Abstract
The irradiation of an anthraquinone derivative that is covalently attached to duplex DNA injects a radical cation into the bases of the DNA. This radical cation can migrate hundreds of Ã…ngstroms before it is trapped at GG steps by reaction with water. These damaged guanines result in DNA strand scissions when they are treated with piperidine. Investigation of several such DNA constructs reveals that the efficiency of radical cation migration is strongly dependent on the sequence of bases in the DNA. This observation led to the formulation of the phonon-assisted polaron hopping model for the mechanism of radical cation migration. In this model, DNA and its ionic and solvent environment are assumed to undergo motions on the timescale of the radical cation hopping. These motions lead to a distortion of the local environment around the radical cation that causes it to gain stability (the polaron). Thermal motions of the DNA and its environment (phonons) cause the radical cation to migrate adiabatically from one polaronic site to another.
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References
Beckman KB, Ames BN (1997) J Biol Chem 272:19633
Cadet J (1994) In: Hemminiki K, Dipple A, Shiker DE, Kadlubar FF, Segerback D, Bartsch H (eds) IARC, Lyon
Sies H (1993) Mutat Res 275:367
Burrows CJ, Muller JG (1998) Chem Revs 98:1109
Pogozelski WK, Tullius TD (1998) Chem Revs 98:1089
Kasai H, Yamaizumi Z, Berger M, Cadet J (1992) J Am Chem Soc 114:9692
Schuster GB (2000) Acc Chem Res 33:253
Giese B, Meggers E, Wessely S, Spormann B, Biland A (2000) Chimia 54:547
Kelley SO, Barton JK (1999) Metal Ions Biological Syst 36:211
Rehm D, Weller A (1970) Israel J Chem 8:259
Armitage BA, Yu C, Devadoss C, Schuster GB (1994) J Am Chem Soc 116:9847
Gasper SM, Schuster GB (1997) J Am Chem Soc 119:12762
Ly D, Sanii L, Schuster GB (1999) J Am Chem Soc ??:9400
Sanii L, Schuster GB (2000) J Am Chem Soc 122:11545
Deshmukh H, Joglekar SP, Broom AD (1995) Bioconjugate Chem 6:578
Nakatani K, Dohno C, Saito I (1999) J Am Chem Soc 121:10854
Saito I, Takayama M, Sugiyama H, Nakatani K, Tsuchida A, Yamamoto M (1995) J Am Chem Soc 117:6406
Prat F, Houk KN, Foote CS (1998) J Am Chem Soc 120:845
Sartor V, Boone E, Schuster GB (2001) J Phys Chem B 105:11057
Steenken S, Jovanovic SV (1997) J Am Chem Soc 119:617
Giese B, Biland A (2002) Chem Commun ??:667
Hickerson RP, Prat F, Muller JG, Foote CS, Burrows CJ (1999) J Am Chem Soc 121:9423
Henderson PT, Jones D, Hampikian G, Kan Y, Schuster GB (1999) Proc Natl Acad Sci USA 96:8353
Nunez M, Hall DB, Barton JK (1999) Chemistry & Biology 6:85
Santhosh U, Schuster GB (2002) J Am Chem Soc 124:10986
Liu C-S, Schuster GB (2003) J Am Chem Soc (submitted for publication)
Barnett RN, Cleveland CL, Landman U, Boone E, Kanvah S, Schuster GB (2003) J Phys Chem B (in press)
Stemp EDA, Barton JK (1996) Metal Ions in Biol Systems 33:325
Murphy CJ, Arkin MR, Jenkins Y, Ghatlia ND, Bossman SH, Turro NJ, Barton JK (1993) Science 262:1025
Turro NJ, Barton JK (1998) J Biol Inorg Chem 3:201
Jortner J, Bixon M, Langenbacher T, Michel-Beyerle ME (1998) Proc Natl Acad Sci USA 95:12759
Bixon M, Giese B, Wessely S, Langenbacher T, Michel-Beyerle ME, Jortner J (1999) Proced Natl Acad Sci USA 96:11713
Bixon M, Jortner J (2000) J Phys Chem B 104:3906
Jortner J, Bixon M, Voityuk AA, Rosch N (2002) J Phys Chem A 106:7599
Barnett RN, Cleveland CL, Joy A, Landman U, Schuster GB (2001) Science 294:567
Rakhamanova SV, Conwell EM (2001) J Chem Phys B 105:2056
Conwell EM, Rakhmanova SV (2000) Proc Natl Acad Sci USA 97:4556
Bloomfield VA, Crothers DM, Tinoco JI (1999) Nucleic Acids: Structure, Properties, and Function. University Science Books, Sausalito
Dickerson RE (1992) Methods in Enzymol 211:67
Eley DD, Spivey DI (1962) Trans Farad Soc 58:411
Wan CZ, Fiebig T, Schiemann O, Barton JK, Zewail AH (2000) Proc Natl Acad Sci USA 97:14052
Fahlman RP, Sharma RD, Sen D (2002) J Am Chem Soc 124:ASAP (??)
Lewis FD, Zuo X, Hayes RT, Wasielewski MR (2002) J Am Chem Soc 124:4568
Shafirovich V, Dourandin A, Huang WD, Luneva NP, Geacintov NE (1999) J Phys Chem B 103:10924
Beveridge DL, McConnel KJ (2000) Current Opin Struct Biol 10:182
Troisi A, Giorgio Orlandi G (2002) J Chem Phys B 106:2093
Ly D, Kan Y, Armitage B, Schuster GB (1996) J Am Chem Soc 118:8747
Sewell GL (1962) Polarons and Excitions. Plenum Press, New York
Emin D (1986) Handbook of Conducting Polymers. Marcel Dekker, New York
McFail-Isom L, Sines CC, Williams LL (1999) Curr Opin Struct Biol 9:298
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Schuster, G.B., Landman, U. (2004). The Mechanism of Long-Distance Radical Cation Transport in Duplex DNA: Ion-Gated Hopping of Polaron-Like Distortions. In: Schuster, G. (eds) Long-Range Charge Transfer in DNA I. Topics in Current Chemistry, vol 236. Springer, Berlin, Heidelberg. https://doi.org/10.1007/b94414
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DOI: https://doi.org/10.1007/b94414
Publisher Name: Springer, Berlin, Heidelberg
Print ISBN: 978-3-540-20127-4
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