Stereoselective Bioreduction of Acetophenone to (R)-1-Phenylethanol by Bacillus thuringiensis

Author:

Talpur Farah Naz1,Ur Rahman Shafiq1,Unar Ahsanullah2,Ibrahim Adnan3,Raza Shah Muhammad4,Imran Afridi Hassan1,Ali Zafar1,Bashir Muhammad Sohail56ORCID

Affiliation:

1. National Centre of Excellence in Analytical Chemistry, University of Sindh, Jamshoro 76080, Pakistan

2. School of Life Sciences, University of Science and Technology of China, Hefei 230052, China

3. School of Engineering Science, University of Science and Technology of China, Hefei 230027, China

4. H.E.J. Research Institute of Chemistry, International Centre for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan

5. Department of Polymer Science and Engineering, University of Science and Technology of China, Hefei, Anhui 230026, China

6. Laboratory of Structure and Functional Regulation of Hybrid Materials of Ministry of Education, Institutes of Physical Science and Information Technology, Key Anhui University, Hefei, 230601, Anhui, China

Abstract

Abstract: Optically pure alcohols have a pivotal synthetic role, being key intermediates for numerous pharmaceutical agents. Therefore, the synthesis of optically pure alcohols is now becoming a foremost research field in both academia and industries. Herein, Bacillus thuringiensis has been described for the first time for the bioreduction of acetophenone to 1-phenylethanol. Five incubated bacillus species and a consortium were investigated for the reduction of acetophenone. Among them, Bacillus thuringiensis (growing cells) exhibited >99% conversion efficiency of acetophenone (40 mM). The biocatalyst produced (R)-1-phenyl ethanol with excellent stereoselection (99%) at pH 7.5 after 24 h reaction intervals. To enhance the solubility of substrate and cofactor regeneration, isopropanol (10% v/v) was found to be effective among different tested cosolvents. The biocatalyst displayed excellent stereoselectivity and provided R-enantiomer with 99% enantiomeric excess.

Publisher

Bentham Science Publishers Ltd.

Subject

Organic Chemistry

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