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

作者：Agafontsev Aleksandr M; Shumilova Tatiana A; Panchenko Pavel A; Janz Sharon; Fedorova Olga A; Kataev Evgeny A

来源：Chemistry - A European Journal, 2016, 22(42): 15069-15074.

DOI：10.1002/chem.201602623

• anions
• fluorescent probes
• molecular recognition
• naphthalimide
• supramolecular chemistry

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.

• 出版日期2016-10
• 单位北京化工大学