INFLUENCES OF REACTION CONDITIONS ON THE ENANTIOSELECTIVE TRANSESTERIFICATION USING PSEUDOMONAS-CEPACIA LIPASE
INFLUENCES OF REACTION CONDITIONS ON THE ENANTIOSELECTIVE TRANSESTERIFICATION USING PSEUDOMONAS-CEPACIA LIPASE
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DOI：
10.1016/s0957-4166(00)86150-9
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发表时间：
1991-01-01
影响因子：
--
通讯作者：
SCHUGERL, K
中科院分区：
文献类型：
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作者：
BORNSCHEUER, U;SCHAPOHLER, S;SCHUGERL, K
研究了不同反应条件对洋葱假单胞菌脂肪酶（PCL）催化几种手性烯丙醇（2-（1-羟乙基）丙烯腈和一些密切相关的化合物）酯化的影响。 这些化合物可能是合成抗生素尼可霉素的前体。 反应温度的升高导致最终转化率增加、反应的对映选择性降低以及脂肪酶的残余活性降低。 PCL 具有热稳定性，在 100 摄氏度下具有超过 100 小时的催化活性。 用作共底物的酯的酰基链长的变化对转化率只有很小的影响。 正如预期的那样，合成过程中产生的醇对反应进程具有强烈的负面影响。 PCL 对一些测试的烯丙醇表现出很强的底物选择性。 对映选择性随底物的不同而变化。
The influences of different reaction conditions on Pseudomonas cepacia lipase (PCL) catalyzed esterification of several chiral allylic alcohols (2-(1-hydroxy-ethyl)acrylonitrile and some closely related compounds) have been investigated. These compounds are possible precursors in the synthesis of the antibiotic Nyccomycin. An increase in the reaction temperature led to an increased final conversion, decreased enantioselectivity of the reaction, and a reduction of the residual activity of the lipase. PCL is thermostable and catalytically active for more than 100 hours at 100-degrees-C. Variation of the chain length of the acyl group of the esters used as cosubstrates had only a small influence on the conversion. As expected, the alcohol generated during the synthesis had a strong negative influence on the progress of the reaction. PCL showed strong substrate selectivity for some of the tested allylic alcohols. The enantioselectivity changed from substrate to substrate.