Dose-dependent stereoselectivity in the formation of mercapturic acids from cyclohexene oxide by the rat.
Dose-dependent stereoselectivity in the formation of mercapturic acids from cyclohexene oxide by the rat.
复制标题
大鼠从环己烯氧化物形成硫醇酸的剂量依赖性立体选择性。
DOI：
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发表时间：
1981
影响因子：
3.9
通讯作者：
J. Cauvet
中科院分区：
文献类型：
--
作者：
P. van Bladeren;D. Breimer;C. J. Seghers;N. Vermeulen;A. van der Gen;J. Cauvet
Rats dosed with cyclohexene oxide excreted only two of the four possible isomeric N-acetyl-S-2-hydroxycyclohexyl-L-cysteines, the two diastereoisomers of N-acetyl-S-(trans-2-hydroxycyclohexyl)-L-cysteine. No trace of the corresponding two cis-2-hydroxy compounds was found by use of 1-HNMR, 13-CNMR, or GLC methods. A rapid and selective GLC method was developed to assay the ratio and concentrations of the two trans-mercapturic acids. Up to a dose of 0.5 mmol of cyclohexene oxide per rat, 21 +/- 4% of the dose was excreted as mercapturic acid. At higher doses the amount of mercapturic acid excreted remained constant, presumably because of the exhaustion of the glutathione supply in the body. The ratio of trans-diastereoisomers was found to vary from 6:1 at low doses to 3:1 at high dose, implying that the formation of mercapturic acids initially occurs with a high degree of stereoselectivity.
