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Enantiocomplementary Yarrowia lipolytica Oxidoreductases: Alcohol Dehydrogenase 2 and Short Chain Dehydrogenase/Reductase
ACIB (Austrian Centre of Industrial Biotechnology) GmbH, Petersgasse 14/III, Graz 8010, Austria
Institute of Organic Chemistry, TU Graz, Stremayrgasse 9, Graz 8010, Austria
LONZA AG, Rottenstrasse 6, Visp 3930, Switzerland
* Author to whom correspondence should be addressed.
Received: 3 July 2013; in revised form: 31 July 2013 / Accepted: 2 August 2013 / Published: 12 August 2013
Abstract: Enzymes of the non-conventional yeast Yarrowia lipolytica seem to be tailor-made for the conversion of lipophilic substrates. Herein, we cloned and overexpressed the Zn-dependent alcohol dehydrogenase ADH2 from Yarrowia lipolytica in Escherichia coli. The purified enzyme was characterized in vitro. The substrate scope for YlADH2 mediated oxidation and reduction was investigated spectrophotometrically and the enzyme showed a broader substrate range than its homolog from Saccharomyces cerevisiae. A preference for secondary compared to primary alcohols in oxidation direction was observed for YlADH2. 2-Octanone was investigated in reduction mode in detail. Remarkably, YlADH2 displays perfect (S)-selectivity and together with a highly (R)-selective short chain dehydrogenase/ reductase from Yarrowia lipolytica it is possible to access both enantiomers of 2-octanol in >99% ee with Yarrowia lipolytica oxidoreductases.
Keywords: Zn-dependent alcohol dehydrogenase; Yarrowia lipolytica; biooxidation; short chain dehydrogenase/reductase; medium chain secondary alcohols; enantioselective reduction
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Napora-Wijata, K.; Strohmeier, G.A.; Sonavane, M.N.; Avi, M.; Robins, K.; Winkler, M. Enantiocomplementary Yarrowia lipolytica Oxidoreductases: Alcohol Dehydrogenase 2 and Short Chain Dehydrogenase/Reductase. Biomolecules 2013, 3, 449-460.
Napora-Wijata K, Strohmeier GA, Sonavane MN, Avi M, Robins K, Winkler M. Enantiocomplementary Yarrowia lipolytica Oxidoreductases: Alcohol Dehydrogenase 2 and Short Chain Dehydrogenase/Reductase. Biomolecules. 2013; 3(3):449-460.
Napora-Wijata, Kamila; Strohmeier, Gernot A.; Sonavane, Manoj N.; Avi, Manuela; Robins, Karen; Winkler, Margit. 2013. "Enantiocomplementary Yarrowia lipolytica Oxidoreductases: Alcohol Dehydrogenase 2 and Short Chain Dehydrogenase/Reductase." Biomolecules 3, no. 3: 449-460.