新型花菁近红外荧光探针CySeN的合成及其识别性能

Synthesis and Recognition Performance of a Novel Near Cyanine Infrared Fluorescent Probe CySeN

硒-氮共价键(Se-N)具有活泼易断裂的化学性质,一定条件下具备化学开关式的调控性能。以IR-780碘化物作为荧光染料,与依布硒啉衍生物缩合合成了含有Se-N化学开关的新型花菁近红外荧光探针CySeN,结构得到核磁共振氢谱和碳谱以及高分辨质谱(HR-MS)确认。该探针对丙酮具有非线性响应识别能力,可用于激光共聚焦细胞成像,但对丙酮的荧光增强不明显,高分辨质谱对其识别机制的分析结果表明,Se-N键的断裂以及丙酮-硒共价化合物CySeA的形成是丙酮识别的主要原因。

Selenium-nitrogen covalent bond(Se-N)has the chemical properties of being active and easy to break,and has the regulation and control performance as a chemical switch under certain conditions.In this paper,a new cyanine near infrared fluorescence probe CySeN with Se-N chemical switch was synthesized by condensation of the fluorochrome IR-780 iodide and the Ebselen derivative.The structure was confirmed by nuclear magnetic resonance(^(1)H and ^(13)C)and high resolution mass spectrum(HR-MS).The probe has the ability of nonlinear response recognition for acetone and could be used for laser confocal cell imaging,but it was not obvious for the fluorescence enhancement of acetone.Through the analysis of the recognition mechanism by HR-MS suggested that the breaking of Se-N bond and the formation of acetone-selenium covalent compound CySeA were the main reasons for acetone recognition.