详细信息

Efficient bioreductive production of (R)-N-Boc-3-hydroxypiperidine by a carbonyl reductase  ( SCI-EXPANDED收录 EI收录)  

文献类型:期刊文献

英文题名:Efficient bioreductive production of (R)-N-Boc-3-hydroxypiperidine by a carbonyl reductase

作者:Chen, Li-Feng[1];Zhang, Yi-Ping[1];Fan, Hai-Yang[1];Wu, Kai[2];Lin, Jin-Ping[1];Wang, Hua-Lei[1];Wei, Dong-Zhi[1]

机构:[1]East China Univ Sci & Technol, New World Inst Biotechnol, State Key Lab Bioreactor Engn, Shanghai 200237, Peoples R China;[2]Shanghai Univ Med & Hlth Sci, Sch Pharm, Shanghai 201318, Peoples R China

年份:2017

卷号:97

起止页码:5

外文期刊名:CATALYSIS COMMUNICATIONS

收录:;EI(收录号:20171503565862);WOS:【SCI-EXPANDED(收录号:WOS:000401378200002)】;

基金:This work was supported by the National Natural Science Foundation of China (Grant No. 21406068/B060804), and the Fundamental Research Funds for the Central Universities (Grant No. 222201514324).

语种:英文

外文关键词:(R)-N-Boc-3-hydroxypiperidine; Carbonyl reductase; Asymmetric reduction; Cofactor-recycling system

摘要:The 3-hydroxypiperidine moiety is a privileged scaffold encountered in many bioactive compounds. An NADPH-dependent reductase (YGL039W) from Kluyveromyces marxianus ATCC 748 was isolated to show excellent catalytic activity in (R)-N-Boc-3-hydroxypiperidine [(R)-NBHP] production. Using a GDH-catalyzed cofactor recycling system to ensure a sufficient supply of NADPH, the effects of temperature, pH, metal ions, substrate concentration, biocatalyst dosage, and cofactors on the YGL039W-catalyzed bioreduction were investigated and optimized. Finally, an extremely high concentration of N-Boc-piperidin-3-one (NBPO, 400 g/L) could be completely reduced to (R)-NBHP (> 99% ee), with a total turnover number of 20,000. This process shows significant potential for the industrial production of (R)-NBHP.

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