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Substrate stereospecificity in oxidation of (25S)-3 alpha, 7 alpha, 12 alpha-trihydroxy-5 beta-cholestanoyl-CoA by peroxisomal trihydroxy-5 beta-cholestanoyl-CoA oxidase.

作者信息

Pedersen J I, Veggan T, Björkhem I

机构信息

Institute for Nutrition Research, School of Medicine, University of Oslo, Norway.

出版信息

Biochem Biophys Res Commun. 1996 Jul 5;224(1):37-42. doi: 10.1006/bbrc.1996.0981.

DOI:10.1006/bbrc.1996.0981
PMID:8694830
Abstract

Partly purified 3 alpha, 7 alpha, 12 alpha-trihydroxy-5 beta-cholestanoyl-CoA oxidase from rabbit liver peroxisomes was found to convert the 25S- but not the 25R diastereoisomer of 3 alpha, 7 alpha, 12 alpha-trihydroxy-5 beta-cholestan-27-oyl-CoA into (24E)-3 alpha, 7 alpha, 12 alpha-trihydroxy-5 beta-cholest-24-en-27-oic acid. In the presence of a peroxisomal THCA-CoA racemase, however, also the 25R isomer was oxidized. Since the mitochondrial steroid-27-hydroxylase, responsible for formation of THCA, is 25R specific a racemase seems to be obligatory for formation of cholic acid by the normal peroxisomal-dependent pathway.

摘要

相似文献

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Stereospecific formation of (24E)-3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholest-24-en-26-oic acid and (24R,25S)-3 alpha,7 alpha,12 alpha,24-tetrahydroxy-5 beta-cholestan-26-oic acid from either (25R)- or (25S)-3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholestan-26-oic acid by rat liver homogenate.大鼠肝脏匀浆从(25R)-或(25S)-3α,7α,12α-三羟基-5β-胆甾烷-26-酸立体特异性形成(24E)-3α,7α,12α-三羟基-5β-胆甾-24-烯-26-酸和(24R,25S)-3α,7α,12α,24-四羟基-5β-胆甾烷-26-酸。
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Configuration of the 3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholest-24-enoic acid, an intermediate in the peroxisomal conversion of 3 alpha,7 alpha,12-trihydroxy-5 beta-cholestanoic acid to cholic acid in rat liver.
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