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方酸菁作为含硫醇化合物的荧光显色探针及其在生物相关硫醇检测中的应用。

Squaraines as fluoro-chromogenic probes for thiol-containing compounds and their application to the detection of biorelevant thiols.

作者信息

Ros-Lis Jose V, García Beatriz, Jiménez Diego, Martínez-Máñez Ramón, Sancenón Félix, Soto Juan, Gonzalvo Fernando, Valldecabres M Carmen

机构信息

GDDS, Departamento de Química, Universidad Politécnica de Valencia, Camino de Vera s/n, E-46071 Valencia, Spain.

出版信息

J Am Chem Soc. 2004 Apr 7;126(13):4064-5. doi: 10.1021/ja031987i.

DOI:10.1021/ja031987i
PMID:15053569
Abstract

A highly selective colorimetric chemodosimeter for thiol-containing compounds in aqueous solutions is reported. The design protocol makes use of a highly specific reaction between thiols and the electrophilic four-membered ring of highly colored, fluorescent squaraine backbones. At neutral pH selective decoloration and total emission quenching was found due to the rupture of the highly delocalized squaraine framework upon selective nucleophilic addition of thiol-containing derivatives. The squaraine derivatives have been successfully applied to the determination of low-molecular mass aminothiols in human plasma. The method utters the high potential applicability of the chemodosimeter approach in the search for new or improved chromogenic selective or specific probes for target guests.

摘要

报道了一种用于水溶液中含硫醇化合物的高选择性比色化学传感器。该设计方案利用了硫醇与高度显色的荧光方酸骨架的亲电四元环之间的高度特异性反应。在中性pH值下,由于含硫醇衍生物的选择性亲核加成导致高度离域的方酸骨架破裂,从而发现选择性褪色和总发射猝灭。方酸衍生物已成功应用于测定人血浆中的低分子量氨基硫醇。该方法表明化学传感器方法在寻找用于目标客体的新型或改进的显色选择性或特异性探针方面具有很高的潜在适用性。

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