BIOPEP-UWM: Report

ID 2573
Name Precursor of vasopressin
sequence
CYFQNCPRGG
Function:
Precursor of neuropeptide
 
Number of residues
10
Activity code
ne
Activity :
neuropeptide
Chemical mass 1144.2830 Monoisotopic mass 1143.4575
EC50 :
0.00 µM


Bibliographic data:
Authors
Hruby V. J., Chow M., Smith D. D.
Title
Conformational and structural considerations in oxitocin-receptor binding and biological activity. Annu. Rev. Pharmacol. Toxicol., 30, 501-534 (1990)
Year Source
1990 Journal


Additional information:
BIOPEP-UWM database of bioactive peptides

SMILES: N[C@@]([H])(CS)C(=O)N[C@@]([H])(Cc1ccc(O)cc1)C(=O)N[C@@]([H])(Cc1ccccc1)C(=O)N[C@@]([H])(CCC(=O)N)C(=O)N[C@@]([H])(CC(=O)N)C(=O)N[C@@]([H])(CS)C(=O)N1[C@@]([H])(CCC1)C(=O)N[C@@]([H])(CCCNC(=N)N)C(=O)NCC(=O)NCC(=O)O

InChI=1S/C48H69N15O14S2/c49-28(23-78)40(70)59-31(19-26-10-12-27(64)13-11-26)44(74)60-32(18-25-6-2-1-3-7-25)43(73)57-30(14-15-36(50)65)42(72)61-33(20-37(51)66)45(75)62-34(24-79)47(77)63-17-5-9-35(63)46(76)58-29(8-4-16-54-48(52)53)41(71)56-21-38(67)55-22-39(68)69/h1-3,6-7,10-13,28-35,64,78-79H,4-5,8-9,14-24,49H2,(H2,50,65)(H2,51,66)(H,55,67)(H,56,71)(H,57,73)(H,58,76)(H,59,70)(H,60,74)(H,61,72)(H,62,75)(H,68,69)(H4,52,53,54)/t28-,29-,30-,31-,32-,33-,34-,35-/m0/s1

InChIKey: CPUMTTGYTMPHJF-DZCXQCEKSA-N


The active form is C-terminal amide group instead of C-terminal glycine residue.

Peptide is the precursor of vasopressin (ID 2572 in BIOPEP-UWM database of bioactive peptides).

Reviews concerning C-terminal amidation of peptides:

Bradbury A. F., Smyth D. G., 1991, Peptide amidation. Trends Biochem. Sci., 16, 112-115

Merkler D. J., 1994, C-terminal amidated peptides: production by the in vitro enzymatic amidation of glycine-extended peptides and the importance of the amide to bioactivity. Enzyme Microb. Technol., 16, 450-456


Database reference: