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Production of chiral alcohols from prochiral ketones by microalgal photo-biocatalytic asymmetric reduction reaction.
- Source :
-
Journal of Industrial Microbiology & Biotechnology . Jun2012, Vol. 39 Issue 6, p835-841. 7p. 1 Diagram, 6 Charts, 4 Graphs. - Publication Year :
- 2012
-
Abstract
- Microalgal photo-biocatalysis is a green technique for asymmetric synthesis. Asymmetric reduction of nonnatural prochiral ketones to produce chiral alcohols by microalgal photo-biocatalysis was studied in this work. Acetophenone (ACP) and ethyl acetoacetate (EAA) were chosen as model substrates for aromatic ketones and β-ketoesters, respectively. Two prokaryotic cyanophyta and two eukaryotic chlorophyta were selected as photo-biocatalysts. The results proved that nonnatural prochiral ketones can be reduced by microalgal photo-biocatalysis with high enantioselectivity. Illumination is indispensable to the photo-biocatalysis. For aromatic ketone, cyanophyta are eligible biocatalysts. For ACP asymmetric reduction reaction, about 45% yield and 97% e.e. can be achieved by the photo-biocatalysis reaction with Spirulina platensis as biocatalyst. On the contrary, chlorophyta are efficient biocatalysts for β-ketoester asymmetric reduction reaction among the four tested algae. For EAA asymmetric reduction reaction, about 70% yield and 90% e.e. can be achieved with Scenedesmus obliquus as biocatalyst. The microalgae used in this study outperformed other characterized biocatalysts such as microbial and plant cells. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 13675435
- Volume :
- 39
- Issue :
- 6
- Database :
- Academic Search Index
- Journal :
- Journal of Industrial Microbiology & Biotechnology
- Publication Type :
- Academic Journal
- Accession number :
- 75449385
- Full Text :
- https://doi.org/10.1007/s10295-012-1088-y