Engineered enzymatic cascade converts diols to amino alcohols

Hannah R. Valentino, Liangyu Qian, Jerry M. Parks, Erin E. Drufva, Ada Sedova, Pankti S. Mehta, Mary P. Watson, Richard J. Giannone, Stephanie S. Galanie, Joshua K. Michener

Research output: Contribution to journalArticlepeer-review

Abstract

Aliphatic amino alcohols such as 6-amino-1-hexanol are potential platform chemicals for a variety of advanced materials, but applications are currently limited by reagent costs. Aliphatic amino alcohols can currently be synthesized from biomass-derived diols at elevated temperatures and pressures using Ru-based catalysts that produce a mixture of amino-alcohol, diamine, and cyclic amine products. Replacing chemical amination with an enzymatic cascade would reduce resource needs and enable reactions under milder conditions. In this work, we characterized a two-enzyme cascade that selectively converts C4-C7 diols to the corresponding amino alcohols under aqueous conditions at room temperature and pressure. By engineering the rate-limiting enzyme and optimizing reaction conditions, we increased amino alcohol production nearly 30-fold, achieving a selectivity of 99%. The same enzyme cascade could also be used to convert amino alcohols into cyclic amines through reduction of the corresponding cyclic imine. This engineered cascade provides a green opportunity to sustainably synthesize asymmetric bifunctional platform chemicals.

Original languageEnglish
Pages (from-to)6283-6292
Number of pages10
JournalGreen Chemistry
Volume27
Issue number21
DOIs
StatePublished - May 6 2025

Funding

This work was supported as part of the Center for Plastics Innovation, an Energy Frontier Research Center funded by the U.S. Department of Energy, Office of Science, Basic Energy Sciences at the University of Delaware under award #DE-SC0021166 and at Oak Ridge National Laboratory under contract #ERKCK55.

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