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Vicinal Diones and α-Keto Esters as Electrophiles of Aldolases for Stereoselective Construction of Tertiary Alcohols

文献类型：期刊论文

作者Luo, Zhenzhen3,4; Li, Qiaoqiao3,4; Yang, Huijun3,4; Li, Yulian3; Liu, Yanqiong3,4; Tang, Chunping2; Liu, Jia1; Ke, Changqiang2; Ye, Yang2; Zhang, Rui3
刊名CHEMCATCHEM
出版日期2024-04-15
页码8
关键词Biocatalysis Enzymatic synthesis Aldolases Threonine aldolases Tertiary alcohols
ISSN号1867-3880
DOI10.1002/cctc.202400337
通讯作者Zhang, Rui(zhangrui4@simm.ac.cn) ; Liao, Cangsong(csliao@simm.ac.cn)
英文摘要Aldolases are powerful C-C bond-forming enzymes with high stereoselectivity and broad substrate scope in biocatalysis, but their ability to stereoselectively construct tertiary alcohols has not been fully explored. Herein, we demonstrate that vicinal diones and alpha-keto esters are electrophiles that can be accepted by both natural and computationally designed aldolases via various catalytic mechanisms. This method allows for the efficient asymmetric synthesis of small molecules with tertiary alcohols, including noncanonical amino acids. This study presents the first types of generic nonnatural substrates of aldolases and reveals new opportunities for the use of aldolases in the synthesis of versatile chiral synthons. Vicinal diones and alpha-keto esters are demonstrated to be electrophiles of both natural and computationally designed aldolases with various catalytic mechanisms, facilitating efficient asymmetric synthesis of small molecules with tertiary alcohols.+ image
WOS关键词THREONINE ALDOLASE ; ASYMMETRIC-SYNTHESIS ; EVOLUTION ; CLEAVAGE ; ACCESS
资助项目Shanghai Institute of Materia Medica[22161132029] ; Shanghai Institute of Materia Medica[22071259] ; Shanghai Institute of Materia Medica[22307130] ; Shanghai Institute of Materia Medica and Chinese Academy of Sciences, National Natural Science Foundation of China (NSFC)
WOS研究方向Chemistry
语种英语
WOS记录号WOS:001202409600001
出版者WILEY-V C H VERLAG GMBH
源URL[http://119.78.100.183/handle/2S10ELR8/310750]  
专题新药研究国家重点实验室
通讯作者Zhang, Rui; Liao, Cangsong
作者单位1.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
3.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Chem Biol, 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		 Luo, Zhenzhen,Li, Qiaoqiao,Yang, Huijun,et al. Vicinal Diones and α-Keto Esters as Electrophiles of Aldolases for Stereoselective Construction of Tertiary Alcohols[J]. CHEMCATCHEM,2024:8.
APA Luo, Zhenzhen.,Li, Qiaoqiao.,Yang, Huijun.,Li, Yulian.,Liu, Yanqiong.,...&Liao, Cangsong.(2024).Vicinal Diones and α-Keto Esters as Electrophiles of Aldolases for Stereoselective Construction of Tertiary Alcohols.CHEMCATCHEM,8.
MLA Luo, Zhenzhen,et al."Vicinal Diones and α-Keto Esters as Electrophiles of Aldolases for Stereoselective Construction of Tertiary Alcohols".CHEMCATCHEM (2024):8.

入库方式： OAI收割

来源：上海药物研究所

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