PMID:2405852

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Citation

Flynn, GA and Ash, RJ (1990) The chiral synthesis and biochemical properties of electron rich phenolic sulfoxide analogs of sparsomycin. Biochem. Biophys. Res. Commun. 166:673-80

Abstract

A novel route to activated phenolic sulfoxide analogs of sparsomycin has been developed. These analogs display an enhanced "preincubation effect" as inhibitors of peptide-bond formation. This time-dependent component of inhibition, which is postulated to result from an enzyme-mediated Pummerer rearrangement, is the dominant route to inhibition in these activated analogs.

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Keywords

Acyltransferases/antagonists & inhibitors; Antibiotics, Antineoplastic/chemical synthesis; Computer Graphics; Escherichia coli; Models, Molecular; Peptide Chain Elongation, Translational/drug effects; Peptidyl Transferases/antagonists & inhibitors; Puromycin/metabolism; Ribosomes/drug effects; Sparsomycin/analogs & derivatives; Sparsomycin/chemical synthesis; Sparsomycin/pharmacology; Stereoisomerism; Structure-Activity Relationship

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