Surfactant effect on enhancing (S)-naproxen prodrug production from racemic naproxen by lipase |
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Authors: | Chun-Sheng Chang Shau-Wei Tsai |
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Institution: | (1) Department of Chemical Engineering, National Cheng Kung University, Tainan, 70101 Taiwan, Republic of China |
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Abstract: | In the enantioselective esterification of racemic naproxen with 4(2-hydroxyethyl) morpholine by Lipase MY in organic solvents,
a productivity improvement of the desired (S)-naproxen ester from 0.42 to 0.72 mM at the reaction time of 130 h was observed,
when the surfactantbis (2-ethylhexyl) sodium sulfosuccinate (AOT) was added in the reaction mixture. The presence of a small amount of exogenously
added water dramatically activated the enzyme in AOT/cyclohexane-reversed micelles. Desorption of the surfactant molecule
from the enzyme mass and solubilization of the enzyme into reversed micelles were used to elucidate an existing maximum of
the initial rate of (S)-naproxen synthesis with the water content. Moreover, the effects of alcohol and surfactant concentration
on the enzyme activity are reported. |
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Keywords: | Lipase (S)-naproxen ester prodrug esterification surfactant reversed micelles |
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