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Utilizing a pH-Sensitive Dye in the Selective Fluorescent Recognition of Sulfate Full article

Journal Chemistry - A European Journal
ISSN: 0947-6539 , E-ISSN: 1521-3765
Output data Year: 2016, Volume: 22, Number: 42, Pages: 15069-15074 Pages count : DOI: 10.1002/chem.201602623
Tags anions; fluorescent probes; molecular recognition; naphthalimide; supramolecular chemistry
Authors Agafontsev Aleksandr M. 1,3 , Shumilova Tatiana A. 1 , Panchenko Pavel A. 2,4 , Janz Sharon 1 , Fedorova Olga A. 2,4 , Kataev Evgeny A. 1
Affiliations
1 (Данные Web of science) Tech Univ Chemnitz, Inst Chem, D-09107 Chemnitz, Germany
2 (Данные Web of science) Russian Acad Sci INEOS RAS, AN Nesmeyanov Inst Organoelement Cpds, Vavilova Str 28, Moscow 119991, Russia
3 (Данные Web of science) Russian Acad Sci, Vorozhtsov Inst Organ Chem, Siberian Branch, Novosibirsk, Russia
4 (Данные Web of science) D Mendeleev Univ Chem Technol Russia, Miusskaya Sq 9, Moscow 125047, Russia

Abstract: A receptor containing amidopyrrole binding subunits and free amino groups, conjugated to a naphthalimide dye, has been designed and synthesized. The intrinsic selectivity of the binding motif for phosphate present in DMSO completely disappears in 10% DMSO aqueous buffer at pH 3.6, at which the receptor is protonated. The electrostatic interactions between the receptor and an anion start to dominate, thus leading to selectivity for sulfate. The ability of the HSO(4)(-)anion to transfer the proton to the amino group during the recognition event suppresses the photoinduced electron transfer (PET) on the dye, resulting in a selective turn-on fluorescent response. The choice of pH of the solution for sensing is dictated by the pK(a) value of the dye.
Cite: Agafontsev A.M. , Shumilova T.A. , Panchenko P.A. , Janz S. , Fedorova O.A. , Kataev E.A.
Utilizing a pH-Sensitive Dye in the Selective Fluorescent Recognition of Sulfate
Chemistry - A European Journal. 2016. V.22. N42. P.15069-15074. DOI: 10.1002/chem.201602623 WOS Scopus РИНЦ
Dates:
Published online: Sep 5, 2016
Published print: Oct 10, 2016
Identifiers:
Web of science WOS:000384806700014
Scopus 2-s2.0-84989907584
Elibrary 27571464
OpenAlex W2511799359
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