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Met-Enkephalin

Met-enkephalin is an endogenous opioid peptide that acts as an agonist at μ-opioid receptors (μORs) and δ-opioid receptors (δORs). Met-enkephalin exhibits neuromodulatory, antinociceptive/analgesic, antidepressant, and gastrointestinal motility modulating activities. Like other endogenous opioids, met-enkephalin modulates expression of opioid receptors and plays a role in reward/reinforcement signaling. Met-enkephalin is also involved in exercise-induced reversal of neuropathic pain and in animals undergoing the forced swim test, decreases immobility time. Met-enkephalin inhibits gastrointestinal muscle contractility, inhibiting motility and gastric emptying. Additionally, analogs of this peptide display anticancer and antiepileptic/anticonvulsant activities.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18943919

Cas No.

58569-55-4

Purity

≥95%

Formula

C27H35N5O7S

Formula Wt.

573.67

IUPAC Name

2-[[2-[[2-[[2-[[2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoic acid

Synonym

Metenkefalin, Opioid growth factor, 1-5-Adrenorphin (human)

Appearance

White to off white powder

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Stagg NJ, Mata HP, Ibrahim MM, et al. Regular exercise reverses sensory hypersensitivity in a rat neuropathic pain model: role of endogenous opioids. Anesthesiology. 2011 Apr;114(4):940-8. PMID: 21386701.

Gredicak M, Supek F, Kralj M, et al. Computational structure-activity study directs synthesis of novel antitumor enkephalin analogs. Amino Acids. 2010 Apr;38(4):1185-91. PMID: 19639251.

Lee HK, Smith MD, Smith BJ, et al. Anticonvulsant Met-enkephalin analogues containing backbone spacers reveal alternative non-opioid signaling in the brain. ACS Chem Biol. 2009 Aug 21;4(8):659-71. PMID: 19634861.

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