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Leu-enkephalin

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Leu-enkephalin
Names
IUPAC names (2R)-2-amino]acetyl]
amino]acetyl]amino]-3-phenylpropanoyl]
amino]-4-methylpentanoic acid
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.055.852 Edit this at Wikidata
IUPHAR/BPS
PubChem CID
CompTox Dashboard (EPA)
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/s1Key: URLZCHNOLZSCCA-ZRBLBEILSA-N
  • 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/s1Key: URLZCHNOLZSCCA-ZRBLBEILBT
SMILES
  • Oc2ccc(C(N)C(=O)NCC(=O)NCC(=O)N(Cc1ccccc1)C(=O)N(CC(C)C)C(O)=O)cc2
Properties
Chemical formula C28H37N5O7
Molar mass 555.62268 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Leu-enkephalin is an endogenous opioid peptide neurotransmitter 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 is a peptide whose sequence is: Tyr - Gly - Gly - Phe - Leu. It produces pharmacological effects at both the mu and delta opioid receptors, showing selectivity for the delta receptor.

It has a much higher selectivity for δ opioid receptors than μ receptors, and has little to no effect on κ opioid receptors.


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