Angiotensin-converting enzyme inhibitors: importance of the amide carbonyl of mercaptoacyl amino acids for hydrogen bonding to the enzyme

…, DE Ryono, JA Reid, R Neubeck, M Puar…

Index: Condon; Petrillo Jr.; Ryono; Reid; Neubeck; Puar; Heikes; Sabo; Losee; Cushman; Ondetti Journal of Medicinal Chemistry, 1982 , vol. 25, # 3 p. 250 - 258

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Citation Number: 45

Abstract

A series of mercaptoacyl amino acids and related compounds was synthesized and evaluated for inhibition of angiotensin-converting enzyme (ACE) in order to determine the nature and importance of the putative interaction between ACE and the amide moiety of inhibitors such as captopril (3-mercapto-2-methylpropanoyl-~-proline). It was concluded that the interaction involves a hydrogen bond from a donor site on ACE to the oxygen of the ...