Asymmetric Radical Alkylation Enabled by Synergistic Photoredox Enamine Biocatalysis
文献类型：期刊论文
| 作者 | Li, Qiaoqiao1,2,3; Zhang, Rui2; Lan, Yuqiu2; Li, Yulian2; Tang, Chunping4; Ke, Changqiang4; Ye, Yang4; Liao, Cangsong1,2,3 |
| 刊名 | CHEMCATCHEM
 |
| 出版日期 | 2025-08-27 |
| 页码 | 7 |
| 关键词 | Amino acids Asymmetric alkylation Biocatalysis Class I aldolase Photoenzymatic reaction |
| ISSN号 | 1867-3880 |
| DOI | 10.1002/cctc.202501219 |
| 英文摘要 | Class I aldolases, a unique link among biochemistry, organic chemistry, and computational chemistry are powerful C & horbar;C bond-forming enzymes in synthetic chemistry and industry because of their unparalleled selectivity, extensive substrate scope and scalability. However, the types of reactions catalyzed by class I aldolases are restricted and radical reactions have yet to be accomplished. Here, we demonstrate a proof-of-concept study in which a synergistic photoredox biocatalysis strategy can be applied to realize new catalytic functions of enamine-dependent aldolases. This new reactivity enables asymmetric alkylation of a prochiral radical under exclusive stereocontrol, a challenging task for amine catalysts. Both enantiomeric products were obtained in a stereoconvergent fashion from wild-type and engineered aldolases. This synergistic photoredox biocatalysis strategy has resulted in a new-to-nature enzymatic reaction and led to an asymmetric transformation that is not feasible for organocatalysis. We envision that this discovery will motivate the development of enzymatic enamine and iminium catalysis for valuable asymmetric radical transformations, complementing the prevailing organocatalysts. |
| WOS关键词 | AMINO-ACID SYNTHESIS ; CATALYSIS ; ORGANOCATALYSIS ; ALDEHYDES ; IMINIUM ; DESIGN |
| 资助项目 | Chinese Academy of Sciences |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:001557070000001 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/321318]  |
| 专题 | 国家级研究中心_原创新药研究全国重点实验室 |
| 通讯作者 | Zhang, Rui; 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, State Key Lab Chem Biol, Shanghai 201203, Peoples R China 3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 4.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Li, Qiaoqiao,Zhang, Rui,Lan, Yuqiu,et al. Asymmetric Radical Alkylation Enabled by Synergistic Photoredox Enamine Biocatalysis[J]. CHEMCATCHEM,2025:7. |
| APA | Li, Qiaoqiao.,Zhang, Rui.,Lan, Yuqiu.,Li, Yulian.,Tang, Chunping.,...&Liao, Cangsong.(2025).Asymmetric Radical Alkylation Enabled by Synergistic Photoredox Enamine Biocatalysis.CHEMCATCHEM,7. |
| MLA | Li, Qiaoqiao,et al."Asymmetric Radical Alkylation Enabled by Synergistic Photoredox Enamine Biocatalysis".CHEMCATCHEM (2025):7. |
入库方式： OAI收割
来源：上海药物研究所
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