Leu-enkephalin

Leu-enkephalin
IUPAC name (2R)-2-[[(2R)-2-[[2-[[2-[[(2R)-2-amino-3- (4-hydroxyphenyl)propanoyl]amino]acetyl] amino]acetyl]amino]-3-phenylpropanoyl] amino]-4-methylpentanoic acid
Identifiers
CAS number	58822-25-6
PubChem	10415290
ChemSpider	21106451 Y
IUPHAR ligand	1613
Jmol-3D images	Image 1
SMILES Oc2ccc(C[C@H](N)C(=O)NCC(=O)NCC(=O)N[C@H](Cc1ccccc1)C(=O)N[C@@H](CC(C)C)C(O)=O)cc2
InChI InChI=1S/C28H37N5O7/c1-17(2)12-23(28(39)40)33-27(38)22(14-18-6-4-3-5-7-18)32-25(36)16-30-24(35)15-31-26(37)21(29)13-19-8-10-20(34)11-9-19/h3-11,17,21-23,34H,12-16,29H2,1-2H3,(H,30,35)(H,31,37)(H,32,36)(H,33,38)(H,39,40)/t21-,22+,23-/m0/s1 Y Key: URLZCHNOLZSCCA-ZRBLBEILSA-N Y InChI=1/C28H37N5O7/c1-17(2)12-23(28(39)40)33-27(38)22(14-18-6-4-3-5-7-18)32-25(36)16-30-24(35)15-31-26(37)21(29)13-19-8-10-20(34)11-9-19/h3-11,17,21-23,34H,12-16,29H2,1-2H3,(H,30,35)(H,31,37)(H,32,36)(H,33,38)(H,39,40)/t21-,22+,23-/m0/s1 Key: URLZCHNOLZSCCA-ZRBLBEILBT
Properties
Molecular formula	C28H37N5O7
Molar mass	555.62268 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Leu-enkephalin is an endogenous opioid peptide neurotransmitter with the amino acid sequence Tyr-Gly-Gly-Phe-Leu that is found naturally in the brains of many animals, including humans. It is one of the two forms of enkephalin; the other is met-enkephalin. The tyrosine residue at position 1 is thought to be analogous to the 3-hydroxyl group on morphine. Leu-enkephalin has agonistic actions at both the μ- and δ-opioid receptors, with significantly greater preference for the latter. It has little to no effect on the κ-opioid receptor.

See also

• Met-enkephalin