Clayton P T, Muller D P, Lawson A M
Biochem J. 1982 Sep 15;206(3):489-98. doi: 10.1042/bj2060489.
The study was designed to identify 'atypical' bile acids in gastric contents from three neonates with high intestinal obstruction on the basis that this was likely to represent a rich source of primary bile acids. Cholic acid was the major component, and related 'atypical' bile acids included its C-3 and C-7 oxidation products, its 3 beta-epimer and 2 beta- and 6 alpha-hydroxylation products. Allocholic acid was the only 5 alpha-cholanic acid derivative identified. 7 alpha, 12 alpha-Dihydroxy-3-oxochol-4-en-24-oic acid was found in all three specimens and might be an intermediate in a biosynthetic pathway from cholesterol to cholic acid in which side-chain oxidation precedes at least some of the nuclear changes. Side-chain-hydroxylated derivatives of trihydroxycoprostanic acid were also detected and these may represent intermediates in biosynthetic pathways from cholesterol to cholic acid via 5 beta-cholestan-3 alpha, 7 alpha, 12 alpha-triol. The most abundant bile acid of this type was (25 epsilon)-3 alpha, 7 alpha, 12 alpha, 25-tetrahydroxy-5 beta-cholestan-26-oic acid, which suggested that C-25 hydroxylation may be an important step in the shortening of the C8 side chain of the cholestane triol to the C5 side chain of cholic acid in the neonatal period. Bile acids lacking a substituent at C-12 included chenodeoxycholic acid, its C-3 and C-7 oxidation products, its 3 beta-epimer and its 6 alpha-hydroxylation product (hyocholic acid).
该研究旨在从三名患有高位肠梗阻的新生儿的胃内容物中鉴定“非典型”胆汁酸,因为这可能是初级胆汁酸的丰富来源。胆酸是主要成分,相关的“非典型”胆汁酸包括其C-3和C-7氧化产物、其3β-差向异构体以及2β-和6α-羟基化产物。别胆酸是唯一鉴定出的5α-胆烷酸衍生物。在所有三个样本中均发现了7α,12α-二羟基-3-氧代胆-4-烯-24-酸,它可能是胆固醇到胆酸生物合成途径中的一个中间体,其中侧链氧化至少先于一些核变化。还检测到了三羟基粪甾烷酸的侧链羟基化衍生物,这些可能代表了从胆固醇通过5β-胆甾烷-3α,7α,12α-三醇到胆酸生物合成途径中的中间体。这类中最丰富的胆汁酸是(25ε)-3α,7α,12α,25-四羟基-5β-胆甾烷-26-酸,这表明C-25羟基化可能是新生儿期胆甾烷三醇的C8侧链缩短为胆酸的C5侧链的重要步骤。在C-12处缺乏取代基的胆汁酸包括鹅去氧胆酸、其C-3和C-7氧化产物、其3β-差向异构体及其6α-羟基化产物(猪胆酸)。