Ontology highlight
ABSTRACT:
SUBMITTER: Johnston JB
PROVIDER: S-EPMC3376231 | biostudies-literature | 2012 Jul
REPOSITORIES: biostudies-literature
Johnston Jonathan B JB Singh Arti A AA Clary Anaelle A AA Chen Chiung-Kuan CK Hayes Patricia Y PY Chow Sharon S De Voss James J JJ Ortiz de Montellano Paul R PR
Bioorganic & medicinal chemistry 20120511 13
We report the synthesis and evaluation of a series of cholesterol side-chain analogs as mechanistic probes of three important Mycobacterium tuberculosis cytochrome P450 enzymes that selectively oxidize the ω-position of the methyl-branched cholesterol side-chain. To probe the structural requirements for the thermodynamically disfavored ω-regiospecificity we compared the binding of these substrate analogs to each P450, determined the turnover rates, and characterized the enzymatic products. The r ...[more]