Issue 13, 2022

Preparation of chiral aryl alcohols: a controllable enzymatic strategy via light-driven NAD(P)H regeneration

Abstract

Controllable and mild photoenzymatic production of chiral alcohols was realized by coupling a versatile photochemical NAD(P)H regeneration system with (R)- or (S)-selective ketoreductases. The efficiency of NAD(P)H regeneration was improved using a Rhodium functionalized metal organic framework, namely Rh-UiO-67, to adjust and control electron transport and electron utilization. Furthermore, six different ketoreductases could be successfully immobilized on Rh-UiO-67 and combined with the light-driven NAD(P)H regeneration system to produce chiral aryl alcohols. Various chiral alcohols with complementary (R)- and (S)-conformations can be constructed by this method with high yields (97%) and excellent stereoselectivity (>99% ee).

Graphical abstract: Preparation of chiral aryl alcohols: a controllable enzymatic strategy via light-driven NAD(P)H regeneration

Supplementary files

Article information

Article type
Paper
Submitted
17 Dec 2021
Accepted
16 Feb 2022
First published
21 Feb 2022

New J. Chem., 2022,46, 6274-6282

Preparation of chiral aryl alcohols: a controllable enzymatic strategy via light-driven NAD(P)H regeneration

X. Xing, Y. Liu, M. Shi, K. Li, X. Fan, Z. Wu, N. Wang and X. Yu, New J. Chem., 2022, 46, 6274 DOI: 10.1039/D1NJ06000G

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