Ala2, D-Leu5]enkephalin in an ex vivo model of ischemia/reperfusion in brain slices.

Journal: CNS neuroscience & therapeutics20120901

Title: Effects of peripheral μ, δ, and Κ-opioid receptor agonists on the levels of anxiety and motor activity of rats.

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Title: Role of connexin-43 in protective PI3K-Akt-GSK-3β signaling in cardiomyocytes.

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Journal: Zhonghua zhong liu za zhi [Chinese journal of oncology]20120601

Title: Genomic analysis of [d-Ala2, d-Leu5] enkephalin preconditioning in cortical neuron and glial cell injury after oxygen deprivation.

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Title: Intensity of proliferative processes and degree of oxidative stress in the mucosa of the ileum in Crohn's disease.

Journal: Bulletin of experimental biology and medicine20120201

Title: Transport of the synthetic opioid peptide DADLE ([D-Ala2,D-Leu5]-enkephalin) in neuronal cells.

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Title: [Effect of opioid peptides on oxygen-dependent microbicidity of peripheral blood neutrophils].

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Title: Activation of the δ-opioid receptor inhibits serum deprivation-induced apoptosis of human liver cells via the activation of PKC and the mitochondrial pathway.

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Title: Effects of inhibitory amino acids on expression of GABAA Rα and glycine Rα1 in hypoxic rat cortical neurons during development.

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Title: Mitochondrial ERK plays a key role in δ-opioid receptor neuroprotection against acute mitochondrial dysfunction.

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Title: Morphine and remifentanil-induced cardioprotection: its experimental and clinical outcomes.

Journal: Korean journal of anesthesiology20111101

Title: Effect of peripheral administration of peptide ligands of δ-opioid receptors on anxiety level and locomotor activity of rats.

Journal: Bulletin of experimental biology and medicine20111001

Title: Astroglial reaction to delta opioid peptide [D-Ala2, D-Leu5] enkephalin confers neuroprotection against global ischemia in the adult rat hippocampus.

Journal: Neuroscience20110929

Title: Delta-opioid receptor activation prolongs respiratory motor output during oxygen-glucose deprivation in neonatal rat spinal cord in vitro.

Journal: Neuroscience20110728

Title: Evidence for two different broad-specificity oligopeptide transporters in intestinal cell line Caco-2 and colonic cell line CCD841.

Journal: American journal of physiology. Cell physiology20110601

Title: Opioids protect against substantia nigra cell degeneration under conditions of iron deprivation: a mechanism of possible relevance to the Restless Legs Syndrome (RLS) and Parkinson's disease.

Journal: Journal of the neurological sciences20110515

Title: Delta opioid peptide [D-Ala2, D-Leu5] enkephalin (DADLE) triggers postconditioning against transient forebrain ischemia.

Journal: European journal of pharmacology20110511

Title: Delayed administration of D-Ala2-D-Leu5-enkephalin, a delta-opioid receptor agonist, improves survival in a rat model of sepsis.

Journal: The Tohoku journal of experimental medicine20110501

Title: Kappa-opioid receptor activation during reperfusion limits myocardial infarction via ERK1/2 activation in isolated rat hearts.

Journal: Korean journal of anesthesiology20110501

Title: Effect of therapeutic hypothermia vs δ-opioid receptor agonist on post resuscitation myocardial function in a rat model of CPR.

Journal: Resuscitation20110301

Title: Transport of hepcidin, an iron-regulatory peptide hormone, into retinal pigment epithelial cells via oligopeptide transporters and its relevance to iron homeostasis.

Journal: Biochemical and biophysical research communications20110211

Title: Effects of dalargin on free radical processes in the blood of rats exposed to moderate hypothermia.

Journal: Bulletin of experimental biology and medicine20110101

Title: The influence of monovalent cations on trimeric G protein G(i)1α activity in HEK293 cells stably expressing DOR-G(i)1α (Cys(351)-Ile(351)) fusion protein.

Journal: Physiological research20110101

Title: Induction of an in vitro reversible hypometabolism through chitosan-based nanoparticles.

Journal: Journal of microencapsulation20110101

Title: Effects of casoxin 4 on morphine inhibition of small animal intestinal contractility and gut transit in the mouse.

Journal: Clinical and experimental gastroenterology20110101

Title: [A new approach to the evaluation of the state of the microcirculatory system in patients presenting with chronic atrophic pharyngitis and treated with a synthetic neuropeptide].

Journal: Vestnik otorinolaringologii20110101

Title: [Pancreatic functional status after wedge resection of the duodenal wall and para-pancreatic micro-irrigation].

Journal: Eksperimental'naia i klinicheskaia gastroenterologiia = Experimental & clinical gastroenterology20110101

Title: Inhibition of glycogen synthase kinase 3beta prevents peroxide-induced collapse of mitochondrial membrane potential in rat ventricular myocytes.

Journal: Clinical and experimental pharmacology & physiology20100701

Title: Effects of intracerebroventricular application of the delta opioid receptor agonist [D-Ala2, D-Leu5] enkephalin on neurological recovery following asphyxial cardiac arrest in rats.

Journal: Neuroscience20100630

Title: Opioid peptides and opiate alkaloids in immunoregulatory processes.

Journal: Archives of medical science : AMS20100630

Title: Delta opioid peptide DADLE and naltrexone cause cell cycle arrest and differentiation in a CNS neural progenitor cell line.

Journal: Synapse (New York, N.Y.)20100401

Title: A GPCR/secretase complex regulates beta- and gamma-secretase specificity for Abeta production and contributes to AD pathogenesis.

Journal: Cell research20100201

Title: Excitatory and inhibitory effects of opioid agonists on respiratory motor output produced by isolated brainstems from adult turtles (Trachemys).

Journal: Respiratory physiology & neurobiology20100131

Title: Angiotensin II type 1 receptor-mediated upregulation of calcineurin activity underlies impairment of cardioprotective signaling in diabetic hearts.

Journal: Circulation research20100108

Title: Identification of a novel sodium-coupled oligopeptide transporter (SOPT2) in mouse and human retinal pigment epithelial cells.

Journal: Investigative ophthalmology & visual science20100101

Title: Dysbindin promotes the post-endocytic sorting of G protein-coupled receptors to lysosomes.

Journal: PloS one20100101

Title: [Regulatory peptides influence on hypoxia induced tooth germ pathology of new born albino rats].

Journal: Stomatologiia20100101

Title: [The study of peptide stability during hydrolysis by rat gastroenteric tract fragments].

Journal: Bioorganicheskaia khimiia20100101

Title: Endoplasmic reticulum stress in diabetic hearts abolishes erythropoietin-induced myocardial protection by impairment of phospho-glycogen synthase kinase-3beta-mediated suppression of mitochondrial permeability transition.

Journal: Diabetes20091201

Title: Delta-opioid receptor ligands in shock treatment.

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Title: Delta opioid agonist [D-Ala2, D-Leu5] enkephalin (DADLE) reduced oxygen-glucose deprivation caused neuronal injury through the MAPK pathway.

Journal: Brain research20091006

Title: Role of opioid receptors in the reduction of formalin-induced secondary allodynia and hyperalgesia in rats.

Journal: European journal of pharmacology20091001

Title: Effects of opioid receptor activation on thermal antinociception in red-eared slider turtles (Trachemys scripta).

Journal: American journal of veterinary research20090901

Title: Regulation of interleukin-1beta and interleukin-8 production by agonists of mu and delta opiate receptors in vitro.

Journal: Neuroscience and behavioral physiology20090701

Title: Protein kinase C mediates the effects of delta-opioid receptor stimulation on survival and apoptosis in neonatal cardiomyocytes cultured in serum-deprived condition.

Journal: Die Pharmazie20090701

Title: A comparison of the effects of p-glycoprotein inhibitors on the blood-brain barrier permeation of cyclic prodrugs of an opioid peptide (DADLE).

Journal: Journal of pharmaceutical sciences20090601

Title: Functional identification of a novel transport system for endogenous and synthetic opioid peptides in the rabbit conjunctival epithelial cell line CJVE.

Journal: Pharmaceutical research20090501

Title: Gastroprotective effect of dalargin in gastropathy due to treatment with nonsteroid antiinflammatory drugs.

Journal: Bulletin of experimental biology and medicine20090401

Title: Neuroprotective role of delta-opioid receptors against mitochondrial respiratory chain injury.

Journal: Brain research20090203

Title: An ion pairing approach to increase the loading of hydrophilic and lipophilic drugs into PEGylated PLGA nanoparticles.

Journal: European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V20090201

Title: Factors that restrict the intestinal cell permeation of cyclic prodrugs of an opioid peptide (DADLE): Part I. Role of efflux transporters in the intestinal mucosa.

Journal: Journal of pharmaceutical sciences20090101

Title: Factors that restrict intestinal cell permeation of cyclic prodrugs of an opioid peptide (DADLE): Part II. Role of metabolic enzymes in the intestinal mucosa.

Journal: Journal of pharmaceutical sciences20090101

Title: Gz mediates the long-lasting desensitization of brain CB1 receptors and is essential for cross-tolerance with morphine.

Journal: Molecular pain20090101

Title: Hibernation-like state induced by an opioid peptide protects against experimental stroke.

Journal: BMC biology20090101

Title: delta-Opioid receptor activation attenuates oxidative injury in the ischemic rat brain.

Journal: BMC biology20090101

Title: Comparison and validation of drug loading parameters of PEGylated nanoparticles purified by a diafiltration centrifugal device and tangential flow filtration.

Journal: Drug development and industrial pharmacy20081201

Title: Delta-opioid receptors activate ERK/MAP kinase via integrin-stimulated receptor tyrosine kinases.

Journal: Cellular signalling20081201

Title: Inhibitory and excitatory effects of micro-, delta-, and kappa-opioid receptor activation on breathing in awake turtles, Trachemys scripta.

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Title: delta-Opioid receptors stimulate ERK1/2 activity in NG108-15 hybrid cells by integrin-mediated transactivation of TrkA receptors.

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Title: Mu-opioid receptor in the nucleus submedius: involvement in opioid-induced inhibition of mirror-image allodynia in a rat model of neuropathic pain.

Journal: Neurochemical research20081001

Title: Differential effects of opioid agonists on G protein expression in CHO cells expressing cloned human opioid receptors.

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Title: Evidence for a mu-delta opioid receptor complex in CHO cells co-expressing mu and delta opioid peptide receptors.

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Title: Evidence of the preferential involvement of mu receptors in analgesia using enkephalins highly selective for peripheral mu or delta receptors.

Journal: Journal of medicinal chemistry19811001

Title: Specific protection of the binding sites of D-Ala2-D-Leu5-enkephalin (delta-receptors) and dihydromorphine (mu-receptors).

Journal: Proceedings of the Royal Society of London. Series B, Biological sciences19790831

Title: The inhibitory effects of presynaptic alpha-adrenoceptor agonists on contractions of guinea-pig ileum and mouse vas deferens in the morphine-dependent and withdrawn states produced in vitro.

Journal: British journal of pharmacology19790801

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