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Open Access Articles- Top Results for Hemorphin-4

Hemorphin-4

Hemorphin-4
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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
N-(N-(1-L-tyrosyl-L-prolyl)-L-tryptophyl)-L-threonine
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103930-64-9
ChemSpider 16725618
Jmol-3D images Image
PubChem Template:Chembox PubChem/format
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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).
Infobox references

Hemorphin-4 is an endogenous opioid peptide of the hemorphin family which possesses antinociceptive properties and is derived from the β-chain of hemoglobin in the bloodstream.[1][2] It is a tetrapeptide with the amino acid sequence Tyr-Pro-Trp-Thr. Hemorphin-4 has affinities for the μ-, δ-, and 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. ^ Brantl V, Gramsch C, Lottspeich F, Mertz R, Jaeger KH, Herz A (June 1986). "Novel opioid peptides derived from hemoglobin: hemorphins". European Journal of Pharmacology 125 (2): 309–10. PMID 3743640. doi:10.1016/0014-2999(86)90044-0. 
  2. ^ Davis TP, Gillespie TJ, Porreca F (1989). "Peptide fragments derived from the beta-chain of hemoglobin (hemorphins) are centrally active in vivo". Peptides 10 (4): 747–51. PMID 2587417. doi:10.1016/0196-9781(89)90107-1. 
  3. ^ a b Liebmann C, Schrader U, Brantl V (August 1989). "Opioid receptor affinities of the blood-derived tetrapeptides hemorphin and cytochrophin". European Journal of Pharmacology 166 (3): 523–6. PMID 2553436. doi:10.1016/0014-2999(89)90368-3. 
  4. ^ Erchegyi J, Kastin AJ, Zadina JE (1992). "Isolation of a novel tetrapeptide with opiate and antiopiate activity from human brain cortex: Tyr-Pro-Trp-Gly-NH2 (Tyr-W-MIF-1)". Peptides 13 (4): 623–31. PMID 1359507. doi:10.1016/0196-9781(92)90165-Y. 
  5. ^ Lantz I, Glämsta EL, Talbäck L, Nyberg F (August 1991). "Hemorphins derived from hemoglobin have an inhibitory action on angiotensin converting enzyme activity". FEBS Letters 287 (1-2): 39–41. PMID 1652464. doi:10.1016/0014-5793(91)80011-Q. 
  6. ^ Benuck M, Berg MJ, Marks N (1982). "Separate metabolic pathways for Leu-enkephalin and Met-enkephalin-Arg(6)-Phe(7) degradation by rat striatal synaptosomal membranes". Neurochemistry International 4 (5): 389–96. PMID 20487892. doi:10.1016/0197-0186(82)90081-X. 


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