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Please use this identifier to cite or link to this item: http://hdl.handle.net/10204/1495

Title: Screening of commercial enzymes for the enantioselective hydrolysis of R,S-naproxen ester
Authors: Steenkamp, L
Brady, D
Keywords: Enantioselectivity
Enzyme hydrolyses reactions
Naproxen
Enzymes
Esterase
Lipase
Issue Date: 3-Mar-2003
Publisher: Elsevier Science Inc
Citation: Steenkamp, L and Brady, D. Screening of commercial enzymes for the enantioselective hydrolysis of R,S-naproxen ester. Enzyme and Microbial Technology, vol. 32, 04 March, pp 472-477
Abstract: This study focused on the identification of suitable lipase or esterase activity for enantiomeric resolution of (R, S)-naproxen. For an economically viable reaction the enantiomeric ratio (E) should preferably be >100, while maximising the conversion will reduce the mass of material that requires racemisation and recycling. Hence the aim was to find an enzyme that yields (S)-naproxen with an enantiomeric excess of more than 98%, a substrate conversion in excess of 40% of the race mate, and an E of >100. (R, S)-Naproxen ethyl ester (NEE) (50 mg) was used as substrate for enzyme hydrolysis reactions at 37 degrees for 4 h. Biocatalyst screening was performed in buffered aqueous solvent on a I ml scale. The reactions were stopped with 2 ml MeCN, filtered through cotton wool and analysed by HPLC to determine the percentage m/m and R/S ratio. Eight commercially available enzymes were selected for optimisation of enantioselectivity through statistically designed experiments where the reaction conditions were varied. ChiroCLEC-CR from Altus and ESL001-01 from Diversa provided acceptable enantiomeric excess, but only ChiroCLEC-CR met the specification set for the enantiomeric ratio (E).
URI: http://hdl.handle.net/10204/1495
http://hdl.handle.net/10204/1495
ISSN: 0141-0229
Appears in Collections:General science, engineering & technology
Discovery chemistry

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