Enzymatic One-Step Reduction of Carboxylates to Aldehydes with Cell-Free Regeneration of ATP and NADPH

Gernot Strohmeier, Inge Eiteljörg, Anna Schwarz, Margit Winkler

Research output: Contribution to journalArticleResearchpeer-review

Abstract

The direct generation of aldehydes from carboxylic acids is often a challenging synthetic task but undoubtedly attractive in view of abundant supply of such feedstocks from nature. Though long known, biocatalytic carboxylate reductions are at an early stage of development, presumably because of their co-factor requirement. To establish an alternative to whole-cell-based carboxylate reductions which are limited by side reactions, we developed an in vitro multi-enzyme system that allows for quantitative reductions of various carboxylic acids with full recycling of all cofactors and prevention of undesired over-reductions. Regeneration of adenosine 5′-triphosphate is achieved through the simultaneous action of polyphosphate kinases from Meiothermus ruber and Sinorhizobium meliloti and β-nicotinamide adenine dinucleotide 2′-phosphate is reduced by a glucose dehydrogenase. Under these conditions and in the presence of the carboxylate reductases from Neurospora crassa or Nocardia iowensis, various aromatic, heterocyclic and aliphatic carboxylic acids were quantitatively reduced to the respective aldehydes.

Original languageEnglish
Pages (from-to)6119-6123
Number of pages5
JournalChemistry - A European Journal
Volume25
Issue number24
DOIs
Publication statusPublished - 26 Apr 2019

Fingerprint

Adenosinetriphosphate
Aldehydes
NADP
Carboxylic Acids
Adenosine Triphosphate
Carboxylic acids
Glucose 1-Dehydrogenase
NAD
Adenosine
Feedstocks
Glucose
Recycling
Oxidoreductases
Phosphates
Enzymes

Keywords

  • aldehyde
  • carboxylate reductase
  • enzyme cascade
  • in vitro ATP generation
  • multi-enzyme catalysis

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Fields of Expertise

  • Human- & Biotechnology

Cite this

Enzymatic One-Step Reduction of Carboxylates to Aldehydes with Cell-Free Regeneration of ATP and NADPH. / Strohmeier, Gernot; Eiteljörg, Inge; Schwarz, Anna; Winkler, Margit.

In: Chemistry - A European Journal, Vol. 25, No. 24, 26.04.2019, p. 6119-6123.

Research output: Contribution to journalArticleResearchpeer-review

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