文献类型：期刊文献

英文题名：Enantiocomplementary synthesis of chiral 2,3-dihydroxy aryl ketones via ThDP-dependent enzymatic catalysis

作者：Li, Dan[1];Zhu, Zheng[1];Chen, Xiaoyu[1];Chen, Xuesi[1];Ouyang, Liming[1];Li, Huangong[1,2];Zhang, Lixin[1];Xie, Yongtao[1]

机构：[1]East China Univ Sci & Technol, State Key Lab Bioreactor Engn, Shanghai 200237, Peoples R China;[2]Chinese Acad Sci, Shenzhen Inst Adv Technol, Shenzhen 518055, Peoples R China

年份：2026

卷号：28

期号：23

起止页码：9767

外文期刊名：GREEN CHEMISTRY

收录：;EI(收录号：20262220787364);WOS:【SCI-EXPANDED(收录号:WOS:001774567300001)】；

基金：We acknowledge the financial support from the Shanghai Municipal Science and Technology Major Project, The National Key Research and Development Program of China (2022YFC2105400), Shanghai Sci-Tech Inno Center for Infection & Immunity (Grant No. SSIII-2024A0301), the National Natural Science Foundation of China (32301231 and 22507138), and the Shanghai Science and Technology Commission (24HC2820200 and 24HC2810700).

语种：英文

外文关键词：Biochemical engineering - Catalysis - Stereochemistry - Synthesis (chemical)

摘要：A green and enantiocomplementary biocatalytic platform for chiral 2,3-dihydroxy aryl ketones has been developed. This method employs ThDP-dependent enzymes to catalyze the direct coupling of aryl aldehydes with unprotected glycolaldehyde in aqueous media under mild conditions, achieving perfect atom economy (100%) without toxic reagents or protecting groups. Through protein engineering, two complementary biocatalysts were obtained: PfBAL_A28S delivers (R)-products (up to 93% yield, 99% ee), while PaBAL M3 provides (S)-enantiomers (up to 95% ee) with broad substrate tolerance. Practical utility is demonstrated by gram-scale syntheses (up to 9.7 g) of bioactive compounds, including the natural product C-veratrylglycol (5.4 g, 76% yield). This biocatalytic system dramatically outperforms conventional NHC organocatalysts, offering a sustainable alternative for accessing pharmaceutically relevant scaffolds. Mechanistic studies elucidate the structural basis for the observed enantiocomplementarity.