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      Interfacial Recognition of Acetylcholine by an Amphiphilic p-Sulfonatocalix[8]arene Derivative Incorporated into Dimyristoyl Phosphatidylcholine Vesicles

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          Abstract

          Dodecyl ether derivatives 1-3 of p-sulfonatocalix[n]arene were incorporated into dimyristoyl phosphatidylcholine (DMPC) vesicles, and their binding abilities for acetylcholine (ACh) were examined by using steady-state fluorescence/fluorescence anisotropy and fluorescence correlation spectroscopy (FCS). For the detection of ACh binding to the DMPC vesicles containing 5 mol % of 1-3, competitive fluorophore displacement experiments were performed, where rhodamine 6G (Rh6G) was used as a fluorescent guest. The addition of Rh6G to the DMPC vesicles containing 3 resulted in a decrease in the fluorescence intensity of Rh6G with an increase of its fluorescence anisotropy, indicating that Rh6G binds to the DMPC- 3 vesicles. In the case of DMPC- 1 and DMPC- 2 vesicles, significant changes in the fluorescence spectra of Rh6G were not observed. When ACh was added to the DMPC- 3 vesicles in the presence of Rh6G ([ 3]/[Rh6G]=100), the fluorescence intensity of Rh6G increased with a decrease in its fluorescence anisotropy. From the analysis of fluorescence titration data, the association constants were determined to be 7.1×10 5 M -1 for Rh6G- 3 complex and 1.1×10 2 M -1 for ACh- 3 complex at the DMPC- 3 vesicles. To get a direct evidence for the binding of Rh6G and its displacement by ACh at the DMPC- 3 vesicles, diffusion times of the Rh6G were measured by using FCS. Binding selectivity of the DMPC- 3 vesicles for ACh, choline, GABA, l-aspartic acid, l-glutamic acid, l-arginine, l-lysine, l-histamine and ammonium chloride was also evaluated using FCS.

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          Hexasulfonated calix[6]arene derivatives: a new class of catalysts, surfactants, and host molecules.

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            NMR and crystallographic studies of a p-sulfonatocalix[4]arene-guest complex

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              Fluorescence Regeneration as a Signaling Principle for Choline and Carnitine Binding: A Refined Supramolecular Sensor System Based on a Fluorescent Azoalkane

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                Author and article information

                Journal
                Sensors (Basel)
                Sensors (Basel)
                Sensors (Basel, Switzerland)
                Molecular Diversity Preservation International (MDPI)
                1424-8220
                October 2008
                29 October 2008
                : 8
                : 10
                : 6777-6790
                Affiliations
                [1 ] Nano-bio Materials Laboratory, Immunology Frontier Research Center, Osaka University, Suita, Osaka, 565-0871, Japan; E-mail: fujii@ 123456fbs.osaka-u.ac.jp
                [2 ] Graduate School of Frontier Biosciences, High Performance Bioimaging Facility, Suita, Osaka University, Osaka 565-0871, Japan.
                [3 ] Division of Pathogenesis and Control of Oral Disease, Graduate School of Dentistry, Osaka University, Suita, Osaka, 565-0781, Japan; E-mail: ymgtooi@ 123456fbs.osaka-u.ac.jp
                Author notes
                [* ] Author to whom correspondence should be addressed; E-mail: jin@ 123456fbs.osaka-u.ac.jp ; Tel. +81-6-6879-4427; Fax +81-6-6879-4426
                Article
                sensors-08-06777
                10.3390/s8106777
                3707480
                c8cd73b3-01c8-44f1-9ac8-5c76fef88306
                © 2008 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland.

                This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license ( http://creativecommons.org/licenses/by/3.0/).

                History
                : 23 August 2008
                : 17 October 2008
                : 23 October 2008
                Categories
                Article

                Biomedical engineering
                fluorescence correlation spectroscopy,vesicle,interfacial recognition,acetylcholine,sulfonatocalixarene,lipid bilayer

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