Three-Component Stereoselective Enzymatic Synthesis of Amino-Diols and Amino-Polyols.

ABSTRACT: Amino-polyols represent attractive chemical building blocks but can be challenging to synthesize because of the high density of asymmetric functionalities and the need for extensive protecting-group strategies. Here we present a three-component strategy for the stereoselective enzymatic synthesis of amino-diols and amino-polyols using a diverse set of prochiral aldehydes, hydroxy ketones, and amines as starting materials. We were able to combine biocatalytic aldol reactions, using variants of d-fructose-6-phosphate aldolase (FSA), with reductive aminations catalyzed by IRED-259, identified from a metagenomic library. A two-step process, without the need for intermediate isolation, was developed to avoid cross-reactivity of the carbonyl components. Stereoselective formation of the 2R

SUBMITTER: Ford GJ 

PROVIDER: S-EPMC9597598 | biostudies-literature | 2022 Oct

REPOSITORIES: biostudies-literature