Wistuba D, Nowotny H P, Träger O, Schurig V
Institut für Organische Chemie der Universität, Tübingen, Federal Republic of Germany.
Chirality. 1989;1(2):127-36. doi: 10.1002/chir.530010206.
The enantioselectivity of the in vitro conversion of simple prochiral and chiral aliphatic alkenes into oxiranes by liver microsomes of untreated or induced (phenobarbital) rats, of untreated or induced (phenobarbital, benzo[a] pyrene) mice, and of humans was determined by complexation gas chromatography. The enantiomeric excess (ee) of the epoxides extends from 0 (trimethyloxirane) to 50% (ethyloxirane). The configuration (R or S) of the enantiomers formed in excess is consistent for homologous oxiranes but is species dependent and in some cases influenced by enzyme induction. Enantioselectivity differences of aliphatic alkene epoxidation by human liver microsomes of four individuals are negligible.
采用络合气相色谱法测定了未处理或经诱导（苯巴比妥）的大鼠、未处理或经诱导（苯巴比妥、苯并[a]芘）的小鼠以及人类的肝微粒体将简单前手性和手性脂肪族烯烃体外转化为环氧乙烷的对映选择性。环氧化物的对映体过量（ee）范围从0（三甲基环氧乙烷）到50%（乙基环氧乙烷）。过量形成的对映体的构型（R或S）对于同系环氧乙烷是一致的，但取决于物种，并且在某些情况下受酶诱导的影响。四个人类肝微粒体对脂肪族烯烃环氧化的对映选择性差异可忽略不计。
