基于荧光素的TPA型Cu^+反应探针研究

Study on reactive fluorescein-based TPA type Cu^+probes

Cu^+在生物代谢过程中有着不可替代的作用,其可视化的检测在研究其在某个具体生命过程中的作用具有重要意义,由此应运而生了一系列Cu^+的荧光探针.其中,基于荧光素的TPA类反应型荧光探针因具备诸多优点而备受关注.文中设计合成了类似探针FluTPA’-1和FluTPA’-2,测试了相关性质.研究表明,FluTPA’-1能实现对Cu^+的高选择性识别.当FluTPA’-1与Cu^+以1∶1当量混合,静置反应120 min后的荧光强度达到极值,实现了探针分子的荧光“开启”模式;此外,FluTPA’-1实现了荧光发射波长的红移(513-533 nm).当荧光素9号位的苯环上2’-位被强供电子基团OMe取代后生成了探针FluTPA’-2,此探针络合Cu^+120 min后无法观测到溶液的荧光增强信号.这表明探针分子络合Cu^+后,不能发生氧化还原反应而实现荧光“开启”状态.

Cu^+has an irreplaceable role in the process of biological metabolism.Its visual detection has great significance on studying its role in a specific life process.So a series of fluorescent probes of Cu^+have been developed,and reactive fluorescein TPA-based fluorescent probes have attracted much attention due to their many advantages.Based on peer prevous work,the similar probes FluTPA′-1 and FluTPA′-2 have been designed and synthesized and their basic properties have been tested.Among them,FluTPA′-1 has high selectivity of Cu^+as desired.FluTPA′-1 coordinates with copper in a ratio of 1∶1,and they almost react completely in about 120 minutes to form fluorescein to achieve a fluorescent“on”state.Additionally,FluTPA′-1 also achieves a red-shift(513-533 nm)of the fluorescence emission wavelength.The oxidative-reductive reaction will not occur at room temperature after the probe FluTPA′-2,which is produced when 2′-position on the 9-Ph of the fluorescein is replaced by the strong electron-donating group OMe,coordinates with Cu^+.The probe could not achieve fluorescence“on”state anymore.