Siteselective and Enantiocomplementary C(sp3)-H Oxyfunctionalization for Synthesis of α-Hydroxy Acids
文献类型：期刊论文
| 作者 | Lian, Xin4; Mao, Yingle3; Fu, Zunyun2; Zhang, Weijie3,4; Chen, Jiayan4; Zhuo, Dan1,3; Zheng, Mingyue2 ; Wu, Jiewei4; Liao, Cangsong3
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| 刊名 | ACS CATALYSIS
 |
| 出版日期 | 2024-03-11 |
| 卷号 | 14期号:7页码:4463-4470 |
| ISSN号 | 2155-5435 |
| 关键词 | biocatalysis C(sp(3))-H functionalization dioxygenases asymmetric synthesis alpha-hydroxyacids |
| DOI | 10.1021/acscatal.4c00398 |
| 通讯作者 | Zheng, Mingyue(myzheng@simm.ac.cn) ; Wu, Jiewei(wujiewei@gzucm.edu.cn) ; Liao, Cangsong(csliao@simm.ac.cn) |
| 英文摘要 | Oxyfunctionalization of abundant carboxylic acids represents a direct approach to synthesizing alpha-hydroxy acids, which are valuable intermediates of various active pharmaceutical ingredients. Although ideal, the transformation is yet to be accomplished. Herein, enantiocomplementary C(sp(3))-H oxyfunctionalization for the synthesis of alpha-hydroxy acids was realized by a cooperative strategy of substrate engineering, homologue screening and protein engineering of alpha-ketoglutarate-dependent nonheme iron aryloxyalkanoate dioxygenases. The reaction provided concise synthetic routes toward three types of 67 alpha-hydroxy acids with high efficiency and selectivity (yield up to 90% and ee up to >99%). The distinctive complementary reactions add to a growing repertoire of biocatalytic oxyfunctionalization reactions. |
| WOS关键词 | CARBOXYLIC-ACIDS ; AMINO ACIDS |
| 资助项目 | Science and Technology Commission of Shanghai Municipality[22161132029] ; Science and Technology Commission of Shanghai Municipality[T2225002] ; National Natural Science Foundation of China (NSFC)[20ZR1468000] ; Science and Technology Commission of Shanghai Municipality |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| 出版者 | AMER CHEMICAL SOC |
| WOS记录号 | WOS:001184696700001 |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/310403]  |
| 专题 | 中国科学院上海药物研究所 |
| 通讯作者 | Zheng, Mingyue; Wu, Jiewei; Liao, Cangsong |
| 作者单位 | 1.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Peoples R China 2.Chinese Acad Sci, Shanghai Inst Mat Med, Drug Discovery & Design Ctr, State Key Lab Drug Res, Shanghai 201203, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Mat Med, Stake Key Lab Chem Biol, Shanghai 201203, Peoples R China 4.Guangzhou Univ Chinese Med, Sch Pharmaceut Sci, Guangzhou 510006, Peoples R China |
| 推荐引用方式 GB/T 7714 | Lian, Xin,Mao, Yingle,Fu, Zunyun,et al. Siteselective and Enantiocomplementary C(sp3)-H Oxyfunctionalization for Synthesis of α-Hydroxy Acids[J]. ACS CATALYSIS,2024,14(7):4463-4470. |
| APA | Lian, Xin.,Mao, Yingle.,Fu, Zunyun.,Zhang, Weijie.,Chen, Jiayan.,...&Liao, Cangsong.(2024).Siteselective and Enantiocomplementary C(sp3)-H Oxyfunctionalization for Synthesis of α-Hydroxy Acids.ACS CATALYSIS,14(7),4463-4470. |
| MLA | Lian, Xin,et al."Siteselective and Enantiocomplementary C(sp3)-H Oxyfunctionalization for Synthesis of α-Hydroxy Acids".ACS CATALYSIS 14.7(2024):4463-4470. |
入库方式： OAI收割
来源：上海药物研究所
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