CONFIGURATIONAL ASSIGNMENT OF 5BETA-CHOLESTANE-3ALPHA, 7ALPHA, 12ALPHA, 23, 25-PENTOL EXCRETED BY PATIENTS WITH CEREBROTENDINOUS XANTHOMATOSIS (A CIRCULAR-DICHROISM STUDY)

被引：21
作者：
DAYAL, B
TINT, GS
SHEFER, S
SALEN, G
机构：
[1] CABRINI HLTH CARE CTR, NEW YORK, NY 10003 USA
[2] VET ADM HOSP, E ORANGE, NJ 07019 USA
来源：
STEROIDS | 1979年 / 33卷 / 03期
关键词：
D O I：
10.1016/0039-128X(79)90009-6
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
The absolute configuration of the C27 pentahydroxy bile alcohol present in bile and feces of 2 patients with cerebrotendinous xanthomatosis (CTX) was determined by circular dichroism (CD) spectroscopy. Under anhydrous conditions CD spectra of 5.beta.-cholestane-3.alpha.,7.alpha.,12.alpha.,23,25-pentol in the presence of Eu(fod)3 [tris(1,1,1,2,2,3,3-hepta fluoro-7,7-dimethyl-octane-4,6-dionato) europium (III)] exhibited a large induced split Cotton effect at .apprx. 310 nm. The induced CD of 5.beta.-cholestane-3.alpha.,7.alpha.,12.alpha.,23,25-pentol with Eu(fod)3 suggests that the CTX bile alcohol has the 1,3 glycol structure with C 23 having the R configuration.
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页码：327 / 338
页数：12
相关论文
共 12 条
[1]   OXIDATION OF 5BETA-CHOLESTANE-3ALPHA,7ALPHA,12ALPHA-TRIOL BY RAT LIVER MICROSOMES [J].
CRONHOLM, T ;
JOHANSSO.G .
EUROPEAN JOURNAL OF BIOCHEMISTRY, 1970, 16 (02) :373-&
[2]  
DAYAL B, 1976, J LIPID RES, V17, P74
[3]  
DAYAL B, 1978, J LIPID RES, V19, P187
[4]   COMPARATIVE BIOCHEMICAL STUDIES OF BILE-ACIDS AND BILE ALCOHOLS .5. IDENTIFICATION OF (23S)-5-BETA-CHOLESTANE-3-ALPHA, 7ALPHA, 12ALPHA, 23, 25-PENTOL IN CEREBROTENDINOUS XANTHOMATOSIS [J].
HOSHITA, T ;
YASUHARA, M ;
KIHIRA, K ;
KURAMOTO, T .
STEROIDS, 1976, 27 (05) :657-664
[5]  
Nakanishi K., 1971, Journal of the Chemical Society D: Chemical Communications, P1235
[6]  
NAKANISHI K, 1974, NATURAL PRODUCTS CHE, V1, P28
[7]   METABOLISM OF CHOLESTANOL, CHOLESTEROL, AND BILE-ACIDS IN CEREBROTENDINOUS XANTHOMATOSIS [J].
SALEN, G ;
GRUNDY, SM .
JOURNAL OF CLINICAL INVESTIGATION, 1973, 52 (11) :2822-2835
[8]   BILE ALCOHOL METABOLISM IN MAN - CONVERSION OF 5-BETA-CHOLESTANE-3-ALPHA,7-ALPHA,12-ALPHA,25-TETROL TO CHOLIC ACID [J].
SALEN, G ;
SHEFER, S ;
SETOGUCHI, T ;
MOSBACH, EH .
JOURNAL OF CLINICAL INVESTIGATION, 1975, 56 (01) :226-231
[9]   BIOCHEMICAL ABNORMALITY IN - CEREBROTENDINOUS XANTHOMATOSIS - IMPAIRMENT OF BILE-ACID BIOSYNTHESIS ASSOCIATED WITH INCOMPLETE DEGRADATION OF CHOLESTEROL SIDE-CHAIN [J].
SETOGUCHI, T ;
SALEN, G ;
TINT, GS ;
MOSBACH, EH .
JOURNAL OF CLINICAL INVESTIGATION, 1974, 53 (05) :1393-1401
[10]  
SHEFER S, 1975, J LIPID RES, V16, P280
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