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

被引：12

作者：

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
]}

机构：

[1] Tech Univ Chemnitz, Inst Chem, D-09107 Chemnitz, Germany

[2] Russian Acad Sci INEOS RAS, AN Nesmeyanov Inst Organoelement Cpds, Vavilova Str 28, Moscow 119991, Russia

[3] Russian Acad Sci, Vorozhtsov Inst Organ Chem, Siberian Branch, Novosibirsk, Russia

[4] D Mendeleev Univ Chem Technol Russia, Miusskaya Sq 9, Moscow 125047, Russia

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2016年 / 22卷 / 42期

关键词：

anions; fluorescent probes; molecular recognition; naphthalimide; supramolecular chemistry; ANION RECOGNITION; AQUEOUS-SOLUTION; ARTIFICIAL RECEPTORS; BINDING; WATER; PROBES; SENSORS; LUMINESCENT; CAPSULES; ENCAPSULATION;

D O I：

10.1002/chem.201602623

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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.

引用

页码：15069 / 15074

页数：6

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