Rhodamine-based fluorescent off-on sensor for Fe3+ - in aqueous solution and in living cells: 8-aminoquinoline receptor and 2: 1 binding

被引:74
作者
Huang, Junhai [1 ,2 ,3 ]
Xu, Yufang [1 ,2 ]
Qian, Xuhong [1 ,2 ]
机构
[1] E China Univ Sci & Technol, Sch Pharm, State Key Lab Bioreactor Engn, Shanghai 200237, Peoples R China
[2] E China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China
[3] Shanghai Inst Pharmaceut Ind, Zhangjiang R&D Ctr, Shanghai 200040, Peoples R China
基金
中国国家自然科学基金; 国家高技术研究发展计划(863计划);
关键词
SELECTIVE DETECTION; ENERGY-TRANSFER; IRON-CHELATORS; ZINC IONS; METAL-ION; CHEMOSENSOR; DESIGN; PROBE; HG2+; CHEMODOSIMETER;
D O I
10.1039/c3dt53159g
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
8-Aminoquinoline (8-AQ) and 2-aminopyridine (AmPyr) both as ionophoric agents were robustly used in development of a cation sensor. To evaluate the effect of complexation with cations, flexible 2-aminopyridine and rigid 8-AQ moiety were directly introduced into rhodamine chromophore and two candidate fluorescent sensors were constructed successfully. Rh-AQ with a rigid 8-AQ fragment exhibited turn-on fluorescence and color responses to Fe3+ ion over other metal ions related to biology in aqueous solution. The sensor Rh-AmPyr with a flexible 2-aminopyridine did not give positive responses to cations although with a similar binding cavity as on Rh-AQ. Furthermore, the 2 : 1 recognition mode of Rh-AQ with Fe3+ was proved according to the 1D and 2D COSY H-H NMR experiments. The live cell imaging experiments demonstrated that Rh-AQ could be successfully applied as a bioimaging agent for monitoring Fe3+ in living cells.
引用
收藏
页码:5983 / 5989
页数:7
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