Two novel dyes containing spirobifluorene and triphenylamine: Synthesis, one- and two-photon excited fluorescence and applications as probes for silver ions, water and cell imaging

被引:32
作者
Xiao, Haibo [1 ]
Zhang, Yanzhen [1 ]
Zhang, Wu [1 ]
Li, Shaozhi [1 ]
Xu, Ronghua [1 ]
机构
[1] Shanghai Normal Univ, Dept Chem, Shanghai 200234, Peoples R China
来源
SENSORS AND ACTUATORS B-CHEMICAL | 2016年 / 233卷
基金
上海市自然科学基金;
关键词
Two-photon excited fluorescence; Probe; Silver ion; Cell imaging; Water content; STABILITY TRADE-OFF; ORGANIC-SOLVENTS; MERCURY ION; SENSOR; CHEMOSENSOR; ABSORPTION; COMPLEX; SERIES;
D O I
10.1016/j.snb.2016.04.101
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Two fluorophores, SPF-TNS and SPF-TBB, with electron-rich triphenylamine groups and Ag+ receptor units on the respective biphenyl branches of 9,9'-spirobifluorene were synthesized. They exhibit strong one- and two-photon excited fluorescence, and the two-photon absorption cross-section values are 665 GM for SPF-TNS and 355GM for SPF-TBB. The probing behaviors toward metal ions were investigated via UVIVis absorption spectra as well as one-photon fluorescence changes. The results indicated that SPF-TNS and SPF-TBB exhibit distinct fluorescent quenching in the presence of silver ions that can be used for highly sensitive and selective naked-eye detection of Ag+ The one-photon excited fluorescence of SPF-TBB can be made to measure water content of organic solvents. The detection limits were calculated to be 0.04% for THE and 0.03% for 1,4-dioxane. The two-photon scanning microscopy experiments suggest that SPF-TNS is a promising label potentially applicable for the tracking of biomolecules. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:469 / 475
页数:7
相关论文
共 31 条
[1]  
[Anonymous], 1987, BINDING CONSTANTS ME
[2]   Polytriazole bridged with 2,5-diphenyl-1,3,4-oxadiazole moieties: a highly sensitive and selective fluorescence chemosensor for Ag+ [J].
Cao, Shoupeng ;
Pei, Zhichao ;
Xu, Yongqian ;
Zhang, Ruina ;
Pei, Yuxin .
RSC ADVANCES, 2015, 5 (57) :45888-45896
[3]   Negative solvatochromism of merocyanine dyes: Application as water content probes for organic solvents [J].
Cha, Sunyoung ;
Choi, Myung Gil ;
Jeon, Hye Rim ;
Chang, Suk-Kyu .
SENSORS AND ACTUATORS B-CHEMICAL, 2011, 157 (01) :14-18
[4]   Highly sensitive fluorescent sensing for water based on poly(m-aminobenzoic acid) [J].
Deng, Qiliang ;
Li, Yanli ;
Wu, Jianhua ;
Liu, Yang ;
Fang, Guozhen ;
Wang, Shuo ;
Zhang, Yukui .
CHEMICAL COMMUNICATIONS, 2012, 48 (24) :3009-3011
[5]   Improved push-pull-push E-Bodipy fluorophores for two-photon cell-imaging [J].
Didier, Pascal ;
Ulrich, Gilles ;
Mely, Yves ;
Ziessel, Raymond .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2009, 7 (18) :3639-3642
[6]   Assessment of cooperativity in self-assembly [J].
Ercolani, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (51) :16097-16103
[7]   A highly selective and sensitive two-photon chemosensor for silver ion derived from 3,9-dithia-6-azaundecane [J].
Huang, Chibao ;
Peng, Xiaojun ;
Lin, Ziyang ;
Fan, Jiangli ;
Ren, Anxiang ;
Sun, Daxin .
SENSORS AND ACTUATORS B-CHEMICAL, 2008, 133 (01) :113-117
[8]   Two-photon fluorescent probe for silver ion derived from twin-cyano-stilbene with large two-photon absorption cross section [J].
Huang, Chibao ;
Ren, Anxiang ;
Feng, Chenghao ;
Yang, Nianfa .
SENSORS AND ACTUATORS B-CHEMICAL, 2010, 151 (01) :236-242
[9]   A new series of two-photon blue/violet fluorescent trans-alkenes: Green synthesis and optical properties [J].
Huang, Jiu-Qiang ;
Cai, Zhi-Bin ;
Jin, Fan ;
Li, Sheng-Li ;
Tian, Yu-Peng .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2016, 154 :164-170
[10]  
Job P, 1928, ANN CHIM FRANCE, V9, P113