Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry and Materials Science, Northwest University , Xi'an, Shaanxi 710127, P. R. China.
School of Chemistry and Environment Science, Shaanxi Sci-Tech University , Hanzhong, Shaanxi 723000, P. R. China.
Anal Chem. 2017 Feb 7;89(3):1734-1741. doi: 10.1021/acs.analchem.6b03983. Epub 2017 Jan 9.
Selenocysteine (Sec) carries out the majority of the functions of the various Se-containing species in vivo. Thus, it is of great importance to develop sensitive and selective assays to detect Sec. Herein, a carbon-dot-based fluorescent turn-on probe for highly selective detection of selenol in living cells is presented. The highly photoluminescent carbon dots that emit yellow-green fluorescence (Y-G-CDs; λ = 520 nm in water) were prepared by using m-aminophenol as carbon precursor through a facile solvothermal method. The surface of Y-G-CDs was then covalently functionalized with 2,4-dinitrobenzenesulfonyl chloride (DNS-Cl) to afford the 2,4-dinitrobenzene-functionalized CDs (CD-DNS) as a nanoprobe for selenol. CD-DNS is almost nonfluorescent. However, upon treating with Sec, the DNS moiety of CD-DNS can be readily cleaved by selenolate through a nucleophilic substitution process, resulting in the formation of highly fluorescent Y-G-CDs and hence leads to a dramatic increase in fluorescence intensity. The proposed nanoprobe exhibits high sensitivity and selectivity toward Sec over biothiols and other biological species. A preliminary study shows that CD-DNS can function as a useful tool for fluorescence imaging of exogenous and endogenous selenol in living cells.
硒代半胱氨酸 (Sec) 在体内执行各种含硒物质的大部分功能。因此,开发用于检测 Sec 的灵敏和选择性分析方法非常重要。本文介绍了一种基于碳点的荧光开启探针,用于在活细胞中高选择性地检测硒醇。通过简便的溶剂热法,以间氨基酚为碳前体制备了发黄色绿色荧光(Y-G-CDs;λ = 520nm,在水中)的高磷光碳点。然后,Y-G-CDs 的表面通过 2,4-二硝基苯磺酰氯 (DNS-Cl) 进行共价功能化,得到作为硒醇纳米探针的 2,4-二硝基苯功能化碳点 (CD-DNS)。CD-DNS 几乎没有荧光。然而,与 Sec 一起处理时,CD-DNS 的 DNS 部分可以通过硒代通过亲核取代过程容易地被硒代物裂解,从而形成高荧光 Y-G-CDs,从而导致荧光强度的急剧增加。所提出的纳米探针对 Sec 具有高灵敏度和选择性,而对生物硫醇和其他生物物质的选择性较低。初步研究表明,CD-DNS 可以用作在活细胞中外源和内源性硒醇荧光成像的有用工具。