Hatzakis Nikos S, Smonou Ioulia
Department of Chemistry, University of Crete, Iraklion 71409, Crete, Greece.
Bioorg Chem. 2005 Aug;33(4):325-37. doi: 10.1016/j.bioorg.2005.05.002.
A new asymmetric transesterification of secondary alcohols catalyzed by feruloyl esterase from Humicola insolens has been found. Although alcohols are not the natural substrates for this enzyme, a high R enantioselectivity was observed. Stereochemical studies showed that variations in substrate structure lead to strong variations in enantioselectivity. The highest enantioselectivities are obtained when the beta-carbon of the secondary alcohol is tertiary or quaternary.
已发现一种由特异腐质霉阿魏酸酯酶催化的新型仲醇不对称酯交换反应。尽管醇类并非该酶的天然底物,但仍观察到了较高的R对映选择性。立体化学研究表明,底物结构的变化会导致对映选择性的强烈变化。当仲醇的β-碳为叔碳或季碳时,可获得最高的对映选择性。