Hemorphin-4

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Hemorphin-4
Names
IUPAC name
(2S,3R)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carbonyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-3-hydroxybutanoic acid
Other names
L-tyrosyl-L-prolyl-L-tryptophyl-L-threonine
Identifiers
3D model (
JSmol
)
ChemSpider
  • InChI=1S/C29H35N5O7/c1-16(35)25(29(40)41)33-26(37)23(14-18-15-31-22-6-3-2-5-20(18)22)32-27(38)24-7-4-12-34(24)28(39)21(30)13-17-8-10-19(36)11-9-17/h2-3,5-6,8-11,15-16,21,23-25,31,35-36H,4,7,12-14,30H2,1H3,(H,32,38)(H,33,37)(H,40,41)/t16-,21+,23+,24+,25+/m1/s1
    Key: WEGGKZQIJMQCGR-RECQUVTISA-N
  • C[C@H]([C@@H](C(=O)O)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H]3CCCN3C(=O)[C@H](Cc4ccc(cc4)O)N)O
Properties
C29H35N5O7
Molar mass 565.618 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Hemorphin-4 is an

κ-opioid receptors that are in the same range as the structurally related β-casomorphins, although affinity to the κ-opioid receptor is markedly higher in comparison.[3] It acts as an agonist at these sites.[4] Hemorphin-4 also has inhibitory effects on angiotensin-converting enzyme (ACE),[5] and as a result, may play a role in the regulation of blood pressure.[3] Notably, inhibition of ACE also reduces enkephalin catabolism.[6]

See also

References

  1. PMID 3743640
    .
  2. S2CID 11168006
    .
  3. ^
    PMID 2553436
    .
  4. S2CID 32330624
    .
  5. S2CID 26892050
    .
  6. S2CID 23138078
    .


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