Glyoxalase-based toolbox for the enantioselective synthesis of α-hydroxy carboxylic acids

Year of publication

2024

Authors

Yedigenov, Mussa; Amire, Niyaz; Abdirassil, Aizat; Mulikova, Tomiris; Begenov, Azamat; Kiesilä, Anniina; Peshkov, Anatoly A.; Peshkov, Vsevolod A.; Utepbergenov, Darkhan

Abstract

We report highly enantioselective synthesis of L-α-hydroxy carboxylic acids (L-αHCAs) via enzymatic intramolecular Cannizzaro reaction of (hetero)aryl glyoxals in the presence of glutathione-independent human glyoxalase DJ-1. Combined with the optimized synthesis of D-αHCAs using glyoxalases I and II, this approach offers a general, scalable and operationally simple access to both enantiomers of α-hydroxy acids in moderate to excellent yields with uniformly high enantioselectivity.

Organizations and authors

University of Jyväskylä

Kiesilä Anniina

Peshkov Vsevolod

Publication type

Publication format

Article

Parent publication type

Journal

Article type

Original article

Audience

Scientific

Peer-reviewed

Peer-Reviewed

MINEDU's publication type classification code

A1 Journal article (refereed), original research

Publication channel information

Journal/Series

Organic and Biomolecular Chemistry

Publisher

Royal Society of Chemistry

Volume

Issue

ISSN

1477-0520

Publication forum

64495

Publication forum level

Open access

Open access in the publisher’s service

Self-archived

Yes

Other information

Fields of science

Chemical sciences

Keywords

[object Object],[object Object],[object Object],[object Object]

Publication country

United Kingdom

Internationality of the publisher

International

Language

English

International co-publication

Yes

Co-publication with a company

DOI

10.1039/D3OB02098C

The publication is included in the Ministry of Education and Culture’s Publication data collection

Yes