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用于高选择性检测半胱氨酸的比色/荧光双通道探针。

A colorimetric/fluorescence dual-channel probe for highly discriminating detection of cysteine.

机构信息

Department of Chemistry, Taizhou University, Jiaojiang 318000, PR China.

Department of Chemistry, Taizhou University, Jiaojiang 318000, PR China.

出版信息

Talanta. 2019 Mar 1;194:803-808. doi: 10.1016/j.talanta.2018.11.007. Epub 2018 Nov 5.

DOI:10.1016/j.talanta.2018.11.007
PMID:30609609
Abstract

In this work, a novel fluorescence (FL) probe for selective and sensitive detection of Cys with colorimetric and FL dual signal changes was reported. The probe was synthesized by two step of sulfonamide reaction coupling between a sulfonyl benzoxadiazole (SBD) dye and dansyl chloride linked with rigid piperazine group. The probe showed a specific off-on response to Cys in aqueous solution with nanomolar LOD, and without interference by a range of amino acids and several competing analytes. Upon addition of Cys, the probe will undergo sequential substitution and intramolecular rearrangement reactions, yielding a 4-amino SBD derivative, which results in generation of strong yellow fluorescence emission at 575 nm accompanied by a two-step red shift in the absorption spectral. Moreover, it can be used for imaging of endogenous Cys in living cells.

摘要

在这项工作中,我们报道了一种用于选择性和灵敏检测半胱氨酸的新型荧光(FL)探针,该探针具有比色和 FL 双信号变化。探针通过磺酰基苯并恶二唑(SBD)染料与带有刚性哌嗪基团的丹磺酰氯之间的两步磺酰胺反应偶联合成。探针在水溶液中对半胱氨酸表现出特异的关-开响应,具有纳摩尔级的检测限,并且不受一系列氨基酸和几种竞争分析物的干扰。加入半胱氨酸后,探针将经历连续的取代和分子内重排反应,生成 4-氨基 SBD 衍生物,这导致在 575nm 处产生强的黄色荧光发射,同时吸收光谱发生两步红移。此外,它可用于活细胞内内源性半胱氨酸的成像。

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