BIOPEP-UWM: Report

ID 2836
Name Oxitocin precursor
sequence
CYIQNCPLGG
Function:
Precursor of neuropeptide
 
Number of residues
10
Activity code
ne
Activity :
neuropeptide
Chemical mass 1067.2387 Monoisotopic mass 1066.4560
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:
[H][C@](N)(CS)C(=O)N[C@@]([H])(Cc1ccc(O)cc1)C(=O)N[C@@]([H])([C@@H](C)CC)C(=O)N[C@@]([H])(CCC(N)=O)C(=O)N[C@@]([H])(CC(N)=O)C(=O)N[C@@]([H])(CS)C(=O)N1CCC[C@@]1([H])C(=O)N[C@@]([H])(CC(C)C)C(=O)NCC(=O)NCC(O)=O

InChI=1S/C45H70N12O14S2/c1-5-23(4)37(56-42(68)29(52-38(64)26(46)20-72)16-24-8-10-25(58)11-9-24)44(70)51-27(12-13-33(47)59)40(66)53-30(17-34(48)60)41(67)55-31(21-73)45(71)57-14-6-7-32(57)43(69)54-28(15-22(2)3)39(65)50-18-35(61)49-19-36(62)63/h8-11,22-23,26-32,37,58,72-73H,5-7,12-21,46H2,1-4H3,(H2,47,59)(H2,48,60)(H,49,61)(H,50,65)(H,51,70)(H,52,64)(H,53,66)(H,54,69)(H,55,67)(H,56,68)(H,62,63)/t23-,26-,27-,28-,29-,30-,31-,32-,37-/m0/s1

InChIKey: IJERYDDHJPUKPY-GIISNQDKSA-N



The active form is C-terminal amide, so Gly was added at the C-terminus.

Peptide is the precursor of neuropeptide (ID 2837 in BIOPEP 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: