9-Aryl-3-aminocarbazole as an Environment- and Stimuli-Sensitive Fluorogen and Applications in Lipid Droplet Imaging

被引:12
作者
Matsubara, Ryosuke [1 ]
Kaiba, Tomoaki [1 ]
Nakata, Akito [1 ]
Yabuta, Tatsushi [1 ]
Hayashi, Masahiko [1 ]
Tsubaki, Motonari [1 ]
Uchino, Takashi [1 ]
Chatani, Eri [1 ]
机构
[1] Kobe Univ, Grad Sch Sci, Dept Chem, Nada Ku, Kobe, Hyogo 6578501, Japan
关键词
AGGREGATION-INDUCED EMISSION; INTRAMOLECULAR CHARGE-TRANSFER; ELECTRON-TRANSFER; FLUORESCENCE; DYES; SENSORS; BEHAVIOR; DESIGN; PROBES; STATES;
D O I
10.1021/acs.joc.9b00493
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Environment-sensitive luminophoric molecules have played an important role in the fields of smart materials, sensing, and bioimaging. In this study, it was demonstrated that depending on the substituents, 9-aryl-3-aminocarbazoles can display aggregation-induced emission and solvatofluoro-chromism, and the operating mechanism was clarified. The application of these compounds to lipid droplet imaging and fluorescent probes for cysteamine was demonstrated.
引用
收藏
页码:5535 / 5547
页数:13
相关论文
共 39 条
[1]  
[Anonymous], 2001, CHEM COMMUN, P1740
[2]  
Birks J. B., PHOTOPHYSICS OF AROM
[3]   ENERGY-GAP LAW FOR NONRADIATIVE AND RADIATIVE CHARGE-TRANSFER IN ISOLATED AND IN SOLVATED SUPERMOLECULES [J].
BIXON, M ;
JORTNER, J ;
CORTES, J ;
HEITELE, H ;
MICHELBEYERLE, ME .
JOURNAL OF PHYSICAL CHEMISTRY, 1994, 98 (30) :7289-7299
[4]   Luminescent sensors and switches in the early 21st century [J].
Callan, JF ;
de Silva, AP ;
Magri, DC .
TETRAHEDRON, 2005, 61 (36) :8551-8588
[5]   Aggregation-induced emission on benzothiadiazole dyads with large third-order optical nonlinearity [J].
Chen, Songhua ;
Qin, Zhihong ;
Liu, Taifeng ;
Wu, Xingzhi ;
Li, Yongjun ;
Liu, Huibiao ;
Song, Yinglin ;
Li, Yuliang .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2013, 15 (30) :12660-12666
[6]   Controlling growth of molecular crystal aggregates for efficient optical waveguides [J].
Chen, Songhua ;
Chen, Nan ;
Yan, Yong Li ;
Liu, Taifeng ;
Yu, Yanwen ;
Li, Yongjun ;
Liu, Huibiao ;
Zhao, Yong Sheng ;
Li, Yuliang .
CHEMICAL COMMUNICATIONS, 2012, 48 (72) :9011-9013
[7]   Signaling recognition events with fluorescent sensors and switches [J].
de Silva, AP ;
Gunaratne, HQN ;
Gunnlaugsson, T ;
Huxley, AJM ;
McCoy, CP ;
Rademacher, JT ;
Rice, TE .
CHEMICAL REVIEWS, 1997, 97 (05) :1515-1566
[8]   The synthesis of polarity-sensitive fluorescent dyes based on the BODIPY chromophore [J].
Duan, Xia ;
Li, Puming ;
Li, Ping ;
Xie, Ting ;
Yu, Fabiao ;
Tang, Bo .
DYES AND PIGMENTS, 2011, 89 (03) :217-222
[9]   Recent Advances in Fluorescent Probes for Lipid Droplets [J].
Fam, Tkhe Kyong ;
Klymchenko, Andrey S. ;
Collot, Mayeul .
MATERIALS, 2018, 11 (09)
[10]  
Forster T., 1955, PHYS CHEM MUENCHEN G, V59, P275