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- W2012175786 abstract "The kinetic analysis for hydrolytic resolution of (R) and (S)-ethyl 3-hydroxy-3-phenylpropionate in biphasic media is carried out via a thermally stable esterase (SNSM-87) from Klebsiella oxytoca. The resultant kinetic constants are compared with those using (R,S)-ethyl 2-substituted carboxylic acid ester as the substrate. An optimal enantioselectivity of VS/VR = 16 for 4 using free SNSM-87 is rationalized via the structure–reactivity correlations in terms of logarithms of specificity constants varied with the inductive parameter of leaving alcohol moiety, and can further increase to an acceptable value of VS/VR = 37 using SNSM-87 immobilized on Sepabeads@ EC-HA. The pH-reactivity profiles for all enzyme preparations are analyzed in order to elucidate the modest enantioselectivity of VS/VR = 26 for 2 containing a 3-hydroxy moiety in comparison with VS/VR = 323 for (R,S)-ethyl 2-hydroxy-2-phenylacetate containing a 2-hydroxy moiety using SNSM-87 immobilized on Eupergit C 250L." @default.
- W2012175786 created "2016-06-24" @default.
- W2012175786 creator A5045063080 @default.
- W2012175786 creator A5076377762 @default.
- W2012175786 date "2009-07-01" @default.
- W2012175786 modified "2023-10-16" @default.
- W2012175786 title "Hydrolytic resolution of (R,S)-3-hydroxy-3-phenylpropionates by esterase from Klebsiella oxytoca: Effects of leaving alcohol, covalent immobilization and aqueous pH" @default.
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- W2012175786 doi "https://doi.org/10.1016/j.molcatb.2009.01.001" @default.
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