Supramolecular design of a porphyrin-[60]fullerene photocurrent generation system on a DNA scaffold fabricated by a conjugate polymer film

被引:14
作者
Bae, AH
Hatano, T
Sugiyasu, K
Kishida, T
Takeuchia, M
Shinkai, S [1 ]
机构
[1] Kyushu Univ, Grad Sch Engn, Dept Chem & Biochem, Fukuoka 8128581, Japan
[2] Univ Tokyo, Sch Engn, Dept Chem & Biotechnol, Tokyo 1138656, Japan
关键词
conjugate polymer; DNA; electrochemical polymerization; fullerene; porphyrin;
D O I
10.1016/j.tetlet.2005.03.059
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
DNA which binds monocationic [60]fullerene (1) and tetracationic porphyrin (TMPyP) was readily fabricated by electrochemical oxidative polymerization of 3.4-ethylenedioxythiophene (EDOT) and the resultant poly(EDOT) composite was deposited on an ITO electrode as a stable thin film. Spectral and CV analyses established that one I and one TMPyP are bound per 57 nucleobase units, that is, every three pitches of DNA. Photoirradiation of this 1/TMPyP/DNA-poly(E DOT) film generated a photocurrent in 3.8) quantum yield, which was much higher than those obtained from 1/DNA and TMPyP/DNA systems. One can conclude, therefore that the photoexcited energy of TMPyP is transferred to 1, which is collected by the electron-conducting poly(EDOT) film. The present paper shows that DNA is useful as a scaffold to arrange redox-active couples in a one-dimensional matrix. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3169 / 3173
页数:5
相关论文
共 28 条
[1]   Effective photoinduced electron transfer in hetero-deposited redox polymer LB films [J].
Aoki, A ;
Abe, Y ;
Miyashita, T .
LANGMUIR, 1999, 15 (04) :1463-1469
[2]   Assembling alternate dye-polyion molecular films by electrostatic layer-by-layer adsorption [J].
Ariga, K ;
Lvov, Y ;
Kunitake, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (09) :2224-2231
[3]   Superstructural poly(pyrrole) assemblies created by a DNA templating method [J].
Bae, AH ;
Hatano, T ;
Numata, M ;
Takeuchi, M ;
Shinkai, S .
MACROMOLECULES, 2005, 38 (05) :1609-1615
[4]   Electrochemical fabrication of single-walled carbon nanotubes DNA complexes by poly(ethylenedioxythiophene) and photocurrent generation by excitation of an intercalated chromophore [J].
Bae, AH ;
Hatano, T ;
Nakashima, N ;
Murakami, H ;
Shinkai, S .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (08) :1139-1144
[5]  
BE AH, 2004, CHEM LETT, P436
[6]  
Cassell AM, 1998, ANGEW CHEM INT EDIT, V37, P1528, DOI 10.1002/(SICI)1521-3773(19980619)37:11<1528::AID-ANIE1528>3.0.CO
[7]  
2-Q
[8]   Assembly and characterization of ternary SV-DNA-TMPyP complex Langmuir-Blodgett films [J].
Chen, XD ;
Li, L ;
Liu, MH .
LANGMUIR, 2002, 18 (11) :4449-4454
[9]   Probing the electron-accepting reactivity of isomeric bis(pyrrolidinium) fullerene salts in aqueous solutions [J].
Guldi, DM .
JOURNAL OF PHYSICAL CHEMISTRY B, 2000, 104 (07) :1483-1489
[10]   Excited-state properties of C60 fullerene derivatives [J].
Guldi, DM ;
Prato, M .
ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (10) :695-703