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5-甲基屈的两个K区域是氧化代谢的位点。

Two K-regions of 5-methylchrysene are sites of oxidative metabolism.

作者信息

Bao Z, Yang S K

出版信息

Biochem Biophys Res Commun. 1986 Dec 15;141(2):734-40. doi: 10.1016/s0006-291x(86)80234-0.

DOI:10.1016/s0006-291x(86)80234-0
PMID:3801024
Abstract

Two K-region trans-dihydrodiols were identified as products formed in the metabolism of 5-methylchrysene by liver microsomes from phenobarbital-treated male Sprague-Dawley rats. These two dihydrodiols were isolated from a mixture of metabolites by reversed-phase and normal-phase high-performance liquid chromatographies. Both K-region dihydrodiols were characterized by ultra-violet, mass, and circular dichroism spectral analyses. Chiral stationary phase high-performance liquid chromatographic analyses indicated that 5-methylchrysene 5,6-dihydrodiol and 11,12-dihydrodiol contain (S,S): (R,R) enantiomer ratios of 2:98 and 12:88, respectively. Although it is a bay-region dihydrodiol, the hydroxyl groups of 5-methylchrysene trans-5,6-dihydrodiol adopt a quasidiequatorial conformation.

摘要

在经苯巴比妥处理的雄性斯普拉格-道利大鼠的肝微粒体对5-甲基屈的代谢过程中,鉴定出两种K区域反式二氢二醇为代谢产物。通过反相和正相高效液相色谱法从代谢物混合物中分离出这两种二氢二醇。通过紫外、质谱和圆二色光谱分析对两种K区域二氢二醇进行了表征。手性固定相高效液相色谱分析表明,5-甲基屈5,6-二氢二醇和11,12-二氢二醇的(S,S):(R,R)对映体比例分别为2:98和12:88。尽管5-甲基屈反式-5,6-二氢二醇是一个湾区二氢二醇,但其羟基采取准双平伏键构象。

相似文献

1
Two K-regions of 5-methylchrysene are sites of oxidative metabolism.5-甲基屈的两个K区域是氧化代谢的位点。
Biochem Biophys Res Commun. 1986 Dec 15;141(2):734-40. doi: 10.1016/s0006-291x(86)80234-0.
2
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The effect of enzyme induction on the stereoselective metabolism of optically pure (-)1R,2R- and (+)1S,2S-dihydroxy-1,2-dihydrobenz-[a]anthracenes to vicinal 1,2-dihydrodiol 3,4-epoxides by rat liver microsomes.酶诱导对大鼠肝微粒体将光学纯的(-)1R,2R-和(+)1S,2S-二羟基-1,2-二氢苯并[a]蒽立体选择性代谢为邻位1,2-二氢二醇3,4-环氧化物的影响。
Carcinogenesis. 1983;4(5):629-38. doi: 10.1093/carcin/4.5.629.

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