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一种基于氧杂蒽结构的“Turn-Off”型荧光探针研究及对磷酸酯类物质检测

The Study of a “Turn-Off” Type Fluorescent Probe Based on The Xanthene Structure and Its Detection of the Phosphoric Acid Esters

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【作者】 向德成孟庆华徐伟健郑南谢少艾郑少瑜

【Author】 XIANG De-cheng 1,MENG Qing-hua 1,XU Wei-jian 2,ZHENG Nan 1,XIE Shao-ai 1,ZHENG Shao-yu 1(1School of Chemistry & Chemical Engineering,Shanghai Jiao Tong University,Shanghai 200240,China;2Zhiyuan College,Shanghai Jiao Tong University,Shanghai 200240,China)

【机构】 上海交通大学化学化工学院上海交通大学致远学院

【摘要】 设计了一种基于氧杂蒽结构的"Turn-Off"型荧光探针(P3),在生理pH条件下对磷酸根(Pi)较好的荧光淬灭性能,在与其它竞争性含氧阴离子(硫酸根、硝酸根、碳酸氢根)以及其它常见阴离子(氟离子、氯离子、溴离子等)对该识别的竞争性影响考察中,亦显示了较好的特异性。从荧光滴定法得到荧光探针(P3)与磷酸根(Pi)形成超分子复合物的摩尔比为1∶1,复合物稳定常数K为5.28*103。通过量子化学计算表明磷酸根与!共轭体系产生了较强的相互作用,并导致P3分子平面上翘,在一定程度上破坏了原先的共面型,磷酸根上氧部位的孤对电子与!共轭体系存在着轨道交叠,即p-!共轭作用。可将此探针应用于磷酸酯类物质的检测。

【Abstract】 A xanthene structure of "Turn-Off" type fluorescent probe (P3) was designed,which showed selectively quenching response to phosphate ion (Pi) over other anion ions at the physiological pH condition.The molar ratio of Pi/P3and stability constant of the supramolecular complex was obtained as 1:1and 5.28*103,respectively from the fluorescence titration method.The quantum chemical calculation showed that phosphate ion and conjugate system of P3 have a strong interaction,and lead to the molecular plane of P3molecule upwards,to a certain extent,destroyed the original coplanarity.There was some orbital overlap between the lone pair electrons on phosphate and part of the conjugate system (HOMO) which meant p-p conjugation.This probe could be applied in detection of the phosphoric acid esters.

【关键词】 荧光探针氧杂蒽淬灭共轭
【Key words】 fluorescent probexanthene quenchingconjugation
【基金】 上海市科委纳米专项资助项目(0752nm016)
  • 【文献出处】 信息记录材料 ,Information Recording Materials , 编辑部邮箱 ,2013年03期
  • 【分类号】O657.3
  • 【被引频次】1
  • 【下载频次】186
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