Glyoxalase-based toolbox for the enantioselective synthesis of α-hydroxy carboxylic acids
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.
Main Authors
Format
Articles
Research article
Published
2024
Series
Subjects
Publication in research information system
Publisher
Royal Society of Chemistry
The permanent address of the publication
https://urn.fi/URN:NBN:fi:jyu-202403202526Use this for linking
Review status
Peer reviewed
ISSN
1477-0520
DOI
https://doi.org/10.1039/D3OB02098C
Language
English
Published in
Organic and Biomolecular Chemistry
Citation
- Yedigenov, M., Amire, N., Abdirassil, A., Mulikova, T., Begenov, A., Kiesilä, A., Peshkov, A. A., Peshkov, V. A., & Utepbergenov, D. (2024). Glyoxalase-based toolbox for the enantioselective synthesis of α-hydroxy carboxylic acids. Organic and Biomolecular Chemistry, Advance Article. https://doi.org/10.1039/D3OB02098C
License
Additional information about funding
This work was supported by Nazarbayev University CRP grant 091019CRP2121 to D. U. and FDCRGP grant 11022021FD2903 to V. P.
Copyright© 2024 Royal Society of Chemistry