| Identification | Back Directory | [Name]
PRESSINOIC ACID | [CAS]
35748-51-7 | [Synonyms]
1-6-Oxytocin, 3-L-phenylalanine- (9CI)
L-Cys(1)-L-Tyr-L-Phe-L-Gln-L-Asn-L-Cys(1)-OH
H-Cys-Tyr-Phe-Gln-Asn-Cys-OH, (Disulfide bond) | [Molecular Formula]
C33H42N8O10S2 | [MOL File]
35748-51-7.mol | [Molecular Weight]
774.86 |
| Hazard Information | Back Directory | [Uses]
Pressinoic Acid is a synthetic hexapeptide with potent corticotrophin-releasing activity. Pressinoic Acid is also an oxytocin inhibitor; it induces maternal behavior. | [Enzyme inhibitor]
This cyclic hexapeptide (FW = 774.86 g/mol; CAS 35748-51-7) corresponds to the N-terminal six amino acyl residues of vasopressin. If Phe-3 is replaced with Ile, the resulting cyclic hexapeptide, known as tocinoic acid. is identical to the N-terminal six amino acid residues of oxytocin. Pressinoic acid has no known pressor activity, perhaps as result of the loss of the carboxy-terminal tripeptide and/or the incorrect orientation of the Asn-5 side-chain This hexapeptide also activates pineal acetyl-CoA hydrolase and has a potent corticotrophin-releasing activity. Target(s): serotonin N-acetyltransferase. | [References]
[1] Saffran M, et al. Pressinoic acid: a peptide with potent corticotrophin-releasing activity. Biochem Biophys Res Commun. 1972 Nov 1;49(3):748-51. DOI:10.1016/0006-291x(72)90474-3
[2] Langs DA, et al. Structure of pressinoic acid: the cyclic moiety of vasopressin. Science. 1986 Jun 6;232(4755):1240-2. DOI:10.1126/science.3704648 |
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