Rational design of an L-histidine-derived minimal artificial acylase for the kinetic resolution of racemic alcohols
Rational design of an L-histidine-derived minimal artificial acylase for the kinetic resolution of racemic alcohols
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DOI：
10.1021/ja045850j
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发表时间：
2004-10-06
影响因子：
15
通讯作者：
Akakura, M
中科院分区：
文献类型：
--
作者：
Ishihara, K;Kosugi, Y;Akakura, M
本通讯描述了反组氨酸衍生的最小人工酰化酶的合理设计。我们的新型人工酰基酶n -（2,4,6-三异丙基苯磺酰）-π(Me)-l-组氨酸的叔丁基二苯基硅醚是一种简单的小分子（分子量= 660），仅含一个手性碳中心，来源于天然组氨酸。该化合物对外消旋仲醇的动力学酰化反应显示，anS（kfast/kslow）值高达93。开发了一种可重复使用的聚苯乙烯结合人工酰化酶，以检验其实用性。
This communication describes the rational design of anl-histidine-derived minimal artificial acylase. Our new artificial acylase,tert-butyldiphenylsilyl ether ofN-(2,4,6-triisopropylbenzenesulfonyl)-π(Me)-l-histidinol, is a simple and small molecule (molecular weight = 660) that contains only one chiral carbon center that originates from naturall-histidine. The kinetic acylation of racemic secondary alcohols induced by this compound showed anS(kfast/kslow) value of up to 93. A reusable polystyrene-bound artificial acylase was also developed to examine its practical usability.