[Met5]-Enkephalin, amide TFA

• CAT Number: I046147
• CAS Number: 2918768-28-0
• Molecular Formula: C29H37F3N6O8S
• Molecular Weight: 686.70
• Purity: ≥95%
• Synonyms: (2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanamide;2,2,2-trifluoroacetic acid
• InChI: InChI=1S/C27H36N6O6S.C2HF3O2/c1-40-12-11-21(25(29)37)33-27(39)22(14-17-5-3-2-4-6-17)32-24(36)16-30-23(35)15-31-26(38)20(28)13-18-7-9-19(34)10-8-18;3-2(4,5)1(6)7/h2-10,20-22,34H,11-16,28H2,1H3,(H2,29,37)(H,30,35)(H,31,38)(H,32,36)(H,33,39);(H,6,7)/t20-,21-,22-;/m0./s1
• InChIKey: RZLKVUJHGWGFHT-SGIIKHNDSA-N
• SMILES: CSCCC(C(=O)N)NC(=O)C(CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)C(CC2=CC=C(C=C2)O)N.C(=O)(C(F)(F)F)O

[Met5]-Enkephalin, amide TFA is an agonist for δ opioid receptors as well as putative ζ (zeta) opioid receptors.
[Met5]-Enkephalin at 0.1 nM, 10 nM, and? 1 μM significantly reduces the total number of glial cells in culture[1]. [Met5]-Enkephalin, amide acts via δ-opioid receptor to inhibit pelvic nerve-evoked contractions of cat distal colon. [Met5]-enkephalin causes concentration-dependent, reversible inhibition of pelvic nerve-evoked contractions, with an IC50 value of 2.2 nM. [Met5]enkephalin at a concentration (3 nM) which produces a large inhibition of neurogenic contractions, has no effect on contractions to exogenous acetylcholine[2].

Reference

[1]. Stiene-Martin A, et al. Glial growth is regulated by agonists selective for multiple opioid receptor types in vitro. J Neurosci Res. 1991 Aug;29(4):538-48.
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[2]. Kennedy C, et al. [Met5]enkephalin acts via delta-opioid receptors to inhibit pelvic nerve-evoked contractions of cat distal colon. Br J Pharmacol. 1987 Oct;92(2):291-8.
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