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Journal of the Mexican Chemical Society

Print version ISSN 1870-249X


PACHECO, Ana et al. Screening of Liver Acetone Powders in the Enantioselective Hydrolysis of Naproxen Esters. J. Mex. Chem. Soc [online]. 2006, vol.50, n.3, pp.137-142. ISSN 1870-249X.

LAPs from different sources were used to hydrolyze the methyl and butyl esters of naproxen. The results revealed that no generalization can be done about the reaction conditions, since they greatly depend on the LAP source and the substrate. For example, in the hydrolysis of methyl naproxenate by rabbit LAP the conversion was 20% at pH 8, but the ee for the acid produced was 44%, in contrast to 80% ee at pH 7.5 with chicken LAP at the same conversion. In other hand cat LAP gave a conversion of 80% at all pHs and 90% ee at pH 7.5. The results for the butyl naproxenate hydrolysis were different; with pig LAP the conversion was 40% but only 34% ee, turkey LAP gave 12% conversion and 90% ee, and cat provided 17% conversion and 90% ee, all these results at pH 7.5. All LAP tested, except sheep, gave enantiopreference for the hydrolysis of the R-enantiomer.

Keywords : Naproxen; enzymatic resolution; liver acetone powder.

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