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Direct enantioselective HPLC monitoring of lipase-catalyzed kinetic resolution of tiaprofenic acid in nonstandard HPLC organic solvents
Citation
Ghanem, A and Aboul-Enein, MN and El-Azzouny, A and El-Behairy, MF and Al-Humaidi, E and Alaidan, AA and Amin, K and Al-Ahdal, MN, Direct enantioselective HPLC monitoring of lipase-catalyzed kinetic resolution of tiaprofenic acid in nonstandard HPLC organic solvents, Chirality , 20, (8) pp. 871-877. ISSN 0899-0042 (2008) [Refereed Article]
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Abstract
The first straightforward lipase-catalyzed enantioselective access to enantiomerically enriched tiaprofenic acid as a versatile method in chiral separation of racemates is demonstrated. The latter was directly monitored by enantioselective HPLC using a 3,5-dimethylphenylcarbamate derivative of cellulose-based chiral stationary phase namely Chiralpak IB (the immobilized version of Chiralcel OD). Non-standard HPLC organic solvents were used as diluent to dissolve the difficult to dissolve enzyme substrate (the acid) and as eluent for the simultaneous enantioselective HPLC baseline separation of both substrate and product in one run without any further derivatization. The existence of a non-standard HPLC organic solvent (e.g., methyl tert-butyl ether) in the mobile phase composition is mandatory to accomplish the simultaneous enantioselective HPLC baseline separation of both substrate and product.
Item Details
| Item Type: | Refereed Article |
|---|---|
| Keywords: | Chiralpak IB • direct monitoring • enantioselective separation • HPLC • kinetic resolution • lipases • tiaprofenic acid |
| Research Division: | Chemical Sciences |
| Research Group: | Organic Chemistry |
| Research Field: | Organic Green Chemistry |
| Objective Division: | Expanding Knowledge |
| Objective Group: | Expanding Knowledge |
| Objective Field: | Expanding Knowledge in the Chemical Sciences |
| UTAS Author: | Ghanem, A (Dr Ashraf Ghanem) |
| ID Code: | 58301 |
| Year Published: | 2008 |
| Web of Science® Times Cited: | 6 |
| Deposited By: | Austn Centre for Research in Separation Science |
| Deposited On: | 2009-09-25 |
| Last Modified: | 2009-09-25 |
| Downloads: | 0 |
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