一种新型一氧化氮比率型近红外荧光探针的制备及应用

Synthesis and Application of a Novel Near-infrared Ratiometric Fluorescent Probe for Nitric Oxide Detection

该文以邻苯二胺修饰的[c][1,2,5]噻二唑-5,6-二胺作为一氧化氮(NO)识别基团和电子受体,芴衍生物作为荧光基团和电子供体,合成了一种新型检测NO的近红外荧光探针。通过紫外可见吸收光谱和荧光光谱研究探针分子的光谱学性质及检测NO的可行性。该探针与NO反应后生成苯并三氮唑结构,分子内电荷转移(ICT)效应加强,在近红外区的荧光明显增强。相较于传统的增强型或猝灭型NO荧光探针,该文制备的荧光探针通过比率计量荧光检测信号,实现了背景荧光低、抗干扰能力强的NO近红外荧光检测。该荧光探针受外界干扰小,且不与其他活性氧、活性氮反应,能够对不同浓度的NO产生快速、灵敏的荧光响应,对NO的检测线性范围为0~10μmol/L,检出限为28.88 nmol/L。选择性实验表明,该探针对NO的响应具有专一性和抗干扰性。该文制备的比率型荧光探针能实现NO近红外荧光分析和检测,具有背景荧光低、抗干扰能力强的优点,可用于生物样品中NO的检测。

A novel near-infrared fluorescent probe for the detection of nitric oxide(NO)was synthesized in this paper,with o-phenylenediamine-modified[c][1,2,5]benzothiadiazole-5,6-diamine as NO recognition group and electron acceptor,fluorene derivative as fluorescent group and electron donor.The spectroscopic properties and feasibility of the probe for the detection of NO were investigated by UV spectroscopy and fluorescence experiments.The probe can form a benzotriazole structure after reacting with NO,and the fluorescence emission spectrum was enhanced in the near-infrared region significantly according to the enhancement of the intramolecular charge transfer(ICT)effect.Compared with the conventional enhanced or quenched nitric oxide fluorescent probes,the developed fluorescent probe exhibited a low background fluorescence but strong anti-interference ability through the proportional fluorescence,which could realize the near-infrared fluorescent analysis and detection of NO.The fluorescent probe also showed an excellent anti-interference ability to the other coexisting interfering species,with no reaction to the reactive oxygen and reactive nitrogen species.Furthermore,the probe displayed a rapid and sensitive fluorescence response to the varieties of NO concentrations with a linear range of 0-10μmol/L and a detection limit of 28.88 nmol/L.The results of selectivity experiments showed that only NO could significantly trigger the probe fluorescence response,and the probe has good specificity and anti-interference for the detection of NO.The ratiometric fluorescent probe prepared in this paper realized the near-infrared fluorescence analysis and detection of NO with a low background fluorescence but strong anti-interference ability,which could be applied to the detection of NO in biological samples.