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122752-16-3,MFCD00080072
Catalog No.:AA000J83

122752-16-3 | Glycinamide, L-tyrosyl-D-alanyl-L-phenylalanyl-L-α-glutamyl-L-valyl-L-valyl-

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10mg
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25mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA000J83
Chemical Name:
Glycinamide, L-tyrosyl-D-alanyl-L-phenylalanyl-L-α-glutamyl-L-valyl-L-valyl-
CAS Number:
122752-16-3
Molecular Formula:
C38H54N8O10
Molecular Weight:
782.8830
MDL Number:
MFCD00080072
SMILES:
OC(=O)CC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N)C(C)C)C(C)C)NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](Cc1ccc(cc1)O)N)C)Cc1ccccc1
Properties
Computed Properties
 
Complexity:
1360  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
6  
Heavy Atom Count:
56  
Hydrogen Bond Acceptor Count:
11  
Hydrogen Bond Donor Count:
10  
Rotatable Bond Count:
22  
XLogP3:
-1.3  

Literature

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Journal: Fiziologiia cheloveka 20120101

Title: Activation of spinal mu- and delta-opioid receptors potently inhibits substance P release induced by peripheral noxious stimuli.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20110914

Title: Spinal activation of delta opioid receptors alleviates cancer-related bone pain.

Journal: Neuroscience 20110602

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: 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: Opioid peptide deltorphin II simulates the cardioprotective effect of ischemic preconditioning: role of δ₂-opioid receptors, protein kinase C, and K(ATP) channels.

Journal: Bulletin of experimental biology and medicine 20101001

Title: Consequences of opioid receptor mutation on actions of univalent and bivalent kappa and delta ligands.

Journal: Psychopharmacology 20100601

Title: Protein kinase C mediates the synergistic interaction between agonists acting at alpha2-adrenergic and delta-opioid receptors in spinal cord.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20091021

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: Differential noxious and motor tolerance of chronic delta opioid receptor agonists in rodents.

Journal: Neuroscience 20090630

Title: Activation of peripheral delta2 opioid receptors increases cardiac tolerance to ischemia/reperfusion injury Involvement of protein kinase C, NO-synthase, KATP channels and the autonomic nervous system.

Journal: Life sciences 20090508

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: Comparison with naloxone of two dynorphin A analogues with K- and delta-opioid antagonist activity.

Journal: Medicinal chemistry (Shariqah (United Arab Emirates)) 20090101

Title: Behavioral consequences of delta-opioid receptor activation in the periaqueductal gray of morphine tolerant rats.

Journal: Neural plasticity 20090101

Title: Design, data analysis, and simulation of in vitro drug transport kinetic experiments using a mechanistic in vitro model.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20081201

Title: Removing TRPV1-expressing primary afferent neurons potentiates the spinal analgesic effect of delta-opioid agonists on mechano-nociception.

Journal: Neuropharmacology 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: Distinct inhibition of voltage-activated Ca2+ channels by delta-opioid agonists in dorsal root ganglion neurons devoid of functional T-type Ca2+ currents.

Journal: Neuroscience 20080602

Title: Membrane partitioning of various delta-opioid receptor forms before and after agonist activations: the effect of cholesterol.

Journal: Biochimica et biophysica acta 20080601

Title: [Analysis of central mechanisms involved in gastric mucosal integrity].

Journal: Neuropsychopharmacologia Hungarica : a Magyar Pszichofarmakologiai Egyesulet lapja = official journal of the Hungarian Association of Psychopharmacology 20080601

Title: Stimulation of Na+/Cl--coupled opioid peptide transport system in SK-N-SH cells by L-kyotorphin, an endogenous substrate for H+-coupled peptide transporter PEPT2.

Journal: Drug metabolism and pharmacokinetics 20080101

Title: Essential role of mu opioid receptor in the regulation of delta opioid receptor-mediated antihyperalgesia.

Journal: Neuroscience 20071219

Title: Trafficking of preassembled opioid mu-delta heterooligomer-Gz signaling complexes to the plasma membrane: coregulation by agonists.

Journal: Biochemistry 20071113

Title: Spinal administration of a delta opioid receptor agonist attenuates hyperalgesia and allodynia in a rat model of neuropathic pain.

Journal: European journal of pain (London, England) 20070801

Title: Mechanisms responsible for the enhanced antinociceptive effects of micro-opioid receptor agonists in the rostral ventromedial medulla of male rats with persistent inflammatory pain.

Journal: The Journal of pharmacology and experimental therapeutics 20070801

Title: Quantitative evaluation of human delta opioid receptor desensitization using the operational model of drug action.

Journal: Molecular pharmacology 20070501

Title: Differential modulation of sodium- and chloride-dependent opioid peptide transport system by small nonopioid peptides and free amino acids.

Journal: The Journal of pharmacology and experimental therapeutics 20070401

Title: Effects of opioid subtypes on detrusor overactivity in rats with cerebral infarction.

Journal: International journal of urology : official journal of the Japanese Urological Association 20070301

Title: Cholesterol reduction by methyl-beta-cyclodextrin attenuates the delta opioid receptor-mediated signaling in neuronal cells but enhances it in non-neuronal cells.

Journal: Biochemical pharmacology 20070215

Title: Morphine priming in rats with chronic inflammation reveals a dichotomy between antihyperalgesic and antinociceptive properties of deltorphin.

Journal: Neuroscience 20070105

Title: Behavioural and morphological evidence for the involvement of glial cell activation in delta opioid receptor function: implications for the development of opioid tolerance.

Journal: Molecular pain 20070101

Title: Peptide-labeled quantum dots for imaging GPCRs in whole cells and as single molecules.

Journal: Bioconjugate chemistry 20070101

Title: Repeated delta1-opioid receptor stimulation reduces delta2-opioid receptor responses in the SA node.

Journal: American journal of physiology. Heart and circulatory physiology 20061101

Title: Alkylation of opioid receptors by 5'-naltrindole-isothiocyanate injected into the nucleus accumbens of rats: receptor selectivity and anatomical diffusion.

Journal: Synapse (New York, N.Y.) 20061001

Title: Mu-delta opioid receptor functional interaction: Insight using receptor-G protein fusions.

Journal: The Journal of pharmacology and experimental therapeutics 20060801

Title: Reduction of lipopolysaccharide-induced interleukin-6 production by the kappa opioid U50,488 in a mouse monocyte-like cell line.

Journal: International immunopharmacology 20060601

Title: Effects of mu, kappa or delta opioids administered by pellet or pump on oral Salmonella infection and gastrointestinal transit.

Journal: European journal of pharmacology 20060318

Title: dextro- and levo-morphine attenuate opioid delta and kappa receptor agonist produced analgesia in mu-opioid receptor knockout mice.

Journal: European journal of pharmacology 20060215

Title: 24-hour pretreatment with delta opioid enhances survival from hemorrhagic shock.

Journal: Academic emergency medicine : official journal of the Society for Academic Emergency Medicine 20060201

Title: Peptidic delta opioid receptor agonists produce antidepressant-like effects in the forced swim test and regulate BDNF mRNA expression in rats.

Journal: Brain research 20060119

Title: A role for the distal carboxyl tails in generating the novel pharmacology and G protein activation profile of mu and delta opioid receptor hetero-oligomers.

Journal: The Journal of biological chemistry 20051118

Title: Morphine promotes phosphorylation of the human delta-opioid receptor at serine 363.

Journal: European journal of pharmacology 20050920

Title: Subpicomolar sensing of delta-opioid receptor ligands by molecular-imprinted polymers using plasmon-waveguide resonance spectroscopy.

Journal: Analytical chemistry 20050415

Title: Spinal G-protein-gated potassium channels contribute in a dose-dependent manner to the analgesic effect of mu- and delta- but not kappa-opioids.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20050406

Title: Polymorphisms in human organic anion-transporting polypeptide 1A2 (OATP1A2): implications for altered drug disposition and central nervous system drug entry.

Journal: The Journal of biological chemistry 20050311

Title: A Tyr-W-MIF-1 analog containing D-Pro2 acts as a selective mu2-opioid receptor antagonist in the mouse.

Journal: The Journal of pharmacology and experimental therapeutics 20050301

Title: Antinociception depends on the presence of G protein gamma2-subunits in brain.

Journal: European journal of pharmacology 20050131

Title: The non-peptidic delta opioid receptor agonist TAN-67 enhances dopamine efflux in the nucleus accumbens of freely moving rats via a mechanism that involves both glutamate and free radicals.

Journal: Neuroscience 20050101

Title: delta-opioid receptor-mediated actions on rostral ventromedial medulla neurons.

Journal: Neuroscience 20050101

Title: An efficient intrathecal delivery of small interfering RNA to the spinal cord and peripheral neurons.

Journal: Molecular pain 20050101

Title: Intrahypothalamic injection of deltorphin-II alters body temperature in rats.

Journal: Brain research 20040903

Title: Morphine-induced changes in delta opioid receptor trafficking are linked to somatosensory processing in the rat spinal cord.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20040616

Title: Role of mu- and delta-opioid receptors in the nucleus accumbens in turning behaviour of rats.

Journal: Neuropharmacology 20040601

Title: Exploring deltorphin II binding to the third extracellular loop of the delta-opioid receptor.

Journal: The Journal of biological chemistry 20040514

Title: Deltorphin II enhances extracellular levels of dopamine in the nucleus accumbens via opioid receptor-independent mechanisms.

Journal: European journal of pharmacology 20040426

Title: The delta agonists DPDPE and deltorphin II recruit predominantly mu receptors to produce thermal analgesia: a parallel study of mu, delta and combinatorial opioid receptor knockout mice.

Journal: The European journal of neuroscience 20040401

Title: 2',6'-dimethylphenylalanine (Dmp) can mimic the N-terminal Tyr in opioid peptides.

Journal: Biological & pharmaceutical bulletin 20040201

Title: Identification of a novel Na+- and Cl--coupled transport system for endogenous opioid peptides in retinal pigment epithelium and induction of the transport system by HIV-1 Tat.

Journal: The Biochemical journal 20031001

Title: Pharmacological characterization of a 7-benzylidenenaltrexone-preferring opioid receptor in porcine ileal submucosa.

Journal: British journal of pharmacology 20031001

Title: Long-term effects on brain opioid and opioid receptor like-1 receptors after short periods of maternal separation in rats.

Journal: Neuroscience letters 20030724

Title: Buprenorphine blocks epsilon- and micro-opioid receptor-mediated antinociception in the mouse.

Journal: The Journal of pharmacology and experimental therapeutics 20030701

Title: Endomorphin-2, deltorphin II and their analogs suppress formalin-induced nociception and c-Fos expression in the rat spinal cord.

Journal: Life sciences 20030613

Title: Cardiac enkephalins interrupt vagal bradycardia via delta 2-opioid receptors in sinoatrial node.

Journal: American journal of physiology. Heart and circulatory physiology 20030501

Title: Identity of the putative delta1-opioid receptor as a delta-kappa heteromer in the mouse spinal cord.

Journal: European journal of pharmacology 20030425

Title: Design of novel chimeric melanotropin-deltorphin analogues. Discovery of the first potent human melanocortin 1 receptor antagonist.

Journal: Journal of medicinal chemistry 20030227

Title: Functional interactions between delta- and mu-opioid receptors in rat thermoregulation.

Journal: European journal of pharmacology 20030101

Title: Identification of a novel human organic anion transporting polypeptide as a high affinity thyroxine transporter.

Journal: Molecular endocrinology (Baltimore, Md.) 20021001

Title: The distribution of the anti-HIV drug, 2'3'-dideoxycytidine (ddC), across the blood-brain and blood-cerebrospinal fluid barriers and the influence of organic anion transport inhibitors.

Journal: Journal of neurochemistry 20020201

Title: alpha(2C)-Adrenergic receptors mediate spinal analgesia and adrenergic-opioid synergy.

Journal: The Journal of pharmacology and experimental therapeutics 20020101

Title: Localization of organic anion transporting polypeptide 4 (Oatp4) in rat liver and comparison of its substrate specificity with Oatp1, Oatp2 and Oatp3.

Journal: Pflugers Archiv : European journal of physiology 20011101

Title: Dexamethasone modulates hypotension induced by opioids in anaesthetised rats.

Journal: European journal of pharmacology 20011026

Title: The role of backbone conformation in deltorphin II binding: a QSAR study of new analogues modified in the 5-, 6-positions of the address domain.

Journal: Bioorganic & medicinal chemistry 20011001

Title: Administration of mu-, kappa- or delta2-receptor agonists via osmotic minipumps suppresses murine splenic antibody responses.

Journal: International immunopharmacology 20011001

Title: Fetal alveolar epithelial cells contain [D-Ala(2)]-deltorphin I-like immunoreactivity: delta- and mu-opiate receptors mediate opposite effects in developing lung.

Journal: American journal of respiratory cell and molecular biology 20011001

Title: Morphine-induced in vivo release of spinal cholecystokinin is mediated by delta-opioid receptors--effect of peripheral axotomy.

Journal: Journal of neurochemistry 20010701

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

Journal: The Journal of pharmacology and experimental therapeutics 20010601

Title: In vivo pharmacological characterization of SoRI 9409, a nonpeptidic opioid mu-agonist/delta-antagonist that produces limited antinociceptive tolerance and attenuates morphine physical dependence.

Journal: The Journal of pharmacology and experimental therapeutics 20010501

Title: Respiratory function in adult mice lacking the mu-opioid receptor: role of delta-receptors.

Journal: The European journal of neuroscience 20010501

Title: Activity of mu- and delta-opioid agonists in vas deferens from mice deficient in MOR gene.

Journal: British journal of pharmacology 20010401

Title: The role of delta-opioid receptor subtypes in neuropathic pain.

Journal: European journal of pharmacology 20010309

Title: Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver.

Journal: Gastroenterology 20010201

Title: Dexamethasone blocking effects on mu- and delta-opioid-induced seizures involves kappa-opioid activity in the rabbit.

Journal: Neuropsychobiology 20010101

Title: Effect of opioids on oral Salmonella infection and immune function.

Journal: Advances in experimental medicine and biology 20010101

Title: Deltorphin II analogues with 6-hydroxy-2-aminotetralin-2-carboxylic acid in position 1.

Journal: Journal of medicinal chemistry 20000406

Title: A new opioid peptide predicted from cloned cDNAs from skin of Pachymedusa dacnicolor and Agalychnis annae.

Journal: FEBS letters 19980605

Title: Competitive and non-competitive NMDA antagonists block the development of antinociceptive tolerance to morphine, but not to selective mu or delta opioid agonists in mice.

Journal: Pain 19961201

Title: Nitric oxide modulates neuropeptide Y regulation of ion transport in mouse ileum.

Journal: The Journal of pharmacology and experimental therapeutics 19960701

Title: Inhibition of adenylyl cyclase activity by the cholecystokinin analog SNF 9007 in neuroblastoma x glioma NG108-15 hybrid cells.

Journal: Regulatory peptides 19960116

Title: Differential desensitization of mu- and delta- opioid receptors in selected neural pathways following chronic morphine treatment.

Journal: British journal of pharmacology 19960101

Title: Comparative conformational analyses of mu-selective dermorphin and delta-selective deltorphin-II in aqueous solution by 1H-NMR spectroscopy.

Journal: International journal of peptide and protein research 19940901

Title: Differential regulation of adenylyl cyclase activity by mu and delta opioids in rat caudate putamen and nucleus accumbens.

Journal: The Journal of pharmacology and experimental therapeutics 19931001

Title: In vitro potency, affinity and agonist efficacy of highly selective delta opioid receptor ligands.

Journal: The Journal of pharmacology and experimental therapeutics 19930801

Title: Agonist and antagonist profiles of [D-Ala2,Glu4]deltorphin and its [Cys4]- and [Ser4]-substituted derivatives: further evidence of opioid delta receptor multiplicity.

Journal: The Journal of pharmacology and experimental therapeutics 19930501

Title: Antidiarrheal and colonic antipropulsive effects of spinal and supraspinal administration of the natural delta opioid receptor agonist, [D-Ala2]deltorphin II, in the rat.

Journal: European journal of pharmacology 19920721

Title: Long-term sensitization to the activation of cerebral delta-opioid receptors by the deltorphin Tyr-D-Ala-Phe-Glu-Val-Val-Gly-NH2 in rats exposed to morphine.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19920501

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

Journal: Life sciences 19910101

Title: Thomas SA, et al. Structure-activity relationships of a series of [D-Ala2deltorphin I and II analogues; in vitro blood-brain barrier permeability and stability. J Pharmacol Exp Ther. 1997 May;281(2):817-25.

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SDS
Tags:122752-16-3 Molecular Formula|122752-16-3 MDL|122752-16-3 SMILES|122752-16-3 Glycinamide, L-tyrosyl-D-alanyl-L-phenylalanyl-L-α-glutamyl-L-valyl-L-valyl-