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- W1973711281 abstract "Abstract The hydrolysis of phenyl esters having anionic, hydrophobic, and stereoisomeric groups by poly(allylamine)s (I) with various hydrophobic groups was investigated. The derivatives of I with dodecyl and benzyl groups (IIc and III) form a hydrophobic microdomain near the catalytic site. For I, the hydrolysis rate of 4-acetoxy-3-nitro-benzoic acid is extremely high, indicating a significant contribution of the electrostatic effect. IIc (degree of substitution, DS ≧ 0.12) and III (DS ≧ 0.48) have a considerable large catalytic activity for the more hydrophobic substrates than p-nitrophenyl acetate. The reaction mechanism was found to be of the Michaelis-Menten type. According to kinetic and thermodynamic analysis, it was found that the lower polarity (E T ≈ 55) and compact structure lead to effective hydrophobic interaction and high substrate binding, resulting in enhancement of the catalytic activity. In the case of III (DS = 0.75), it was suggested that the substrate should be bound and fixed in the hydrophobic void consisting of the face conformation. In conclusion, the substrate specificity of the catalytic polymer is caused by a microdomain which has a hydrophobic steric structure." @default.
- W1973711281 created "2016-06-24" @default.
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- W1973711281 date "1996-08-01" @default.
- W1973711281 modified "2023-09-29" @default.
- W1973711281 title "Ester Hydrolysis by Poly(Allylamine)s Having Hydrophobic Groups: Catalytic Activity and Substrate Specificity" @default.
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- W1973711281 doi "https://doi.org/10.1080/10601329608010903" @default.
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