Inhibition of mitochondrial cholesterol side-chain cleavage by structural analogs of cholesterol sulfate.
Cholesterol sulfate inhibits cholesterol side-chain cleavage in adrenal mitochondria. In this study, analogs of cholesterol sulfate were evaluated for their ability to inhibit steroidogenesis. Structural requirements for inhibitory activity included a planar A-B ring junction, an intact side chain, and a 3 beta-ester group containing a single negative charge. This structural specificity argues against cholesterol sulfate acting solely as a membrane perturbing agent or a detergent, and also differs in some features from the specificity for binding to cytochrome P-450scc.
Robertson
D G
DG
Department of Medicine, Emory University School of Medicine, Atlanta, Georgia 30322.
Perry
D
D
Lambeth
J D
JD
D000311:Adrenal Glands / Q000378:metabolism / Q000648:ultrastructure; D000818:Animals; D002784:Cholesterol / Q000378:metabolism*; D002788:Cholesterol Esters / Q000737:chemistry / Q000494:pharmacology*; D002786:Cholesterol Side-Chain Cleavage Enzyme / Q000378:metabolism; D008297:Male; D008928:Mitochondria / Q000378:metabolism*; D015394:Molecular Structure; D051381:Rats; D011919:Rats, Inbred Strains
D002788:Cholesterol Esters; D002784:Cholesterol; D002786:Cholesterol Side-Chain Cleavage Enzyme; C007045:cholesteryl sulfate