Issue 17, 2024

Exploring the synthetic potential of dihydroxyacetone-aldolases from acidophilic organisms

Abstract

Two novel dihydroxyacetone (DHA)-aldolases have been identified from acidophilic bacteria and subjected to biochemical characterization to assess their substrate scope in comparison to the E. coli counterpart. These enzymes showcase unique characteristics within their active sites, distinguishing them from the known E. coli DHA-aldolase. Notably, the production efficiency of D-threose was significantly augmented compared to previously published methodologies. Furthermore, a diverse array of monosaccharides were synthesized, encompassing previously reported methods obtained through alternative routes, along with novel compounds previously inaccessible. In particular, we reavealed the first DHA aldolase capable of using acetaldehyde as the nucleophile with a non-phosphorylated electrophile. This remarkable capability opens the way to the synthesis of chiral compounds, facilitating access to a broad range of new synthons useful in the preparation of biologically active compounds.

Graphical abstract: Exploring the synthetic potential of dihydroxyacetone-aldolases from acidophilic organisms

Supplementary files

Article information

Article type
Paper
Submitted
14 Jun 2024
Accepted
24 Jul 2024
First published
25 Jul 2024

Catal. Sci. Technol., 2024,14, 5107-5113

Exploring the synthetic potential of dihydroxyacetone-aldolases from acidophilic organisms

L. Paulat, C. Gastaldi, L. Nauton, M. Theveniot, M. Joly, J. Petit, V. de Berardinis, V. Hélaine and C. Guérard-Hélaine, Catal. Sci. Technol., 2024, 14, 5107 DOI: 10.1039/D4CY00747F

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