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https://scholarbank.nus.edu.sg/handle/10635/14958
Title: | Enzymatic kinetic resolution of racemic flurbiprofen | Authors: | ZHANG HUAYUN | Keywords: | Enzymatic kinetic resolution, Racemic flurbiprofen, Immobilized lipase, Activity, Enantioselectivity, Stability. | Issue Date: | 29-Oct-2005 | Citation: | ZHANG HUAYUN (2005-10-29). Enzymatic kinetic resolution of racemic flurbiprofen. ScholarBank@NUS Repository. | Abstract: | In the thesis work, the enzymatic kinetic resolution of racemic flurbiprofen was studied via the lipase (NovozymA?435)-catalyzed enantioselective esterification. A practical procedure has been first developed to optimize the resolution, with a focus on solvent and alcohol types, inhibition of alcohol substrates and the nature of the reversible reaction. NovozymA?435 was proved to be a good-performance biocatalyst for the reaction with R-stereopreference in the solvent of cyclohexane. Hydrophobicity of organic solvents was found to play an important role in affecting the activity and enantioselectivity of the lipase. In addition, the kinetic study shows that the reaction matches Bi Bi Ping Pong mechanism with dead-end inhibition and R-enantiomer presents lower activation energy and higher maximum reaction rate than S-enantiomer, which implies the R-stereopreference of the lipase and makes the resolution of flurbiprofen via enzymatic reaction feasible. Besides, the stability study reveals the excellent chemical and thermal stability of the lipase in alkyl organic solvents. | URI: | http://scholarbank.nus.edu.sg/handle/10635/14958 |
Appears in Collections: | Master's Theses (Open) |
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4_summary.pdf | 38.55 kB | Adobe PDF | OPEN | None | View/Download | |
5_list of symbol_figure_table.pdf | 74.46 kB | Adobe PDF | OPEN | None | View/Download | |
chapter 1.pdf | 50.01 kB | Adobe PDF | OPEN | None | View/Download | |
chapter 2.pdf | 94.65 kB | Adobe PDF | OPEN | None | View/Download | |
chapter 3.pdf | 191.03 kB | Adobe PDF | OPEN | None | View/Download | |
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chapter 5.pdf | 235.21 kB | Adobe PDF | OPEN | None | View/Download | |
chapter 6.pdf | 111.7 kB | Adobe PDF | OPEN | None | View/Download | |
chapter 7.pdf | 49.91 kB | Adobe PDF | OPEN | None | View/Download | |
References.pdf | 37.28 kB | Adobe PDF | OPEN | None | View/Download |
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