Engineering Size-Complementary Alcohol Dehydrogenase Mutants for Highly Stereoselective Synthesis of Bulky Diaryl and Aliphatic Diols
Related Experiment Video
Updated: Oct 31, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Cheng-Long Xu1,2,3, Lin-Lin Song1,2,3, Meng-Jiao Li4,2,3
1College of Biotechnology and Bioengineering, Zhejiang University of Technology, Hangzhou, Zhejiang310014, China.
Abstract:
Chiral 1,4-diols serve as crucial intermediates in the pharmaceutical industry, yet their asymmetric synthesis remains challenging. Through size-complementary engineering of alcohol dehydrogenase from Saccharomyces kudriavzevii, bulky diaryl and aliphatic chiral 1,4-diols were synthesized with high stereoselectivity. Mutant M5 showed a 181-fold enhancement in catalytic efficiency toward 1,4-diphenyl-1,4-butanedione, whereas mutant N2 delivered a space-time yield of 1065 g L-1 d-1 for (2S,5S)-hexanediol. This work provides a valuable platform for accessing bulky diaryl and aliphatic diols.
More Related Videos
06:31Highly Stereoselective Synthesis of 1,6-Ketoesters Mediated by Ionic Liquids: A Three-component Reaction Enabling Rapid Access to a New Class of Low Molecular Weight Gelators
Published on: November 27, 2015
10:50Directed Evolution Method in Saccharomyces cerevisiae: Mutant Library Creation and Screening
Published on: April 1, 2016
Related Concept Videos
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Diels–Alder Reaction: Characteristics of Dienophiles
Characteristics of Dienophiles
Generally, the best dienophiles are alkenes containing electron-withdrawing substituents such as carbonyl, nitrile, and nitro groups. The feasibility of a Diels–Alder reaction depends on...
Diels–Alder Reaction: Characteristics of Dienes
Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is more stable, the...
Aldol Condensation with β-Diesters: Knoevenagel Condensation