(2R)-2-benzyl-3-nitropropanoic acid

(2R)-2-benzyl-3-nitropropanoic acid is a synthetic small molecule characterized by a propanoic acid backbone with a benzyl group at the 2-position and a nitro group at the 3-position. It acts as a potent inhibitor of carboxypeptidase A (CPA), an enzyme involved in proteolysis. The compound functions as a pseudo-transition-state analog inhibitor by mimicking the transition state of CPA-catalyzed hydrolysis; its nitro group coordinates to the zinc ion in CPA's active site and forms hydrogen bonds with key residues, resulting in strong inhibition (K(i) = 0.15 µM). This mechanism suggests potential utility as an experimental tool or lead compound for further drug development targeting metallocarboxypeptidases[5].

Other names

2-benzyl-3-nitropropanoic acid(R)-2-benzyl-3-nitropropanoic acidGCXOTBPCUQHSAO-SECBINFHSA-N