Effective Enlargement of Fluorescence Resonance Energy Transfer of Poly-Porphyrin Mediated by β-Cyclodextrin Dimers

被引:67
作者
Gu, Zhuo-Yi [1 ]
Guo, Dong-Sheng [1 ]
Sun, Mo [1 ]
Liu, Yu [1 ]
机构
[1] Nankai Univ, Dept Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
关键词
LIGHT-HARVESTING DENDRIMERS; ATOMIC-FORCE MICROSCOPY; MULTIPORPHYRIN ARRAYS; PHOTOPHYSICAL PROPERTIES; PHOTOINDUCED ELECTRON; INCLUSION COMPLEXES; TRANSFER CASSETTES; BORON-DIPYRRIN; AQUEOUS-MEDIA; BODIPY DYES;
D O I
10.1021/jo100351f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene bridged bis(permethyl-beta-cyclodextrins) I was synthesized successfully through click chemistry, and it forms a well-defined linear assembly with 5,10,15,20-tetrakis(4-sulfonatophenyl)porphyrin 2 via extremely strong host-guest interactions, which was identified by the met hods of UV-vis, NMR, AFM, and TEM, respectively. Furthermore, the fluorescence resonance energy transfer from host spacer to porphyrin guest was investigated, showing that the energy transfer quantum yield is high to 94% in virtue of such a noncovalent path.
引用
收藏
页码:3600 / 3607
页数:8
相关论文
共 53 条
[1]   Water-soluble through-bond energy transfer cassettes for intracellular imaging [J].
Bandichhor, Rakeshwar ;
Petrescu, Anca D. ;
Vespa, Aude ;
Kier, Ann B. ;
Schroeder, Friedhelm ;
Burgess, Kevin .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (33) :10688-10689
[2]   BODIPY-based hydroxyaryl derivatives as fluorescent pH probes [J].
Baruah, M ;
Qin, WW ;
Basaric, N ;
De Borggraeve, WM ;
Boens, N .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (10) :4152-4157
[3]   TOPOGRAPHY OF CYCLODEXTRIN INCLUSION COMPLEXES .20. CIRCULAR AND FLIP-FLOP HYDROGEN-BONDING IN BETA-CYCLODEXTRIN UNDECAHYDRATE - A NEUTRON-DIFFRACTION STUDY [J].
BETZEL, C ;
SAENGER, W ;
HINGERTY, BE ;
BROWN, GM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (24) :7545-7557
[4]   Fullerene-porphyrin constructs [J].
Boyd, PDW ;
Reed, CA .
ACCOUNTS OF CHEMICAL RESEARCH, 2005, 38 (04) :235-242
[5]   Bioinspired molecular design of light-harvesting multiporphyrin arrays [J].
Choi, MS ;
Yamazaki, T ;
Yamazaki, I ;
Aida, T .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (02) :150-158
[6]   Energy transfer followed by electron transfer in a supramolecular triad composed of boron dipyrrin, zinc porphyrin, and fullerene: A model for the photosynthetic antenna-reaction center complex [J].
D'Souza, F ;
Smith, PM ;
Zandler, ME ;
McCarty, AL ;
Itou, M ;
Araki, Y ;
Ito, O .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (25) :7898-7907
[7]   Competitive photoinduced electron transfer by the complex formation of porphyrin with cyclodextrin bearing viologen [J].
Deng, Wei ;
Onji, Takeshi ;
Yamaguchi, Hiroyasu ;
Ikeda, Noriaki ;
Harada, Akira .
CHEMICAL COMMUNICATIONS, 2006, (40) :4212-4214
[8]   Ultrafast guest dynamics in cyclodextrin nanocavities [J].
Douhal, A .
CHEMICAL REVIEWS, 2004, 104 (04) :1955-1976
[9]  
FABRICIO AL, 2005, ENERG FUEL, V19, P477
[10]   Development of bioinspired artificial photosynthetic systems [J].
Fukuzumi, Shunichi .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2008, 10 (17) :2283-2297