文献类型：期刊文献

英文题名：Direct Access to Medium-Chain α,ω-Dicarboxylic Acids by Using a Baeyer-Villiger Monooxygenase of Abnormal Regioselectivity

作者：Yu, Jia-Mei[1,2];Liu, Yuan-Yang[1,2];Zheng, Yu-Cong[1,2];Li, Hao[1,2];Zhang, Xiao-Yan[1,2];Zheng, Gao-Wei[1,2];Li, Chun-Xiu[1,2];Bai, Yun-Peng[1,2];Xu, Jian-He[1,2]

机构：[1]East China Univ Sci & Technol, State Key Lab Bioreactor Engn, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Shanghai Collaborat Innovat Ctr Biomfg, Shanghai 200237, Peoples R China

年份：2018

卷号：19

期号：19

起止页码：2049

外文期刊名：CHEMBIOCHEM

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000446429400006)】；

基金：This work was financially sponsored by the National Key Research and Development Program of China (2016YFA0204300), the National Natural Science Foundation of China (nos. 21505044, 21536004, 21506055), the Natural Science Foundation of Shanghai (18ZR1409900), and the Fundamental Research Funds for the Central Universities (222201714026).

语种：英文

外文关键词：biocatalysis; dicarboxylic acids; oxidation; regioselectivity; renewable resources

摘要：Baeyer-Villiger monooxygenases (BVMOs) are versatile biocatalysts in organic synthesis that can generate esters or lactones by inserting a single oxygen atom adjacent to a carbonyl moiety. The regioselectivity of BVMOs is essential in determining the ratio of two regioisomers for converting asymmetric ketones. Herein, we report a novel BVMO from Pseudomonas aeruginosa (PaBVMO); this has been exploited for the direct synthesis of medium-chain alpha,omega-dicarboxylic acids through a Baeyer-Villiger oxidation-hydrolysis cascade. PaBVMO displayed the highest abnormal regioselectivity toward a variety of long-chain aliphatic keto acids (C-16-C-20) to date, affording dicarboxylic monoesters with a ratio of up to 95%. Upon chemical hydrolysis, alpha,omega-dicarboxylic acids and fatty alcohols are readily obtained without further treatment; this significantly reduces the synthetic steps of alpha,omega-dicarboxylic acids from renewable oils and fats.