Chloroalanyl and propargylglycyl dipeptides. Suicide-substrate-containing antibacterials

KS Cheung, SA Wasserman, E Dudek…

Index: Cheung, Kam Sing; Wasserman, Steven A.; Dudek, Edward; Lerner, Stephen A.; Johnston, Michael Journal of Medicinal Chemistry, 1983 , vol. 26, # 12 p. 1733 - 1741

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Citation Number: 30

Abstract

A set of dipeptides containing the amino acid residues P-chloroalanine and propargylglycine, which are mechanism-based inactivators of purified microbial enzymes (alanine racemase and cystathionine y-synthase, respectively), have been synthesized, and their antibacterial properties in vitro have been evaluated. Dipeptides containing a single 0- chloro-L-alanyl residue (eg, 3, 5, 9, and 10) or a single L-propargylglycyl residue (eg, 12 ...