Key Laboratory of Pesticide and Chemical Biology of Ministry of Education, College of Chemistry, Central China Normal University , 152 Luoyu Road, Wuhan 430079, People's Republic of China.
ACS Appl Mater Interfaces. 2014 Oct 22;6(20):17543-50. doi: 10.1021/am505501d. Epub 2014 Oct 7.
We report a simple and readily available fluorescent probe for rapid, specific, and ratiometric fluorescent detection of the biologically important cysteine (Cys). This probe uses a visible-light excitable excited-state intramolecular proton transfer (ESIPT) dye (4'-dimethylamino-3-hydroxyflavone) as the fluorophore and an acrylate group as the ESIPT blocking agent as well as the recognition unit. Cleavage of the acrylate moiety can be achieved specifically and rapidly by Cys in aqueous solution under mild conditions, which leads to restore the ESIPT process and enables the probe to show a rapid, ratiometric fluorescent detection process for Cys with high selectivity over various analytes, including homocysteine (Hcy) and glutathione (GSH). The detection limit of this probe for Cys was found to be ∼0.2 μM and bioimaging of intracellular Cys by this probe was successfully applied in living cells, indicating that this probe holds great potential for biological applications.
我们报道了一种简单且易于获得的荧光探针,可用于快速、特异性和比率荧光检测生物重要的半胱氨酸(Cys)。该探针使用可见光激发的激发态分子内质子转移(ESIPT)染料(4'-二甲氨基-3-羟基黄酮)作为荧光团,并用丙烯酰胺基作为 ESIPT 阻断剂和识别单元。在温和条件下,Cys 在水溶液中可以特异性和快速地切割丙烯酰胺部分,这导致恢复 ESIPT 过程,并使探针能够快速、比率荧光检测 Cys,对各种分析物具有高选择性,包括同型半胱氨酸(Hcy)和谷胱甘肽(GSH)。该探针对 Cys 的检测限约为 0.2 μM,并且该探针成功地应用于活细胞内的细胞内 Cys 成像,表明该探针在生物应用中具有很大的潜力。