Porphyrin-DNA:: A supramolecular scaffold for functional molecules on the nanometre scale

被引:14
作者
Bouamaied, Imenne [2 ]
Fendt, Leslie-Anne [2 ]
Haeussinger, Daniel [2 ]
Wiesner, Markus [2 ]
Thoeni, Sandra [2 ]
Amiot, Nicolas [2 ]
Stulz, Eugen [1 ]
机构
[1] Univ Southampton, Sch Chem, Southampton SO17 1BJ, Hants, England
[2] Univ Basel, Dept Chem, CH-4003 Basel, Switzerland
关键词
porphyrin nucleotides; supramolecular scaffold; nanomaterials;
D O I
10.1080/15257770701544468
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
We are pursuing the aim to use DNA as a supramolecular scaffold for the creation of electronically functional molecules on the nanometre scale. Here, we give a review on our results on porphyrin modified nucleotides used for this purpose. A general synthetic route to porphyrin-nucteotides has been devised, and the building blocks can be incorporated into oligonucleotides using standard solid phase synthesis methods. Up to I I porphyrins were incorporated into DNA, reaching a Length of approximately 4 nm in the array. The spectroscopic data are consistent with a porphyrin induced secondary structure stabilisation in the single strands.
引用
收藏
页码:1533 / 1538
页数:6
相关论文
共 25 条
[1]   Porphyrin-substituted dinucleotides: Synthesis and spectroscopy [J].
Bouamaied, I ;
Stulz, E .
CHIMIA, 2005, 59 (03) :101-104
[2]   Synthesis and spectroscopic properties of porphyrin-substituted uridine and deoxyuridine [J].
Bouamaied, I ;
Stulz, E .
SYNLETT, 2004, (09) :1579-1583
[3]   Tetranucleotides as a scaffold for diporphyrin arrays [J].
Bouamaied, Imenne ;
Fendt, Leslie-Anne ;
Wiesner, Markus ;
Haeussinger, Daniel ;
Amiot, Nicolas ;
Thoeni, Sandra ;
Stulz, Eugen .
PURE AND APPLIED CHEMISTRY, 2006, 78 (11) :2003-2014
[4]   Directed DNA metallization [J].
Burley, GA ;
Gierlich, J ;
Mofid, MR ;
Nir, H ;
Tal, S ;
Eichen, Y ;
Carell, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (05) :1398-1399
[5]   Electrontransfer through DNA and metal-containing DNA [J].
Carell, T ;
Behrens, C ;
Gierlich, J .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2003, 1 (13) :2221-2228
[6]   Synthesis and DNA cleavage of 2′-O-amino-linked metalloporphyrin-oligonucleotide conjugates [J].
Dubey, I ;
Pratviel, G ;
Meunier, B .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (18) :3088-3095
[7]   Self-assembling porphyrin-modified peptides [J].
Dunetz, JR ;
Sandstrom, C ;
Young, ER ;
Baker, P ;
Van Name, SA ;
Cathopolous, T ;
Fairman, R ;
de Paula, JC ;
Åkerfeldt, KS .
ORGANIC LETTERS, 2005, 7 (13) :2559-2561
[8]   DNA nanotechnology: Chemical copying of connectivity [J].
Eckardt, LH ;
Naumann, K ;
Pankau, WM ;
Rein, M ;
Schweitzer, M ;
Windhab, N ;
von Kiedrowski, G .
NATURE, 2002, 420 (6913) :286-286
[9]   Four-way-branched DNA-porphyrin conjugates for construction of four double-helix-DNA assembled structures [J].
Endo, M ;
Shiroyama, T ;
Fujitsuka, M ;
Majima, T .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (19) :7468-7472
[10]   DNA tube structures controlled by a four-way-branched DNA connector [J].
Endo, M ;
Seeman, NC ;
Majima, T .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (37) :6074-6077