Regioselective enzymatic acylation of methyl shikimate.: Influence of acyl chain length and solvent polarity on enzyme specificity

被引：21

作者：

Armesto, N ^{[1
]}

Ferrero, M ^{[1
]}

Fernández, S ^{[1
]}

Gotor, V ^{[1
]}

机构：

[1] Univ Oviedo, Fac Quim, Dept Quim Organ & Inorgan, E-33071 Oviedo, Spain

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 14期

关键词：

D O I：

10.1021/jo025671p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Candida antarctica lipase A (CAL-A) selectively catalyzes the acylation at the secondary C-4 hydroxyl group of methyl shikimate (2), which possesses three secondary hydroxyl groups, the C-3 allylic one being chemically more reactive. The effect both of the acyl group of the acylating agents and of the solvent polarity has been studied. The selectivity of CAL-A is almost complete with acyl donors that possess short chains. However, when acyl donors have longer chains, better results are obtained by C. antarctica lipase B (CAL-B).

引用

页码：4978 / 4981

页数：4

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