文献类型：期刊文献

英文题名：Access to Axially Chiral Biaryl Benzylamines via Ancestral Enzyme-Enabled Reductive Amination Desymmetrization

作者：Zheng, Wen-Qing[1];Zhu, Xin-Xin[1];Zhu, Zheng[2];Yang, Tairan[2];Zheng, Lifen[2];Pan, Rui[2];Wang, Shenlin[2];Zhang, Lixin[2];Chen, Qi[1];Xu, Jian-He[1];Xie, Yongtao[2];Zheng, Gao-Wei[1]

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

年份：2025

卷号：15

期号：3

起止页码：1522

外文期刊名：ACS CATALYSIS

收录：;EI(收录号：20250317689407);WOS:【SCI-EXPANDED(收录号:WOS:001396712600001)】；

基金：This work was financially supported by the National Natural Science Foundation of China (32371547 and 32301231) and the National Key Research and Development Program of China (2019YFA09005000 and 2021YFA0911400).

语种：英文

外文关键词：biocatalysis; desymmetrization; reductive amination; ancestral imine reductase; axially chiral biaryl benzylamine

摘要：Axially chiral biaryl benzylamines are present in numerous natural products, pharmaceuticals, chiral ligands, and catalysts. However, the direct catalytic synthesis of these functional molecules using a robust strategy remains a formidable challenge. Reductive amination desymmetrization of biaryl dialdehydes offers a powerful approach for the construction of axially chiral biaryl benzylamines but suffers from extensive undesirable side reactions. Herein, we engineered ancestral imine reductases to enable reductive amination desymmetrization of biaryl dialdehydes, allowing the construction of a wide range of axially chiral biaryl benzylamines with up to 99% conversion and 99% enantiomeric excess (ee). The ratio of the product to byproducts was up to 97:3 and over 90:10 in most cases. This work presents an alternative strategy for accessing axially chiral biaryl benzylamines and will stimulate the development of associated bioactive molecules and catalysts/ligands.