4.7 Article

Biosynthesis of (S)-1-(1-naphthyl) ethanol by microbial ketoreductase

Journal

ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH
Volume 30, Issue 4, Pages 9036-9047

Publisher

SPRINGER HEIDELBERG
DOI: 10.1007/s11356-022-21749-y

Keywords

Chiral drug intermediate; Enantiopure; Bioreduction; Enantiomeric excess; Microbial enzyme; Pichia kudriavzevii

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In this study, we achieved the whole-cell bioreduction of 1-Acetonaphthone to enantiopure (S)-1-(1-naphthyl) ethanol using microorganisms obtained through soil acclimation technique. Pichia kudriavzevii exhibited the highest bioreduction activity and produced SNE with good conversion, yield, and enantiomeric excess.
(S)-1-(1-naphthyl) ethanol (SNE) is a chiral drug intermediate for the production of mevinic acid analog, a potent cholesterol agent. It acts as an HMG-CoA reductase inhibitor and is hence used in the synthesis of statins. Statins are lipid-lowering drugs used to lower cholesterol in the body. In our present study, we carried out whole-cell bioreduction of 1-Acetonaphthone to enantiopure SNE using selected microorganisms acquired by soil acclimation technique. The microorganism which exhibited higher bioreduction activity was determined using high-performance liquid chromatography (HPLC), and it was identified as Pichia kudriavzevii by ITS primer sequencing. After optimizing the parameters, Pichia sp. produced SNE with good conversion (75%), yield (67%), and excellent enantiomeric excess (100%). The microbial enzyme showed higher activity at 24-h-old supernatant. The crude and partially purified enzyme exhibited a specific activity of 51.13 U/mL and 62.72 U/mL, respectively, with a 1.22 purification fold.

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