Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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DNA Mediated Energy Transfer from 4',6-Diamidino-2-phenylindole to Ru(II)[(1,10-phenanthroline)2L]2+ : Effect of Ligand Structure

  • Youn, Mi-Ryung (Department of Chemistry, Yeungnam University) ;
  • Moon, Seok-Joon (Department of Chemistry, Yeungnam University) ;
  • Lee, Bae-Wook (Department of Chemistry, Yeungnam University) ;
  • Lee, Dong-Jin (Department of Advanced Materials and Environmental Engineering, Kyoungil University) ;
  • Kim, Jong-Moon (Department of Chemistry, Yeungnam University) ;
  • Kim, Seog-K. (Department of Chemistry, Yeungnam University) ;
  • Lee, Chong-Soon (Department of Biochemistry, Yeungnam University)
  • Published : 2005.04.20
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Abstract

It was proposed that Ru(II)[(1,10-phenanthroline)$_2$dipyrido[3,2-a:2',3'-c]phenazine ([Ru(phen)$_2$DPPZ]$^{2+}$)complexes and 4',6-diamidino-2-phenylindole (DAPI) simultaneously bind to poly[d(A-T)$_2$] (Biophysics. J. 2003, 85, 3865). Förster type resonance energy transfer from excited DAPI to [Ru(phen)2DPPZ]$^{2+}$ complexes was observed. In this study, we synthesized $\Delta$- and $\wedge$-[Ru(phenanthroline)$_2$dipyrido[3,2-a:2’3’c]6-azaphenazine] ([Ru(phen)$_2$DPAPZ]$^{2+}$) at which the DNA intercalating ligand DPPZ was replaced and we studied its binding properties to poly[d(A-T)$_2$] in the presence and absence of DAPI using polarized spectroscopy and fluorescence techniques. All the spectroscopic properties of the [Ru(phen)$_2$DPAPZ]$^{2+}$-poly[d(A-T)$_2$] complex were the same in the presence and absence of DAPI that blocks the minor groove of polynucleotide, suggesting both $\Delta$- and $\wedge$-[Ru(phen)$_2$DPAPZ]$^{2+}$ complexes are located at the major groove of poly[d(A-T)2]. On the other hand, in contrast with [Ru(phen)$_2$DPPZ]$^{2+}$, both $\Delta$- and $\wedge$-[Ru(phen)$_2$DPAPZ]$^{2+}$ exhibited almost twice the efficiency in the fluorescence quenching of DAPI that binds at the minor groove of poly[d(A-T)$_2$]. This observation indicates that the efficiency of the Förster type resonance energy transfer can be controlled by a small change in the chemical structure of the intercalated ligand.

Keywords

References

  1. Boon, E.; Barton, J. K. Curr. Opin. Struct. Biol. 2000, 12, 320 https://doi.org/10.1016/S0959-440X(02)00327-5
  2. Murphy, C. J.; Arkin, M. R.; Jenkins, Y.; Ghatlia, N. D.; Bossmann, S. H.; Turro, N. J.; Barton, J. K. Science 1993, 262, 1025 https://doi.org/10.1126/science.7802858
  3. Murphy, C. J.; Arkin, M. R.; Ghatlia, N. D.; Bossmann, S.; Turro, N. J.; Barton, J. K. Proc. Natl. Acad. Sci. USA 1994, 91, 5315 https://doi.org/10.1073/pnas.91.12.5315
  4. Meade, T.; Kayyem, J. Angew. Chem. Int. Ed. Engl. 1995, 34, 352 https://doi.org/10.1002/anie.199503521
  5. Kelley, S. O.; Holmlin, R. E.; Stemp, E. D. A.; Barton, J. K. J. Am. Chem. Soc. 1997, 119, 9861 https://doi.org/10.1021/ja9714651
  6. Garcia-Fresnadillo, D.; Boutonnet, N.; Schumm, S.; Moucheron, C.; Kirsch-De Mesmaeker, A.; Defrancq, E.; Constant, J. F.; Lhomme, J. Biophys. J. 2002, 82, 978 https://doi.org/10.1016/S0006-3495(02)75457-X
  7. Yun, B. H.; Kim, J.-O.; Lee, B. W.; Lincoln, P.; Nordén, B.; Kim, J.-M.; Kim, S. K. J. Phys. Chem. B 2003, 107, 9858 https://doi.org/10.1021/jp027828n
  8. Lee, B. W.; Moon, S. J.; Youn, M. R.; Kim, J. H.; Jang, H. G.; Kim, S. K. Biophys. J. 2003, 85, 3865 https://doi.org/10.1016/S0006-3495(03)74801-2
  9. Lakowicz, J. R. Principles of Fluorescence Spectroscopy; Plenum Press: New York, 1999; p 130
  10. Hiort, C.; Lincoln, P.; Nordén, B. J. Am. Chem. Soc. 1993, 115, 3448 https://doi.org/10.1021/ja00062a007
  11. Hwangbo, H. J.; Lee, Y.-A.; Park, J. H.; Lee, Y. R.; Kim, J.-M.; Yi, S. Y.; Kim, S. K. Bull. Korean Chem. Soc. 2003, 24, 579 https://doi.org/10.5012/bkcs.2003.24.5.579
  12. Cho, C.-B.; Cho, T.-S.; Kim, S. K.; Kim, B.-J.; Han, S. W.; Jung, M.-J. Bull. Kor. Chem. Soc. 2000, 21, 995
  13. Hard, T.; Fan, P.; Kearns, D. R. Photochem. Photobiol. 1990, 51, 77 https://doi.org/10.1111/j.1751-1097.1990.tb01686.x
  14. Eriksson, S.; Kim, S. K.; Kubista, M.; Norden, B. Biochemistry 1993, 32, 2987 https://doi.org/10.1021/bi00063a009
  15. Larsen, T. A.; Goodsell, D. S.; Cascio, D.; Grzeskowiak, K.; Dickerson, R. E. J. Biomol. Struct. Dyn. 1989, 7, 477 https://doi.org/10.1080/07391102.1989.10508505
  16. Parolin, C.; Zanotti, G.; Palu, G. Biochem. Biophys. Res. Commun. 1995, 208, 332 https://doi.org/10.1006/bbrc.1995.1342
  17. Barcellona, M. L.; Cardiel, G.; Gratton, E. Ital. J. Biochem. 1990, 39, 179A
  18. Barcellona, M. L.; Cardiel, G.; Gratton, E. Biochem. Biophys. Res. Commun. 1990, 170, 270 https://doi.org/10.1016/0006-291X(90)91270-3
  19. Lakowicz, J. R. Principles of Fluorescence Spectroscopy; Plenum Press: New York, 2001; p 367

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