A Small Push-Pull Fluorophore for Turn-on Fluorescence

被引:45
作者
Thooft, Andrea Marie [1 ]
Cassaidy, Kyle [1 ]
VanVeller, Brett [1 ]
机构
[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA
关键词
POLYMERIC THERMOMETER; FLUOROGENIC PROBES; LIVING CELLS; LIVE-CELL; DYES; BENZOTHIADIAZOLE; DERIVATIVES; POLARITY; DESIGN;
D O I
10.1021/acs.joc.7b00939
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new class of push pull dyes is reported based on the structures of benzoxa- and benzothiadiazole heterocycles. This new class of dyes displays red-shifted wavelengths of emission and greater sensitivity to polarity and hydrogen bonding solvents relative to previously known derivatives.
引用
收藏
页码:8842 / 8847
页数:6
相关论文
共 27 条
[1]   Property modulation of benzodithiophene-based polymers via the incorporation of a covalently bonded novel 2,1,3-benzothiadiazole-1,2,4-oxadiazole derivative in their main chain for polymer solar cells [J].
Agneeswari, Rajalingam ;
Tamilavan, Vellaiappillai ;
Song, Myungkwan ;
Hyun, Myung Ho .
JOURNAL OF MATERIALS CHEMISTRY C, 2014, 2 (40) :8515-8524
[2]  
BENSON GM, 2000, Patent No. 0076501
[3]   Mild Palladium-Catalyzed Cyanation of (Hetero)aryl Halides and Triflates in Aqueous Media [J].
Cohen, Daniel T. ;
Buchwald, Stephen L. .
ORGANIC LETTERS, 2015, 17 (02) :202-205
[4]   Temperature-dependent fluorescence lifetime of a fluorescent polymeric thermometer, Poly(N-isopropylacrylamide), labeled by polarity and hydrogen bonding sensitive 4-sulfamoyl-7-aminobenzofurazan [J].
Gota, Chie ;
Uchiyama, Seiichi ;
Yoshihara, Toshitada ;
Tobita, Seiji ;
Ohwada, Tomohiko .
JOURNAL OF PHYSICAL CHEMISTRY B, 2008, 112 (10) :2829-2836
[5]  
Grimm JB, 2015, NAT METHODS, V12, P244, DOI [10.1038/NMETH.3256, 10.1038/nmeth.3256]
[6]   Fluorescent Indicators for Intracellular pH [J].
Han, Junyan ;
Burgess, Kevin .
CHEMICAL REVIEWS, 2010, 110 (05) :2709-2728
[7]  
Haugland R.P., 2005, HDB GUIDE FLUORESCEN, V10th
[8]   Fluorescent probes for living cells [J].
Johnson, I .
HISTOCHEMICAL JOURNAL, 1998, 30 (03) :123-140
[9]   Solvatochromic and Fluorogenic Dyes as Environment-Sensitive Probes: Design and Biological Applications [J].
Klymchenko, Andrey S. .
ACCOUNTS OF CHEMICAL RESEARCH, 2017, 50 (02) :366-375
[10]   Fluorescent Probes for Lipid Rafts: From Model Membranes to Living Cells [J].
Klymchenko, Andrey S. ;
Kreder, Remy .
CHEMISTRY & BIOLOGY, 2014, 21 (01) :97-113