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Chemistry. 2019 Mar 13. doi: 10.1002/chem.201901147. [Epub ahead of print]

Enzymatic one-step reduction of carboxylate to aldehyde with cell-free regeneration of ATP and NADPH.

Author information

1
Austrian Centre of Industrial Biotechnology, 8010, Graz, AUSTRIA.
2
Austrian Centre of Industrial Biotechnology, AUSTRIA.
3
Austrian Centre of Industrial Biotechnology, Graz University of Technology, Institute for Molecular Biotechnology, Petersgasse 14, 8010, Graz, AUSTRIA.

Abstract

The direct generation of aldehydes from carboxylic acids is an often 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 quantitively reduced to the respective aldehydes.

KEYWORDS:

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

PMID:
30866114
DOI:
10.1002/chem.201901147

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