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Baeyer-Villiger单加氧酶在有机合成中的应用
引用本文:姜标,罗军,黄浩,陈颖,李祖义. Baeyer-Villiger单加氧酶在有机合成中的应用[J]. 有机化学, 2005, 25(10): 1198-1207
作者姓名:姜标  罗军  黄浩  陈颖  李祖义
作者单位:中国科学院上海有机化学研究所,上海,200032
基金项目:国家自然科学基金,国家重点基础研究发展计划(973计划),国家高技术研究发展计划(863计划)
摘    要:综述了Baeyer-Villiger单加氧酶在有机合成中的应用.较之传统的化学反应, 氧化酶催化剂反应有较好的选择性、可控性和经济性. 环己酮加氧酶是一种还原型辅酶I (NADPH)依赖型氧化酶, 是最早被报道能够催化Baeyer-Villiger氧化的酶. 这些重要反应产生了合成化学家很感兴趣的扩环产物. 环己酮加氧酶也是有用的生物催化剂, 由于辅酶再生的问题已被工程菌克服了, 所以能像全细胞催化剂那样使用. 对酮包括杂环酮进行Baeyer-Villiger氧化和动态动力学拆分, 放大这种反应作为合成路线是很有前途的.

关 键 词:Baeyer-Villiger氧化  单加氧酶  辅酶再生
收稿时间:2005-01-05
修稿时间:2005-07-27

Applications of Baeyer-Villiger Monooxygenase in Organic Synthesis
JIANG,Biao,LUO,Jun,HUANG,Hao,CHEN,Ying,LI,Zu-Yi. Applications of Baeyer-Villiger Monooxygenase in Organic Synthesis[J]. Chinese Journal of Organic Chemistry, 2005, 25(10): 1198-1207
Authors:JIANG  Biao  LUO  Jun  HUANG  Hao  CHEN  Ying  LI  Zu-Yi
Affiliation:(Shanghai Institute of Organic chemistry, Chinese Academy of Sciences, Shanghai 200032)
Abstract:The applications of Baeyer-Villiger monooxygenase in organic synthesis was discribed. Oxidizing enzymes were highly sought after because of the selectivity, controllability and economy of their reactions, in comparison with conventional chemical reactions. Cyclohexanone monooxygenase, an NADPH-dependent oxygenase, was the first enzyme reported to be capable of catalyzing Baeyer-Villiger oxidations. These important reactions could yield ring-expanded products of significant interest to the synthetic chemist. Cyclohexanone monooxygenase is also an example of a useful biocatalyst. Here, cofactor recycle constraints were overcome by using engineered strains as whole cell biocatalysts. For Baeyer-Villiger oxidations of ketones, including heterocyclic ketones and dynamic kinetic resolution, scale-up of such reactions will hold much promise as a synthetic route.
Keywords:Baeyer-Villiger oxidation   monooxygenase   cofactor recycle
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