Distance-Independent DNA Charge Transport across an Adenine Tract†
Katherine E. Augustyn
Department of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA, Fax: (+1) 626-577-4976
Search for more papers by this authorJoseph C. Genereux
Department of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA, Fax: (+1) 626-577-4976
Search for more papers by this authorJacqueline K. Barton Prof.
Department of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA, Fax: (+1) 626-577-4976
Search for more papers by this authorKatherine E. Augustyn
Department of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA, Fax: (+1) 626-577-4976
Search for more papers by this authorJoseph C. Genereux
Department of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA, Fax: (+1) 626-577-4976
Search for more papers by this authorJacqueline K. Barton Prof.
Department of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA, Fax: (+1) 626-577-4976
Search for more papers by this authorWe are grateful to the NIH (GM49216) for their financial support. We thank M. Davis and F. Shao for expert assistance
Graphical Abstract
Fernwirkung: Der DNA-vermittelte Ladungstransport über Adeninstränge wird mithilfe einer Sonde in der Brücke (N6-Cyclopropyladenin, in Rot) verfolgt. Diese Sonde wurde seriell entlang der Brücke eingebaut und konnte durch ein entferntes Rhodium-Photooxidans ohne signifikanten Ausbeuteverlust über eine Entfernung von 5 nm oxidiert werden. Dieser Befund ist in Einklang mit einer vollständigen Ladungsdelokalisierung entlang der DNA-Brücke.
References
- 1
- 1aD. B. Hall, E. R. Holmlin, J. K. Barton, Nature 1996, 382, 731–735;
- 1bM. E. Nunez, D. B. Hall, J. K. Barton, Chem. Biol. 1999, 6, 85–97;
- 1cP. T. Henderson, D. Jones, G. Hampikian, Y. Z. Kan, G. B. Schuster, Proc. Natl. Acad. Sci. USA 1999, 96, 8353–8358;
- 1dM. Bixon, B. Giese, S. Wessely, T. Langenbacher, M. E. Michel-Beyerle, J. Jortner, Proc. Natl. Acad. Sci. USA 1999, 96, 11713–11716;
- 1eK. Kawai, T. Takada, S. Tojo, N. Ichinose, T. Majima, J. Am. Chem. Soc. 2001, 123, 12688–12 689;
- 1fF. D. Lewis, R. L. Letsinger, M. R. Wasielewski, Acc. Chem. Res. 2001, 34, 159–170.
- 2
- 2aS. O. Kelley, N. M. Jackson, M. G. Hill, J. K. Barton, Angew. Chem. 1999, 111, 991–996;
10.1002/(SICI)1521-3757(19990401)111:7<991::AID-ANGE991>3.0.CO;2-T Google ScholarAngew. Chem. Int. Ed. 1999, 38, 941–945;10.1002/(SICI)1521-3773(19990401)38:7<941::AID-ANIE941>3.0.CO;2-7 CAS PubMed Web of Science® Google Scholar
- 2bE. M. Boon, D. M. Ceres, T. G. Drummond, M. G. Hill, J. K. Barton, Nat. Biotechnol. 2000, 18, 1096–1100;
- 2cE. M. Boon, J. E. Salas, J. K. Barton, Nat. Biotechnol. 2002, 20, 282–286.
- 3
- 3aE. M. Boon, A. L. Livingston, N. H. Chmiel, S. S. David, J. K. Barton, Proc. Natl. Acad. Sci. USA 2003, 100, 12543–12547;
- 3bA. K. Boal, E. Yavin, O. A. Lukianova, V. L. O'Shea, S. S. David, J. K Barton, Biochemistry 2005, 44, 8397–8407.
- 4
- 4aS. O. Kelley, E. R. Holmlin, E. D. A. Stemp, J. K. Barton, J. Am. Chem. Soc. 1997, 119, 9861–9870;
- 4bP. K. Bhattacharya, J. K. Barton, J. Am. Chem. Soc. 2001, 123, 8649–8656;
- 4cD. B. Hall, J. K. Barton, J. Am. Chem. Soc. 1997, 119, 5045–5046.
- 5
- 5aS. O. Kelley, J. K. Barton, Science 1999, 283, 375–381;
- 5bM. A. O'Neill, J. K. Barton, Top. Curr. Chem. 2004, 236, 67–115;
- 5cT. T. Williams, D. T. Odom, J. K. Barton, J. Am. Chem. Soc. 2000, 122, 9048–9049.
- 6
- 6aM. A. O'Neill, J. K. Barton, J. Am. Chem. Soc. 2004, 126, 11471–11483;
- 6bC. Z. Wan, T. Fiebig, S. O. Kelley, C. R. Treadway, J. K. Barton, A. H. Zewail, Proc. Natl. Acad. Sci. USA 1999, 96, 6014–6019;
- 6cM. A. O'Neill, H. C. Becker, C. Wan, J. K. Barton, A. H. Zewail, Angew. Chem. 2003, 115, 6076–6080;
10.1002/ange.200352831 Google ScholarAngew. Chem. Int. Ed. 2003, 42, 5896–5900;
- 6dM. A. O'Neill, J. K. Barton, J. Am. Chem. Soc. 2004, 126, 13234–13235.
- 7
- 7aF. Shao, K. E. Augustyn, J. K. Barton, J. Am. Chem. Soc. 2005, 127, 17445–17452;
- 7bE. M. Conwell, S. V. Rakhmanova, Proc. Natl. Acad. Sci. USA 2000, 97, 4556–4560;
- 7cT. Kendrick, B. Giese, Chem. Commun. 2002, 2016–2017;
- 7dR. N. Barnett, C. L. Cleveland, A. Joy, U. Landman, G. B. Schuster, Science 2001, 294, 567–571.
- 8B. Giese, J. Amaudrut, A. Kohler, M. Spormann, S. Wessely, Nature 2001, 412, 318–320.
- 9
- 9aJ. Jortner, M. Bixon, T. Langenbacher, M. E. Michel-Beyerle, Proc. Natl. Acad. Sci. USA 1998, 95, 12759–12765;
- 9bM. Bixon, J. Jortner, Chem. Phys. 2002, 281, 393–408.
- 10T. Renger, R. A. Marcus, J. Phys. Chem. A 2003, 107, 8404–8419.
- 11
- 11aD. M. Basko, E. M. Conwell, Phys. Rev. Lett. 2002, 88, 98–102;
- 11bE. M. Conwell, J. H. Park, H. Y. Choi, J. Phys. Chem. B 2005, 109, 9760–9763.
- 12
- 12aF. D. Lewis, H. Zhu, P. Daublain, B. Cohen, M. R. Wasielewski, Angew. Chem. 2006, 118, 8150–8153; Angew. Chem. Int. Ed. 2006, 45, 7982–7985;
- 12bF. D. Lewis, H. Zhu, P. Daublain, T. Fiebig, M. Raytchev, Q. Wang, V. Shafirovich, J. Am. Chem. Soc. 2006, 128, 791–800.
- 13
- 13aK. Kawai, T. Takada, S. Tojo, T. Majima, J. Am. Chem. Soc. 2003, 125, 6842–6843;
- 13bT. Takada, K. Kawai, X. Cai, A. Sugimoto, M. Fujitsuka, T. Majima, J. Am. Chem. Soc. 2004, 126, 1125–1129.
- 14T. Takada, K. Kawai, M. Fujitsuka, T. Majima, J. Am. Chem. Soc. 2006, 128, 11012–11013.
- 15
- 15aK. Nakatani, C. Dohno, I. Saito, J. Am. Chem. Soc. 2001, 123, 9681–9682;
- 15bM. A. O'Neill, C. Dohno, J. K. Barton, J. Am. Chem. Soc. 2004, 126, 1316–1317;
- 15cO. M. Musa, J. H. Horner, H. Shahin, M. Newcomb, J. Am. Chem. Soc. 1996, 118, 3862–3868.
- 16C. Dohno, A. Ogawa, K. Nakatani, I. Saito, J. Am. Chem. Soc. 2003, 125, 10154–10155.
- 17F. Shao, M. A. O'Neill, J. K. Barton, Proc. Natl. Acad. Sci. USA 2004, 101, 17914–17919.
- 18Inclusion of CPA in place of A causes a decrease in duplex melting temperature of less than 2 °C, and the hypochromicity of the duplex is unchanged, thus indicating that stacking is not disturbed.
- 19T. T. Williams, C. Dohno, E. D. A. Stemp, J. K. Barton, J. Am. Chem. Soc. 2004, 126, 8148–8158.
- 20
- 20aM. R. Arkin, E. D. A. Stemp, R. E. Holmlin, J. K. Barton, A. Hormann, E. J. C. Olson, P. F. Barbara, Science 1996, 273, 475–480;
- 20bG. D. Reid, D. J. Whittaker, M. A. Day, D. A. Turton, V. Kayser, J. M. Kelly, G. S. Beddard, J. Am. Chem. Soc. 2002, 124, 5518–5527.
- 21S. Delaney, J. Yoo, E. D. A. Stemp, J. K. Barton, Proc. Natl. Acad. Sci. USA 2004, 101, 10511–10516.
- 22H. B. Gray, J. R. Winkler, Annu. Rev. Biochem.1996, 65, 537–561.
Citing Literature
This is the
German version
of Angewandte Chemie.
Note for articles published since 1962:
Do not cite this version alone.
Take me to the International Edition version with citable page numbers, DOI, and citation export.
We apologize for the inconvenience.
