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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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The definitive published version is available online at: http://interscience.wiley.com

Official URL: http://interscience.wiley.com

DOI: doi:10.1002/chir.20533

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
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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