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• W2125478217 startingPage "1825" @default.
• W2125478217 abstract "The rate-determining deprotonation of 5-nitrobenzisoxazole (Kemp elimination) by hydroxide is efficiently catalyzed by vesicles formed from dimethyldioctadecylammonium chloride (C18C18+). Gradual addition of sodium didecyl phosphate (C10C10-) leads to the formation of catanionic vesicles, which were characterized by cryo-electron microscopy, and their main phase transition temperatures (DSC) and ζ-potentials. Increasing percentages of C10C10- in the vesicular bilayers decrease the catalysis of the Kemp elimination. A detailed kinetic analysis, supported by consideration of substrate binding site polarities and counterion binding percentages, suggest that the catalytic effects of C18C18+/C10C10- catanionic vesicles are primarily determined by the binding of catalytically active hydroxide ions to the vesicular surface area. The formation of neutral microdomains between 10 and 30 mol % of C10C10- in the bilayer, as revealed by DSC, is not apparent from the catalytic effects found for these vesicles. Interestingly, the catalytic effects observed for 50 mol % C10C10- in the catanionic vesicles indicate an asymmetric distribution of C18C18+ and C10C10- over the bilayer leaflets. The overall kinetic results illustrate the highly complex mix of factors which determines catalytic effects on reactions occurring in biological cell membranes." @default.
• W2125478217 created "2016-06-24" @default.
• W2125478217 creator A5014310152 @default.
• W2125478217 creator A5047493158 @default.
• W2125478217 date "2003-01-28" @default.
• W2125478217 modified "2023-10-12" @default.
• W2125478217 title "Kemp Elimination in Membrane Mimetic Reaction Media: Probing Catalytic Properties of Catanionic Vesicles Formed from Double-Tailed Amphiphiles" @default.
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• W2125478217 doi "https://doi.org/10.1021/ja027772a" @default.
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• W2125478217 hasPublicationYear "2003" @default.
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