Biocatalytic Synthesis of Homochiral 2-Hydroxy-4-butyrolactone Derivatives by Tandem Aldol Addition and Carbonyl Reduction.

ABSTRACT: Chiral 2-hydroxy acids and 2-hydroxy-4-butyrolactone derivatives are structural motifs often found in fine and commodity chemicals. Here, we report a tandem biocatalytic stereodivergent route for the preparation of these compounds using three stereoselective aldolases and two stereocomplementary ketoreductases using simple and achiral starting materials. The strategy comprises (i) aldol addition reaction of 2-oxoacids to aldehydes using two aldolases from E. coli, 3-methyl-2-oxobutanoate hydroxymethyltransferase (KPHMT _Ecoli ), 2-keto-3-deoxy-l-rhamnonate aldolase (YfaU _Ecoli ), and trans-o-hydroxybenzylidene pyruvate hydratase-aldolase from Pseudomonas putida (HBPA _Pputida ) and (ii) subsequent 2-oxogroup re

SUBMITTER: Moreno CJ 

PROVIDER: S-EPMC10127515 | biostudies-literature | 2023 Apr

REPOSITORIES: biostudies-literature