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Versatile Biocatalytic C(sp(3))-H Oxyfunctionalization for the Site- Selective and Stereodivergent Synthesis of & alpha;- and & beta;-Hydroxy Acids

文献类型：期刊论文

作者Mao, Yingle1; Zhang, Weijie2; Fu, Zunyun3; Liu, Yanqiong1,4; Chen, Lin3; Lian, Xin2; Zhuo, Dan1,4; Wu, Jiewei2; Zheng, Mingyue3,4; Liao, Cangsong1,4
刊名ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
出版日期2023-07-04
页码9
关键词Asymmetric Synthesis Biocatalysis C(sp(3))-H Functionalization Dioxygenases Enzymes
ISSN号1433-7851
DOI10.1002/anie.202305250
通讯作者Wu, Jiewei(wujiewei@gzucm.edu.cn) ; Zheng, Mingyue(myzheng@simm.ac.cn) ; Liao, Cangsong(csliao@simm.ac.cn)
英文摘要C(sp(3))-H oxyfunctionalization, the insertion of an O-atom into C(sp(3))-H bonds, streamlines the synthesis of complex molecules from easily accessible precursors and represents one of the most challenging tasks in organic chemistry with regard to site and stereoselectivity. Biocatalytic C(sp(3))-H oxyfunctionalization has the potential to overcome limitations inherent to small-molecule-mediated approaches by delivering catalyst-controlled selectivity. Through enzyme repurposing and activity profiling of natural variants, we have developed a subfamily of & alpha;-ketoglutarate-dependent iron dioxygenases that catalyze the site- and stereodivergent oxyfunctionalization of secondary and tertiary C(sp(3))-H bonds, providing concise synthetic routes towards four types of 92 & alpha;- and & beta;-hydroxy acids with high efficiency and selectivity. This method provides a biocatalytic approach for the production of valuable but synthetically challenging chiral hydroxy acid building blocks.
WOS关键词DIOXYGENASES ; IRON
资助项目National Natural Science Foundation of China (NSFC)[22161132029] ; National Natural Science Foundation of China (NSFC)[T2225002] ; Science and Technology Commission of Shanghai Municipality[20ZR1468000]
WOS研究方向Chemistry
语种英语
WOS记录号WOS:001030362500001
出版者WILEY-V C H VERLAG GMBH
源URL[http://119.78.100.183/handle/2S10ELR8/306454]  
专题新药研究国家重点实验室
通讯作者Wu, Jiewei; Zheng, Mingyue; Liao, Cangsong
作者单位1.Chinese Acad Sci, Shanghai Inst Mat Med, Chem Biol Res Ctr, Shanghai 201203, Peoples R China
2.Guangzhou Univ Chinese Med, Sch Pharmaceut Sci, Guangzhou 510006, Peoples R China
3.Chinese Acad Sci, Shanghai Inst Mat Med, Drug Discovery & Design Ctr, State Key Lab Drug Res, Shanghai 201203, Peoples R China
4.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Peoples R China
推荐引用方式
GB/T 7714		 Mao, Yingle,Zhang, Weijie,Fu, Zunyun,et al. Versatile Biocatalytic C(sp(3))-H Oxyfunctionalization for the Site- Selective and Stereodivergent Synthesis of & alpha;- and & beta;-Hydroxy Acids[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2023:9.
APA Mao, Yingle.,Zhang, Weijie.,Fu, Zunyun.,Liu, Yanqiong.,Chen, Lin.,...&Liao, Cangsong.(2023).Versatile Biocatalytic C(sp(3))-H Oxyfunctionalization for the Site- Selective and Stereodivergent Synthesis of & alpha;- and & beta;-Hydroxy Acids.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,9.
MLA Mao, Yingle,et al."Versatile Biocatalytic C(sp(3))-H Oxyfunctionalization for the Site- Selective and Stereodivergent Synthesis of & alpha;- and & beta;-Hydroxy Acids".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2023):9.

入库方式： OAI收割

来源：上海药物研究所

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