Acceleration of Long-Range Photoinduced Electron Transfer through DNA by Hydroxyquinolines asArtificial Base Pairs

被引：5
作者：
Baetzner, Effi [1 ]
Liang, Yu [2 ]
Schweigert, Caroline [2 ]
Unterreiner, Andreas-Neil [2 ]
Wagenknecht, Hans-Achim [1 ]
机构：
[1] Karlsruhe Inst Technol, Inst Organ Chem, D-76131 Karlsruhe, Germany
[2] Karlsruhe Inst Technol, Inst Phys Chem, Fritz Haber Weg 2, D-76131 Karlsruhe, Germany
来源：
CHEMPHYSCHEM | 2015年 / 16卷 / 08期
关键词：
base pairs; electron transfer; oligonucleotides; photochemistry; transient absorption spectroscopy; REDUCTION POTENTIALS; TRANSFER EFFICIENCY; TRANSFER DYNAMICS; TRANSPORT; ENHANCEMENT; INJECTION; SEQUENCE; DONOR;
D O I：
10.1002/cphc.201500062
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
The C-nucleoside based on the hydroxyquinoline ligand (Hq) is complementary to itself and forms stable Hq-Hq pairs in double-stranded DNA. These artificial Hq-Hq pairs may serve as artificial electron carriers for long-range photoinduced electron transfer in DNA, as elucidated by a combination of gel electrophoretic analysis of irradiated samples and time-resolved transient absorption spectroscopy. For this study, the Hq-Hq pair was combined with a DNA-based donor-acceptor system consisting of 6-N,N-dimethylaminopyrene conjugated to 2-deoxyuridine as photoinducible electron donor, and methyl viologen attached to the 2-position of uridine as electron acceptor. The Hq radical anion was identified in the time-resolved measurements and strand cleavage products support its role as an intermediate charge carrier. Hence, the Hq-Hq pair significantly enhances the electron hopping capability of DNA compared to natural DNA bases over long distances while keeping the self-assembly properties as the most attractive feature of DNA as a supramolecular architecture.
引用
收藏
页码：1607 / 1612
页数：6
相关论文
共 40 条
[1]   Coherent interactions of dyes assembled on DNA [J].
Asanuma, Hiroyuki ;
Fujii, Taiga ;
Kato, Tomohiro ;
Kashida, Hiromu .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY C-PHOTOCHEMISTRY REVIEWS, 2012, 13 (02) :124-135
[2]   DNA as supramolecular scaffold for functional molecules: progress in DNA nanotechnology [J].
Bandy, Thomas J. ;
Brewer, Ashley ;
Burns, Jonathan R. ;
Marth, Gabriella ;
Nguyen, ThaoNguyen ;
Stulz, Eugen .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (01) :138-148
[3]   Electron transport in DNA initiated by diaminonaphthalene donors alternatively bound by non-covalent and covalent association [J].
Campbell, Neil P. ;
Rokita, Steven E. .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (07) :1143-1148
[4]  
Clever G.H., 2007, ANGEW CHEM, V119, P6340
[5]   DNA-metal base pairs [J].
Clever, Guido H. ;
Kaul, Corinna ;
Carell, Thomas .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (33) :6226-6236
[6]   Metal-base pairing in DNA [J].
Clever, Guido H. ;
Shionoya, Mitsuhiko .
COORDINATION CHEMISTRY REVIEWS, 2010, 254 (19-20) :2391-2402
[7]   Dynamics and Efficiency of Electron Injection and Transport in DNA Using Pyrenecarboxamide as an Electron Donor and 5-Bromouracil as an Electron Acceptor [J].
Daublain, Pierre ;
Thazhathveetil, Arun K. ;
Shafirovich, Vladimir ;
Wang, Qiang ;
Trifonov, Anton ;
Fiebig, Forsten ;
Lewis, Frederick D. .
JOURNAL OF PHYSICAL CHEMISTRY B, 2010, 114 (45) :14265-14272
[8]   Development of a Metal-Ion-Mediated Base Pair for Electron Transfer in DNA [J].
Ehrenschwender, Thomas ;
Schmucker, Wolfgang ;
Wellner, Christian ;
Augenstein, Timo ;
Carl, Patrick ;
Harmer, Jeffrey ;
Breher, Frank ;
Wagenknecht, Hans-Achim .
CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (37) :12547-12552
[9]   Enhancing excess electron transport in DNA [J].
Fakhari, Fazel ;
Chen, Yun-Yun K. ;
Rokita, Steven E. .
CHEMICAL COMMUNICATIONS, 2013, 49 (63) :7073-7075
[10]   Investigation of Excess-Electron Transfer in DNA Double-Duplex Systems Allows Estimation of Absolute Excess-Electron Transfer and CPD Cleavage Rates [J].
Fazio, Danila ;
Trindler, Christian ;
Heil, Korbinian ;
Chatgilialoglu, Chryssostomos ;
Carell, Thomas .
CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (01) :206-212
1234