Synthesis and evaluation of 2-benzyl-3-hydroxybutanoic acid as inhibitor for carboxypeptidase A
نویسندگان
چکیده
2-Benzyl-3-hydroxybutanoic acid(1) was prepared starting with acetoacitic ester following benzylation, reduction using sodium dithionite and hydrolysis under alkaline condition. The inhibitory kinetic evaluation showed that 1(Ki =107μM) is potent than 2-benzyl-3-hydroxypropanoic acid(Ki =610μM) as inhibitor for carboxypeptidase A, suggesting that introducing of a methyl group at the β-position of a inhibitor with weak zinc ligating moiety such as hydroxyl group to improve potency of inhibitor to CPA is possible.
منابع مشابه
Nitro as a novel zinc-binding group in the inhibition of carboxypeptidase A.
2-Substituted 3-nitropropanoic acids were designed and synthesized as inhibitors against carboxypeptidase A (CPA). (R)-2-Benzyl- 3-nitropropanoic acid showed a potent inhibition against CPA (K(i)=0.15 microM). X-ray crystallography discloses that the nitro group well mimics the transition state occurred in the hydrolysis catalyzed by CPA, that is, an O,O'-bidentate coordination to the zinc ion ...
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