| Original Article |
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Enantioselective Resolution of (R, S)-Carvedilol to (S)-(-)-Carvedilol by Biocatalysts |
| Swetha Ettireddy, Vijitha Chandupatla, Ciddi Veeresham |
| University College of Pharmaceutical Sciences, Kakatiya University, Warangal, Telangana 506 009, India |
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Abstract Among the microorganisms employed in the study, Aspergillus niger (GUFCC5443), Escherichia coli (ATCC9637), Streptomyces halstedii (CKM-2), Pseudomonas putida (NCIB9494), Cunninghamella elegans (NCIM689) and Sphingomonas paucimobilis (NCTC11030) were capable for the enantioselective conversion of racemic Carvedilol. Immobilization technique enhanced the enantioselectivity of microorganisms and thus increased the enantiomeric purity of the drug. Excellent enantiomeric ratios (E) were found in reactions catalyzed by immobilized A. niger and E. coli with values 174.44 and 104.26, respectively. Triacylglycerol lipase from Aspergillus niger was also employed in this study as a biocatalyst which resulted in the product with 83.35% enantiomeric excess (ee) and E of 11.34 while the enzyme on immobilization has yielded 99.08% ee and 216.39 E. The conversion yield (C%) of the drug by free-enzyme was 57.42%, which was enhanced by immobilization to 90.51%. Hence, our results suggest that immobilized triacylglycerol lipase from A. niger (Lipase AP6) could be an efficient biocatalyst for the enantioselective resolution of racemic Carvedilol to (S)-(-)- Carvedilol with high enantiomeric purity followed by immobilized cultures of A. niger and E. coli.
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| Keywords
Carvedilol
Whole-cell microorganisms
Triacylglycerol lipase
Immobilization
Stereoinversion
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| Fund:Authors are thankful for the financial assistance (SR/SO/HS/0087/2010) given by Science and Engineering Research Board, DST, New Delhi, India. Authors are also thankful to Symed labs Ltd., Medak, India, for the kind gift of racemic Carvedilol. |
| About author: 10.1007/s13659-016-0118-2 |
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Issue Date: 06 February 2018
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