Skip to main content
Log in

Fluorescence quenching and the binding interaction of lumichrome with nucleic acids

  • Article
  • Organic Chemistry
  • Published:
Chinese Science Bulletin

Abstract

The interaction of lumichrome (LC) as an endogenous fluorescence probe with nucleobases, nucleosides and nucleic acids has been studied by UV-visible absorption, fluorescence spectroscopy, polarized fluorescence and viscosity. The fluorescence of LC was strongly quenched by a series of nucleic acids and their precursors. The influences of the medium, temperature and salt effects on LC-nucleobase and LC-nucleic acid complexes were investigated. The influences of polarized fluorescence, thermal denaturation and viscosity on LC-ctDNA interaction were examined. The results demonstrate that the main binding model of LC-ctDNA includes strong intercalating into the DNA helix chain.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Armitage B. Photocleavage of nucleic acids. Chem Rev, 1998, 98: 1171–1200

    Article  Google Scholar 

  2. Li H Q, Jiang Z Q, Wang X, et al. Study on electron transfer of a novel 1,8-naphthalimide probe and nucleosides by laser flash photolysis. Res Chem Intermed, 2004, 30: 369–381

    Article  Google Scholar 

  3. Chstain J, McCormick D B. Flavin metabolities. In: Miller F, ed. Chemistry and Biochemistry of Flavoenzymes. Boston: CRC Press, 1991. 196

    Google Scholar 

  4. Wilkinson F, Helman W P, Ross A B. Rate constants for the decay and reactions of the lowest electronically excited singlet state of molecular oxygen in oolution: An expanded and revised compilation. J Phys Chem Ref Data, 1995, 24: 663–1021

    Article  Google Scholar 

  5. Ibrahim M S, Kamal M M, Temerk Y M. Comparison of the voltammetric studies at mercury and glassy carbon electrodes for the interaction of lumichrome with DNA and analytical applications. Anal Bioanal Chem, 2003, 375: 1024

    Google Scholar 

  6. Li H, Jiang Z Q, Pan Y. Study on electron transfer of fluorescent probe lumichrome and nucleic acid by laser flash photolysis. Res Chem Intermed, 2006, 32: 695–708

    Article  Google Scholar 

  7. Rehm D, Weller A. Kinetics of fluorescence quenching by electron and hydrogen-atom transfer. Israel J Chem, 1970, 8: 259–271

    Google Scholar 

  8. Murov S L, Carmichael I, Hug G L. Handbook of Photochemistry, 2nd ed. New York: Marchel Dekker, Inc., 1993

    Google Scholar 

  9. Meites L, Zuman P. CRC Handbook Series in Inorganic Electrochemistry. Boca Radon Fla: CRC Press, 1980

    Google Scholar 

  10. Lakowitz J R. Principles of Fluorescence Spectroscopy. 2nd ed. New York: Kluwer Academic/Plenum Publishers, 1999

    Google Scholar 

  11. Sikorski M, Sikorska E, Koziolowa R, et al. Photophysical properties of lumichromes in water. J Photochem Photobiol B, 2001, 60: 114–119

    Article  Google Scholar 

  12. Sanii L, Schuster G B. How easily oxidizable is DNA? One-electron reduction potentials of adenosine and guanosine radicals in aqueous solution. J Am Chem Soc, 2000, 122: 11545

    Article  Google Scholar 

  13. Heisel F, Miehe J A. Intermolecular transfer and quenching of electronic excitation energy in fluid solutions: interpretation of experimental data with a diffusion model including distance dependent interaction. J Chem Phys, 1982, 77: 2558–2569

    Article  Google Scholar 

  14. Pasternack R F, Brigandi R A, Abrams M J, et al. Interactions of porphyrins and metalloporphyrins with single-stranded poly(dA). Inorg Chem, 1990, 29: 4483–4486

    Article  Google Scholar 

  15. Pyle A M, Rehmann T P, Meshoyerer R, et al. Mixed-ligand complexes of ruthenium(II): Factors governing binding to DNA. J Am Chem Soc, 1989, 111: 3051–3058

    Article  Google Scholar 

  16. Kumer C V, Asuncion E H. DNA binding studies and site selective fluorescence sensitization of an anthryl probe. J Am Chem Soc, 1993, 115: 8547–8553

    Article  Google Scholar 

  17. Sikorska E, Koziolowa A, Sikorski M, et al. The Solvent effect on the excited-state proton transfer of lumichrome. J Photochem Photobiol A: Chemistry, 2003, 157: 5–14

    Article  Google Scholar 

  18. Sun X F, Jiang Z Q, Ding B L. Fluorescence quenching and binding interaction of l0-methylacridinium iodide to nucleic acids. Chin J Chem, 2003, 21: 1485–1490

    Google Scholar 

  19. Hu M, Yang X, Shen G L, et al. Studies on the style of interaction of pirarubicin with DNA by fluorescence spectra. Acta Pharmaceutica Sin, 1999, 34: 608–612

    Google Scholar 

  20. Chaires J B. Inhibition of the thermally driven B to Z transition by intercalating drugs. Biochem, 1986, 25: 8436–8439

    Article  Google Scholar 

  21. Lepecq J B, Paoletti C. A fluorescent complex between ethidium bromide and nucleic acids. Physical-chemical characterization. J Mol Biol, 1967, 27: 87–106

    Article  Google Scholar 

  22. Cusumano M, Letizia M, Pietro D, et al. Stacking surface effect in the DNA intercalation of some polypyridine platinum(II) complexes. Inorg Chem, 1999, 38: 1754–1758

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to ZhiQin Jiang.

About this article

Cite this article

Li, H., Jiang, Z. & Zhang, R. Fluorescence quenching and the binding interaction of lumichrome with nucleic acids. Chin. Sci. Bull. 55, 2829–2834 (2010). https://doi.org/10.1007/s11434-010-4008-4

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11434-010-4008-4

Keywords

Navigation