A simple interfacial pH detection method for cationic amphiphilic self-assemblies utilizing a Schiff-base molecule

The Analyst
Yeasmin SarkarPartha Pratim Parui

Abstract

A simple pH-sensing method for cationic micelle and vesicle interfaces is introduced, utilizing a Schiff-base molecule, 2-((4H-1,2,4-triazol-4-ylimino)methyl)-6-(hydroxymethyl)-4-methylphenol (AH). AH containing a phenolic moiety was obtained by the reaction between 4-amino-4H-1,2,4-triazole containing polar O- and N-centres with opposite polarity to the cationic interface and 2-hydroxy-3-(hydroxymethyl)-5-methylbenzaldehyde. The acid/base equilibrium of AH was investigated at the interfaces of cetrimonium bromide (CTAB) micelles, tri-block-copolymeric micelles (TBPs) and large unilamellar vesicles (LUVs) of different lipid compositions using steady state UV-Vis absorption spectroscopy. AH interacted strongly with the micelle and vesicle interfaces, according to the binding studies with LUV. A larger amount of AH proton dissociation was observed when localized at the interface of micelles and vesicles compared to that in the bulk phase, indicating that the pH values at the cationic interfaces are higher than in the bulk phase. The pH values were about 2.2 and 1.6 units higher at the CTAB and TBP micelle interfaces, respectively, than the bulk pH. The pH variation decreased from 2.4 to 1.5 units by increasing the neutral 1,2-dio...Continue Reading

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Citations

Jul 17, 2020·Dalton Transactions : an International Journal of Inorganic Chemistry·Qin ZhangWeidong Jiang
Feb 24, 2021·Chemical Communications : Chem Comm·Yaxin ZhengYang Li
Jun 17, 2021·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Yaxin ZhengYang Li

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