Synfacts 2025; 21(02): 181
DOI: 10.1055/a-2497-0419
Organo- and Biocatalysis

One Enzyme – Two Variants: Enantioselective Synthesis of Fused Lactones Giving Access to Two Enantiomers

Contributor(s):
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Jan Samsonowicz-Gόrski
Shi M, Yao Y, Fan X, Li K, Yu X, Liu Y, Wu Z, Wang N *. Sichuan University, Chengdu, P. R. China
Reversing the Enantioselectivity of Enzymatic Dynamic Kinetic Asymmetric Transformations in the Synthesis of Fused Lactones.

ACS Catal. 2024;
14: 17480-17488
 

Significance

The authors present the design of an enzyme – ketoreductase – used to obtain polycyclic lactones from β-ketoesters by dynamic kinetic resolution. The usefulness of the method was demonstrated on 20 examples, obtained diastereo- and enantioselectively. By changing the enzyme mutant, the stereoselectivity of the reaction can be reversed, maintaining decent enantioselectivity.


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Comment

Since an enzyme is a complex biochemical structure, it is difficult to design it to work enantioselectively on enantiomers opposite to the natural one. Shi et al. overcame this limitation by developing a ketoreductase and presented two variants of the enzyme that process both enantiomers via enantioselective dynamic kinetic resolution.


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Publication History

Article published online:
28 January 2025

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