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

KeyWord:nitric oxide£¨NO£©  fluorescent probe  ratio type  fluorescence detection  organic small molecule probe

Abstract:

      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£­10 ¦Ìmol/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£®