Blée E, Schuber F
Institut de Biologie Moléculaire des Plantes (CNRS UPR 406), Institut de Botanique, Strasbourg, France.
Eur J Biochem. 1995 May 15;230(1):229-34. doi: 10.1111/j.1432-1033.1995.tb20555.x.
Soybean fatty acid epoxide hydrolase (EC 3.3.2.3) was found to possess remarkable and unique stereochemical features. After complete hydrolysis, this enzyme converts racemic or enantiomerically enriched cis-9,10-epoxy-12(Z)-octadecenoic and cis-12,13-epoxyocta-9(Z)-decenoic acids, i.e. the two regioisomers of linoleic acid monoepoxides, into their corresponding 9R, 10R- and 12R, 13R-dihydrodiols with a high enantiomeric excess (> 90%). A straightforward chiral-phase HPLC technique was developed that gives an easy access to the stereochemistry of these reaction products. These results are discussed in terms of a possible model for the substrate binding site of this enzyme.
大豆脂肪酸环氧化物水解酶（EC 3.3.2.3）具有显著且独特的立体化学特征。完全水解后，该酶将外消旋或对映体富集的顺式-9,10-环氧-12(Z)-十八碳烯酸和顺式-12,13-环氧-9(Z)-十八碳烯酸，即亚油酸单环氧化物的两种区域异构体，转化为其相应的9R, 10R-和12R, 13R-二氢二醇，对映体过量率很高（> 90%）。开发了一种直接的手性相高效液相色谱技术，可轻松确定这些反应产物的立体化学结构。根据该酶底物结合位点的可能模型对这些结果进行了讨论。
