Interaction of Cationic Manganese Porphyrin with G-Quadruplex Nucleic Acids Probed by Differential Labeling of the Two Faces of the Porphyrin†
Dr. Vincent Pradines
Laboratoire de Chimie de Coordination du CNRS, BP 44099, 205 route de Narbonne, 31077 Toulouse Cedex4 (France)
Search for more papers by this authorCorresponding Author
Dr. Geneviève Pratviel
Laboratoire de Chimie de Coordination du CNRS, BP 44099, 205 route de Narbonne, 31077 Toulouse Cedex4 (France)
Laboratoire de Chimie de Coordination du CNRS, BP 44099, 205 route de Narbonne, 31077 Toulouse Cedex4 (France)===Search for more papers by this authorDr. Vincent Pradines
Laboratoire de Chimie de Coordination du CNRS, BP 44099, 205 route de Narbonne, 31077 Toulouse Cedex4 (France)
Search for more papers by this authorCorresponding Author
Dr. Geneviève Pratviel
Laboratoire de Chimie de Coordination du CNRS, BP 44099, 205 route de Narbonne, 31077 Toulouse Cedex4 (France)
Laboratoire de Chimie de Coordination du CNRS, BP 44099, 205 route de Narbonne, 31077 Toulouse Cedex4 (France)===Search for more papers by this authorThis work was supported by ANR grant 07-BLAN-0343.
Graphical Abstract
Nach Aktivierung als hochvalente Metall-Oxo-Spezies vermittelt ein freies Manganporphyrin den O-Atomtransfer (bei einer Epoxidierung) auf seinen beiden Seiten. Wird das Porphyrin (im Schema als hellblaue Ellipse gezeichnet) aber an G-Quadruplex-DNA (gelb) gebunden, so findet der O-Atomtransfer ausschließlich auf der zugänglichen Seite des Porphyrins statt. Diese Beobachtung beleuchtet den Bindungsmodus des Porphyrins an die G-Quadruplex-DNA.
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References
- 1N. Maizels, Nat. Struct. Mol. Biol. 2006, 13, 1055.
- 2D. J. Patel, A. T. Phan, V. Kuryavyi, Nucleic Acids Res. 2007, 35, 7429.
- 3S. Balasubramanian, S. Neidle, Curr. Opin. Chem. Biol. 2009, 13, 345.
- 4S. Neidle, FEBS J. 2010, 277, 1118.
- 5K. M. Miller, R. Rodriguez, Expert Rev. Clin. Pharmacol. 2011, 4, 139.
- 6A. Bugaut, S. Balasubramanian, Nucleic Acids Res. 2012, 40, 4727.
- 7D. Gomez, A. Guedin, J. L. Mergny, B. Salles, J. F. Riou, M. P. Teulade-Fichou, P. Calsou, Nucleic Acids Res. 2010, 38, 7187.
- 8A. Decorsiere, A. Cayrel, S. Vagner, S. Millevoi, Genes Dev. 2011, 25, 220.
- 9J. F. Fisette, D. R. Montagna, M. R. Mihailescu, M. S. Wolfe, J. Neurochem. 2012, 121, 763.
- 10J. Dai, M. Carver, D. Yang, Biochimie 2008, 90, 1172.
- 11Y. Qin, L. H. Hurley, Biochimie 2008, 90, 1149.
- 12S. Neidle, Curr. Opin. Struct. Biol. 2009, 19, 239.
- 13A. T. Phan, FEBS J. 2010, 277, 1107.
- 14S. M. Haider, S. Neidle, G. N. Parkinson, Biochimie 2011, 93, 1239.
- 15S. Amrane, M. Adrian, B. Heddi, A. Serero, A. Nicolas, J. L. Mergny, A. T. Phan, J. Am. Chem. Soc. 2012, 134, 5807.
- 16R. Rodriguez, K. M. Miller, J. V. Forment, C. R. Bradshaw, M. Nikan, S. Britton, T. Oelschlaegel, B. Xhemalce, S. Balasubramanian, S. P. Jackson, Nat. Chem. Biol. 2012, 8, 301.
- 17T. M. Ou, Y. J. Lu, J. H. Tan, Z. S. Huang, K. Y. Wong, L. Q. Gu, ChemMedChem 2008, 3, 690.
- 18D. Monchaud, A. Granzhan, N. Saettel, A. Guedin, J. L. Mergny, M. P. Teulade-Fichou, J. Nucleic Acids 2010, 525862.
- 19A. Granzhan, D. Monchaud, N. Saettel, A. Guedin, J. L. Mergny, M. P. Teulade-Fichou, J. Nucleic Acids 2010, 0460561.
- 20S. N. Georgiades, N. H. Abd Karim, K. Suntharalingam, R. Vilar, Angew. Chem. 2010, 122, 4114;
10.1002/ange.200906363 Google ScholarAngew. Chem. Int. Ed. 2010, 49, 4020.
- 21R. T. Wheelhouse, D. Sun, H. Han, F. Xiaoguang Han, L. H. Hurley, J. Am. Chem. Soc. 1998, 120, 3261.
- 22A. T. Phan, V. Kuryavyi, H. Y. Gaw, D. J. Patel, Nat. Chem. Biol. 2005, 1, 167.
- 23G. N. Parkinson, R. Ghosh, S. Neidle, Biochemistry 2007, 46, 2390.
- 24C. Wei, G. Jia, J. Zhou, G. Han, C. Li, Phys. Chem. Chem. Phys. 2009, 11, 4025.
- 25L. Martino, B. Pagano, I. Fotticchia, S. Neidle, C. Giancola, J. Phys. Chem. B 2009, 113, 14779.
- 26P. Murat, R. Bonnet, A. Van der Heyden, N. Spinelli, P. Labbe, D. Monchaud, M. P. Teulade-Fichou, P. Dumy, E. Defrancq, Chem. Eur. J. 2010, 16, 6106.
- 27C. Romera, O. Bombarde, R. Bonnet, D. Gomez, P. Dumy, P. Calsou, J. F. Gwan, J. H. Lin, E. Defrancq, G. Pratviel, Biochimie 2011, 93, 1310.
- 28J. M. Dettler, R. Buscaglia, V. H. Le, E. A. Lewis, Biophys. J. 2011, 100, 1517.
- 29M. Pitié, G. Pratviel, Chem. Rev. 2010, 110, 1018.
- 30J. T. Groves, J. Lee, S. S. Marla, J. Am. Chem. Soc. 1997, 119, 6269.
- 31B. Meunier, S. P. de Visser, S. Shaik, Chem. Rev. 2004, 104, 3947.
- 32J. Bernadou, A.-S. Fabiano, A. Robert, B. Meunier, J. Am. Chem. Soc. 1994, 116, 9375.
- 33M. Pitié, J. Bernadou, B. Meunier, J. Am. Chem. Soc. 1995, 117, 2935.
- 34J. Bernadou, B. Meunier, Chem. Commun. 1998, 2167.
- 35K. N. Luu, A. T. Phan, V. Kuryavyi, L. Lacroix, D. J. Patel, J. Am. Chem. Soc. 2006, 128, 9963.
- 36A. T. Phan, Y. S. Modi, D. J. Patel, J. Am. Chem. Soc. 2004, 126, 8710.
- 37S. Nakayama, H. O. Sintim, J. Am. Chem. Soc. 2009, 131, 10320.
- 38Y. He, Y. Tian, C. Mao, Mol. Biosyst. 2009, 5, 238.
- 39R. Freeman, E. Sharon, C. Teller, A. Henning, Y. Tzfati, I. Willner, ChemBioChem 2010, 11, 2362.
- 40L. C. Poon, S. P. Methot, W. Morabi-Pazooki, F. Pio, A. J. Bennet, D. Sen, J. Am. Chem. Soc. 2011, 133, 1877.
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