Enzymatic side chain cleavage of C-20 alkyl and aryl analogs of (20-S)-20-hydroxycholesterol. Implications for the biosynthesis of pregnenolone
نویسندگان
چکیده
منابع مشابه
Studies on the Biosynthetic Conversion of Cholesterol into Pregnenolone SIDE, CHAIN CLEAVAGE OF SOME 20-p-TOLYL ANALOGS OF CHOLESTEROL AND 20wHYDROXY- CHOLESTEROL*
Some ZO-P-tolyl analogs of ZOa-hydroxycholesterol and cholesterol have been synthesized and tested as precursors of pregnenolone. As in the previously synthesized t-butyl analog, (20R)-20-f-butyl-5-pregnene-3~,20-diol. C-22 in these synthetic compounds is completely substituted and therefore unavailable for biological hydroxylation (1). (20R)-20-(&Tolyl)-5-pregnene-3P,20-diol, I, when incubated...
متن کاملStudies on the Biosynthetic Conversion of Cholesterol into Pregnenolone SIDE CHAIN CLEAVAGE OF A t-BUTYL ANALOG OF ZOa-HYDROXYCHOLESTEROL, (20R)-20-t-BUTYL-3- PREGNENE-SD, 20-DIOL, A COMPOUND COMPLETELY
(20R)-20-f-Butyl-5-pregnene-3/3,20-diol, an analog of 20~ hydroxycholesterol, has been synthesized and its metabolism studied. Since C-22 in this synthetic compound is completely substituted, this position is unavailable for biological oxygenation. When injected intravenously into a rabbit, the t -butyl analog is metabolized to urinary pregnanediol. When incubated with sonicated mitochondria fr...
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ژورنال
عنوان ژورنال: Journal of Biological Chemistry
سال: 1979
ISSN: 0021-9258
DOI: 10.1016/s0021-9258(17)30218-1