Cell-free in vitro reduction of carboxylates to aldehydes: with crude enzyme preparations to a key pharmaceutical building block

Anna Schwarz, Sebastian Hecko, Florian Rudroff, Jeffrey Kohrt, Roger Howard, Margit Winkler*

*Corresponding author for this work

Research output: Contribution to journalArticle

Abstract

The scarcity of practical methods for aldehyde synthesis in chemistry necessitates the development of mild, selective procedures. Carboxylic acid reductases catalyze aldehyde formation from stable carboxylic acid precursors in an aqueous solution.

Carboxylic acid reductases were employed to catalyze aldehyde formation in a cell‐free system with activation energy and reducing equivalents provided through auxiliary proteins for ATP and NADPH recycling. In situ product removal was used to suppress over‐reduction due to background enzyme activities, and an N‐protected 4‐formyl‐piperidine pharma synthon was prepared in 61% isolated yield.

This is the first report of preparative aldehyde synthesis with carboxylic acid reductases employing crude, commercially available enzyme preparations
Original languageEnglish
Article number2000315
JournalBiotechnology Journal
Volume16
Issue number4
Early online date27 Nov 2020
DOIs
Publication statusPublished - Apr 2021

Keywords

  • aldehyde
  • biocatalysis
  • carboxylic acid reductase (CAR)
  • in vitro cofactor recycling
  • pharma synthon

ASJC Scopus subject areas

  • Applied Microbiology and Biotechnology
  • Molecular Medicine

Fields of Expertise

  • Human- & Biotechnology

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