Squaraines as fluoro-chromogenic probes for thiol-containing compounds and their application to the detection of biorelevant thiols
Squaraines as fluoro-chromogenic probes for thiol-containing compounds and their application to the detection of biorelevant thiols
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DOI：
10.1021/ja031987i
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发表时间：
2004-04-07
影响因子：
15
通讯作者：
Valldecabres, MC
中科院分区：
文献类型：
--
作者：
Ros-Lis, JV;García, B;Valldecabres, MC
报道了一种用于测定水溶液中含硫醇化合物的高选择性比色化学剂量计。设计方案利用了硫醇和高度着色、荧光方碱骨架的亲电四元环之间的高度特异性反应。在中性pH下，选择性脱色和总发射猝灭是由于选择性亲核添加含硫醇衍生物时高度离域的方碱框架断裂。方碱衍生物已成功应用于人血浆中低分子质量氨基硫醇的测定。该方法表明化学剂量计方法在为目标客体寻找新的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。
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.