BOP   Click here for help

GtoPdb Ligand ID: 12045

Synonyms: compound 2 [PMID: 24363056] | compound 3 [PMID: 12033947] | N-(Benzenesulfonyl)-L-prolyl-L-O-(1-pyrrolidinylcarbonyl)tyrosine
Comment: This modified dipeptide is used as an antagonist of the α9β1 and α4β1 integrins functions [1-2]. It is used experimentally as the sodium salt.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Click here for help
Canonical SMILES OC(=O)[C@H](Cc1ccc(cc1)OC(=O)N1CCCC1)NC(=O)[C@@H]1CCCN1S(=O)(=O)c1ccccc1
Isomeric SMILES OC(=O)[C@H](Cc1ccc(OC(=O)N2CCCC2)cc1)NC(=O)[C@@H]1CCCN1S(=O)(=O)c1ccccc1
InChI InChI=1S/C25H29N3O7S/c29-23(22-9-6-16-28(22)36(33,34)20-7-2-1-3-8-20)26-21(24(30)31)17-18-10-12-19(13-11-18)35-25(32)27-14-4-5-15-27/h1-3,7-8,10-13,21-22H,4-6,9,14-17H2,(H,26,29)(H,30,31)/t21-,22-/m0/s1
1. Cao B, Hutt OE, Zhang Z, Li S, Heazlewood SY, Williams B, Smith JA, Haylock DN, Savage GP, Nilsson SK. (2014)
Design, synthesis and binding properties of a fluorescent α₉β₁/α₄β₁ integrin antagonist and its application as an in vivo probe for bone marrow haemopoietic stem cells.
Org Biomol Chem, 12 (6): 965-78. [PMID:24363056]
2. Pepinsky RB, Mumford RA, Chen LL, Leone D, Amo SE, Riper GV, Whitty A, Dolinski B, Lobb RR, Dean DC et al.. (2002)
Comparative assessment of the ligand and metal ion binding properties of integrins alpha9beta1 and alpha4beta1.
Biochemistry, 41 (22): 7125-41. [PMID:12033947]