The oxidation products of crude mesobilirubinogen.
The oxidation products of crude mesobilirubinogen.
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粗中胆红素原的氧化产物。
DOI：
10.1042/bj1170271
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发表时间：
1970
期刊：
影响因子：
--
通讯作者：
C. Gray
中科院分区：
文献类型：
--
作者：
M. Stoll;C. Gray
胆色素酯采用升液色谱法分离。表面上纯的色素，通过氯化铁氧化粗中胆红素原获得，来自商业胆红素与钠汞齐还原，被证明是复杂的混合物。在乙酸甲酯-丙酸甲酯-二氯甲烷-四氯化碳（体积比1：1：1：1）中，在硅胶上连续色谱分离它们的二甲酯，乙基甲基酮-1，2-二氯乙烷（1：2，v/v）和苯-乙醇（100：3，v/v）显示出两种主要的蓝色颜料（verdins）、六种主要的紫色颜料（violin）和一种红色颜料（rhodin）以及许多次要组分。由中胆红素经碘水溶液脱氢制得的i-尿胆素二甲酯在硅胶-硅藻土（3：1，w/w）/苯-乙醇（25：2，v/v）中拆分为3个主要组分和至少4个次要组分。这些颜料的化学性质通过氧化、可见和紫外光谱、质谱和核磁共振进行了研究。光谱法证据表明还原过程中胆红素发生异常重排，导致形成III α和XIII α异构体。也可以形成中胆固醇IX α和i-尿胆素IX α的异构体形式。
Bile pigment esters were separated by ascending t.l.c. Apparently pure pigments, obtained by ferric chloride oxidation of crude mesobilirubinogen, derived from commercial bilirubin by reduction with sodium amalgam, were shown to be complex mixtures. Successive chromatography of their dimethyl esters on silica gel in methyl acetate-methyl propionate-dichloromethane-carbon tetrachloride (1:1:1:1, by vol.), ethyl methyl ketone-1,2-dichloroethane (1:2, v/v) and benzene-ethanol (100:3, v/v) revealed two major blue pigments (verdins), six major violet pigments (violins) and a red pigment (rhodin) together with numerous minor components. i-Urobilin dimethyl ester, prepared from mesobilirubinogen by dehydrogenation with aqueous iodine, was resolved into three major and at least four minor components on silica gel-kieselguhr (3:1, w/w) in benzene-ethanol (25:2, v/v). The chemical nature of these pigments was investigated by oxidation, by visible and u.v. spectroscopy, by mass spectrometry and by n.m.r. spectrometry. The evidence suggests unusual rearrangement of bilirubin during reduction leading to the formation of IIIalpha and XIIIalpha isomers. Isomeric forms of mesobiliviolin IXalpha and of i-urobilin IXalpha may also be formed.