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罗丹明6G衍生物基偏酸性“关开型”pH荧光探针 被引量:1

A novel“off-on”fluorescent rhodamine 6G derivative-based pH probe for extreme acidity
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摘要 以罗丹明6G和水合肼为原料,先制备罗丹明6G酰肼,接着在乙醇中滴加少量冰醋酸做催化剂后与2,5-二甲氧基苯甲醛反应,合成了一种新型的pH荧光分子探针(RGSBD),进行了结构表征及荧光性能研究。结果表明,原本在氢离子浓度较低,即体系pH较高时(pH≥4.0),探针RGSBD内酰胺螺环闭环导致不显示荧光并且无色,然而在氢离子浓度较大即体系pH较低时(pH<4.0)时,其内酰胺螺环闭环产生了明显的颜色变化,发出强烈的荧光。pH 1.9时,探针的荧光强度达到最大,最大荧光峰发生显著的红移。进一步研究表明,探针RGSBD的荧光峰强度差值与pH在1.9~3.2范围内呈良好的线性关系,探针RGSBD识别H^+的选择性高,稳定性与可逆性强,可发展用作生物体内pH荧光传感材料。 Rhodamine 6 G and hydrazine hydrate were used as raw materials to synthesize rhodamine 6 G hydrazide.Then,a novel pH fluorescent molecular probe(RGSBD)was synthesized by rhodamine 6 G hydrazide and 2,5-dimethoxybenzaldehyde under glacial acetic acid as catalyst.This compound was characterized by1 H NMR,IR and fluorescence spectroscopy.The colorless spirocyclic structure of probe RGSBD at high pH(pH≥4.0)opened to the colored and highly fluorescent form at very low pH(pH<4.0).At pH 1.9,the fluorescence intensity of the probe RGSBD reached maximum accompanying with obvious red-shifted of the maximum fluorescence peak.Further studies showed that the fluorescence peak intensity difference of the probe RGSBD had a good linear relationship with pH in the range of 1.9-3.2.Common metal ions had almost no interference with the fluorescent response of probe RGSBD to H^+,indicating high selectivity of the probe.The probe can be promoted as a new sensing material for studying pH in biological system due to its satisfactory stability and reversibility.
作者 吴芳辉 杨俊卿 罗祥瑞 李红 朱海威 余爱民 WU Fanghui;YANG Junqing;LUO Xiangrui;LI Hong;ZHU Haiwei;YU Aimin(School of Chemistry and Chemical Engineering,Anhui University of Technology,Ma'anshan 243000)
出处 《分析试验室》 CAS CSCD 北大核心 2020年第2期137-141,共5页 Chinese Journal of Analysis Laboratory
基金 国家自然科学基金(21771003) 安徽省自然科学基金(1808085MB36) 安徽省教育厅自然科学重点基金(KJ2015A024) 安徽省大学生创新创业训练计划项目(S201910360213)资助。
关键词 罗丹明6G 席夫碱 荧光探针 合成 应用 rhodamine 6G schiff base fluorescence probe synthesis application
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