Document Detail


Efficient enantioselective reduction of 4'-methoxyacetophenone with immobilized Rhodotorula sp. AS2.2241 cells in a hydrophilic ionic liquid-containing co-solvent system.
MedLine Citation:
PMID:  19615417     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The biocatalytic enantioselective reduction of 4'-methoxyacetophenone to (S)-1-(4-methoxyphenyl)ethanol was successfully conducted in a hydrophilic IL-containing co-solvent system using immobilized Rhodotorula sp. AS2.2241 cells. Of all the tested ILs, the best results were observed with the novel IL 1-(2'-hydroxy)ethyl-3-methylimidazolium nitrate (C(2)OHMIM.NO(3)), which showed a good biocompatibility with the cells and increased the cell membrane permeability moderately, thus improving the efficiency of the bioreduction. To better understand the bioreduction, several crucial influential variables were also examined. The optimal C(2)OHMIM.NO(3) content, buffer pH, reaction temperature and substrate concentration were 5.0% (v/v), 8.5, 25 degrees C and 12 mM, respectively. Under the optimized conditions, the initial reaction rate, the maximum yield and the product e.e. were 9.8 micromol/hg(cell), 98.3% and >99%, respectively, which are much better than the results previously reported. The established biocatalytic system has proven to be highly effective for the reduction of other aryl ketones. Also, the cells exhibited excellent operational stability in the presence of C(2)OHMIM.NO(3). Moreover, the ILs can accumulate within the cells, suggesting that ILs are likely to interact with the related enzymes within the cells.
Authors:
Wen-Yong Lou; Wei Wang; Ri-Feng Li; Min-Hua Zong
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2009-07-15
Journal Detail:
Title:  Journal of biotechnology     Volume:  143     ISSN:  1873-4863     ISO Abbreviation:  J. Biotechnol.     Publication Date:  2009 Sep 
Date Detail:
Created Date:  2009-08-31     Completed Date:  2010-02-04     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  8411927     Medline TA:  J Biotechnol     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  190-7     Citation Subset:  IM    
Affiliation:
State Key Laboratory of Pulp and Paper Engineering, College of Light Industry and Food Sciences, South China University of Technology, Guangzhou 510640, PR China.
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MeSH Terms
Descriptor/Qualifier:
Anisoles / chemistry*,  metabolism*
Biocatalysis / drug effects
Buffers
Cell Membrane Permeability / drug effects
Cells, Immobilized / cytology,  drug effects
Hydrogen-Ion Concentration / drug effects
Ionic Liquids / pharmacology*
Ketones / chemistry,  metabolism
Microbial Viability / drug effects
Microscopy, Fluorescence
Oxidation-Reduction / drug effects
Rhodotorula / cytology*,  drug effects,  metabolism*
Solvents / pharmacology*
Stereoisomerism
Substrate Specificity / drug effects
Temperature
Chemical
Reg. No./Substance:
0/Anisoles; 0/Buffers; 0/Ionic Liquids; 0/Ketones; 0/Solvents; 100-06-1/4-acetylanisole

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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