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Savsunenko O.,Lm Litvinenko Institute Of Physical Organic Chemistry And Coal Chemistry | Savsunenko O.,CNRS Laboratory for Molecular and Photochemical Reactions | Matondo H.,CNRS Laboratory for Molecular and Photochemical Reactions | Franceschi-Messant S.,CNRS Laboratory for Molecular and Photochemical Reactions | And 5 more authors.
Langmuir | Year: 2013

We report on a new approach for creating water-soluble functionalized vesicles employing N-alkyl-3-boronopyridinium triflates (alkyl = Me, C 12H25, C16H33) as sensors for monosaccharides. The nanoaggregate properties were studied by means of DLS, TEM, high-resolution 1H NMR, and the solvatochromic dyes Reichardt's betaine and Methyl Orange. The vesicles were shown to have 30-200 nm diameters depending on the amphiphile chain length. Diol binding to the vesicles was studied by steady-state fluorescence and UV-vis using Alizarin Red S as a probe in the solution at pH 7.4 in the presence and in the absence of d-glucose and d-fructose. Strong sensing ability of boronic acid functional moieties in the order d-fructose > d-glucose was demonstrated, and apparent binding constants were estimated. © 2013 American Chemical Society. Source

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