BIOPEP-UWM: Report

ID 3077
Name hirudin (54-65)
sequence
GDFEEIPEEYLQ

Function:
Inhibitor of fibrin clotting
 
Number of residues
12
Activity code
at
Activity :
antithrombotic
Chemical mass 1468.5130 Monoisotopic mass 1467.6382
IC50 :
3.70 µM



Bibliographic data:
Authors
Payne M. H., Krstenansky J. L., Yates M. T., Mao S. J.
Title
Positional effects of sulfation in hirudin and hirudin PA related anticoagulant peptides. J. Med. Chem., 34, 1184-1187, 1991
Year Source
1991 Journal



Additional information:
BIOPEP-UWM database of bioactive peptides

SMILES: [H][C@@](CCC(N)=O)(NC(=O)[C@]([H])(CC(C)C)NC(=O)[C@]([H])(Cc1ccc(O)cc1)NC(=O)[C@]([H])(CCC(O)=O)NC(=O)[C@]([H])(CCC(O)=O)NC(=O)[C@]1([H])CCCN1C(=O)[C@@]([H])(NC(=O)[C@]([H])(CCC(O)=O)NC(=O)[C@]([H])(CCC(O)=O)NC(=O)[C@]([H])(Cc1ccccc1)NC(=O)[C@]([H])(CC(O)=O)NC(=O)CN)[C@@H](C)CC)C(O)=O

InChI=1S/C66H93N13O25/c1-5-34(4)55(78-59(96)41(21-26-53(89)90)71-56(93)38(18-23-50(83)84)72-61(98)44(29-35-10-7-6-8-11-35)77-63(100)46(31-54(91)92)69-49(82)32-67)65(102)79-27-9-12-47(79)64(101)73-40(20-25-52(87)88)57(94)70-39(19-24-51(85)86)58(95)76-45(30-36-13-15-37(80)16-14-36)62(99)75-43(28-33(2)3)60(97)74-42(66(103)104)17-22-48(68)81/h6-8,10-11,13-16,33-34,38-47,55,80H,5,9,12,17-32,67H2,1-4H3,(H2,68,81)(H,69,82)(H,70,94)(H,71,93)(H,72,98)(H,73,101)(H,74,97)(H,75,99)(H,76,95)(H,77,100)(H,78,96)(H,83,84)(H,85,86)(H,87,88)(H,89,90)(H,91,92)(H,103,104)/t34-,38-,39-,40-,41-,42-,43-,44-,45-,46-,47-,55-/m0/s1

InChIKey=ZNEKMMIWGPUTGR-SQJOKQRMSA-N


Another reference concerning peptide bioactivity:
Kikuchi T., 1996, Prediction of location of active sites in biologically active peptides. J. Protein Chem.,15, 539-545


Inhibitor of hirudin-induced neutrophil chemotaxis according to the PepBank database



Database reference:
ChEMBL: ID CHEMBL411059

ChemSpider: ID 17295344

J-GLOBAL: ID 200907020416760498

Nikkaji: ID J378.864D

PepBank: peptide GDFEEIPEEYLQ

PubChem: CID 16138839