Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 358, Issue 21, Pages 3414-3421Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201600914
Keywords
aldehydes; biocatalysis; carboxylate reductase; carboxylic acids; flavours and fragrances
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Funding
- Austrian science fund FWF [V415-B21, P 28477-B21]
- Austrian BMWFW
- BMVIT SFG Standortagentur Tirol
- Government of Lower Austria
- ZIT through the Austrian FFG-COMET-Funding Program
- COST action Systems Biocatalysis WG2 and TU Wien ABC-Top Anschubfinanzierung
- Austrian Science Fund (FWF) [P 28477, P 24483, V 415] Funding Source: researchfish
- Austrian Science Fund (FWF) [V415, P28477] Funding Source: Austrian Science Fund (FWF)
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The enzymatic reduction of carboxylic acids is in its infancy with only a handful of biocatalysts available to this end. We have increased the spectrum of carboxylate-reducing enzymes (CARs) with the sequence of a fungal CAR from Neurospora crassa OR74A (NcCAR). NcCAR was efficiently expressed in E. coli using an autoinduction protocol at low temperature. It was purified and characterized in vitro, revealing a broad substrate acceptance, a pH optimum at pH 5.5-6.0, a T-m of 45 degrees C and inhibition by the co-product pyrophosphate which can be alleviated by the addition of pyrophosphatase. The synthetic utility of NcCAR was demonstrated in a whole-cell biotransformation using the Escherichia coli K-12 MG1655 RARE strain in order to suppress overreduction to undesired alcohol. The fragrance compound piperonal was prepared from piperonylic acid (30 mM) on gram scale in 92% isolated yield in >98% purity. This corresponds to a productivity of 1.5 g/L/h.
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