文献类型：期刊文献

英文题名：Regio- and stereo-selective amination of fatty acids to d-amino acids by a three-step one-pot cascade

作者：Yu, Xing[1];Chen, Xin-Yi[1];Yu, Hui-Lei[1];Xu, Jian-He[1];Zhang, Zhi-Jun[1]

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

年份：2023

卷号：25

期号：9

起止页码：3469

外文期刊名：GREEN CHEMISTRY

收录：;EI(收录号：20231914078640);WOS:【SCI-EXPANDED(收录号:WOS:000981209100001)】；

基金：We would like to thank the National Key Research and Development Program of China (No. 2019YFA0905000), and the National Natural Science Foundation of China (No. 32071475) for financial support.

语种：英文

外文关键词：Amination - Amines - Amino acids - Recycling - Stereochemistry

摘要：Biocatalytic regio- and stereo-selective functionalization of renewable fatty acids for sustainable synthesis of value-added chiral chemicals is highly desirable but remains a great challenge. Herein, a three-step one-pot multienzyme cascade for the asymmetric synthesis of d-amino acids from renewable fatty acids was developed. Combination of P450 peroxygenase with two enantiocomplementary hydroxyacid oxidase(s) enabled the regioselective oxyfunctionalization of fatty acids into prochiral alpha-ketoacids with internal H2O2 recycling. An engineered d-amino acid dehydrogenase with formate dehydrogenase for self-recycling of the expensive cofactor NADPH was adopted for the reductive amination of alpha-ketoacids to d-amino acids. Various fatty acids (C-6-C-10) with different chain lengths can be efficiently converted into the corresponding d-amino acids with high yield (up to 99%) and excellent ee value (>99%). This study exploits the advantage of cascades and showcases the potential for synthesizing valuable chiral chemicals from inexpensive renewable feedstocks.