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Interaction of a New Fluorescent Probe with DNA and its Use in Determination of DNA

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Abstract

In this paper we reported a metal complex 1-Zn (2,5-di-[2-(3,5-bis(2-pyridylmethyl)amine-4-hydroxy-phenyl)-ethylene]-pyrazine-Zn) as a fluorescent probe sensing DNA. The result of the competitive experiment of the probe with ethidium bromide (EB) to bind DNA, absorption spectral change and polarization change in the presence and absence of DNA revealed that interaction between the probe and DNA was via intercalation. Ionic strength experiment showed the existence of electrostatic interaction as well. Scatchard plots also confirmed the combined binding modes. The fluorescence enhancement of the probe was ascribed to highly hydrophobic environment when it bound the macromolecules such as DNA, RNA or denatured DNA. The binding constant between the probe and DNA was estimated as 3.13 × 107 mol−1 L. The emission intensity increase was proportional to the concentration of DNA. Based on this, the probe was used to determine the concentration of calf thymus DNA (ct-DNA). The corresponding linear response ranged from 2.50 × 10−7 to 4.75 × 10−6 mol L−1, and detection limit was 1.93 × 10−8 mol L−1 for ct-DNA.

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References

  1. Kumar CV, Asuncion EH (1993) DNA-binding studies and site-selective fluorescence sensitization of an anthryl probe. J Am Chem Soc 115:8547–8553

    Article  CAS  Google Scholar 

  2. An Y, Lin YY, Wang H, Sun HZ, Tong ML, Ji LN, Mao ZW (2007) Cleavage of double-strand DNA by zinc complexes of dicationic 2,2'-dipyridyl derivatives. Dalton Trans 12:1250–1254

    Article  PubMed  CAS  Google Scholar 

  3. Kobayashi T, Tobita S, Kobayashi M, Imajyo T, Chikira M, Yashiro M, Fujii Y (2007) Effects of N-alkyl and ammonium groups on the hydrolytic cleavage of DNA with a Cu(II)TACH (1,3,5-triaminocyclohexane) complex. Speciation, kinetic, and DNA-binding studies for reaction mechanism. J Inorg Biochem 101:348–361

    Article  PubMed  CAS  Google Scholar 

  4. Chen B, Wu S, Li A, Liang F, Zhou X, Cao X, He Z (2006) Synthesis of some multi-beta-substituted cationic porphyrins and studies on their interaction with DNA. Tetrahedron 62:5487–5497

    Article  CAS  Google Scholar 

  5. Wei CY, Jia GQ, Yuan JL, Feng ZC, Li C (2006) A spectroscopic study on the interactions of porphyrin with G-quadruplex DNAs. Biochem 45:6681–6691

    Article  CAS  Google Scholar 

  6. Ghazaryan AA, Dalyan YB, Haroutiunian SG, Tikhomirova A, Taulier N, Wells JW, Chalikian TV (2006) Thermodynamics of interactions of water-soluble porphyrins with RNA duplexes. J Am Chem Soc 128:1914–1921

    Article  PubMed  CAS  Google Scholar 

  7. Bichenkova EV, Sardarian AR, Wilton AN, Bonnet P, Bryce RA, Douglas KT (2006) Exciplex fluorescence emission from simple organic intramolecular constructs in non-polar and highly polar media as model systems for DNA-assembled exciplex detectors. Org Biomo Chem 4:367–378

    Article  CAS  Google Scholar 

  8. Udenfriend S, Zaltzman P (1962) Fluorescence characteristics of purines, pyrimidines, and their derivatives: measurement of guanine in nucleic acid hydrolyzates. Anal Biochem 3:49–59

    Article  PubMed  CAS  Google Scholar 

  9. Borresen HC (1963) On the luminescence properties of some purines and purim idines. Acta Chem Scand 17:921–929

    Article  CAS  Google Scholar 

  10. LePecq JB, Paoletti C (1966) A new fluorometric method for RNA and DNA determination. Anal Biochem 17:100–107

    Article  CAS  Google Scholar 

  11. Breslo JL, Crothers DM (1981) Equilibrium studies of ethidium–polynucleotide interactions. Biochem 20:3547–3553

    Article  Google Scholar 

  12. Guo L, Qiu B, Chen G (2007) Synthesis and investigation on the interaction with calf thymusdeoxyribonucleic acid of a novel fluorescent probe 7-oxobenzo[b][1,10]phenanthroline -12(7H)-sulfonic acid. Anal Chimi Acta 588:123–130

    Article  CAS  Google Scholar 

  13. Okamoto A, Ochi Y, Saito I (2005) Fluorometric sensing of the salt-induced B-Z DNA transition by combination of two pyrene-labeled nucleobases. Chem Commun 1128–1130

  14. Okamoto A, Tainaka K, Nishiza K, Saito I (2005) Monitoring DNA structures by dual fluorescence of pyrene derivatives. J Am Chem Soc 127:13128–13129

    Article  PubMed  CAS  Google Scholar 

  15. Cao W, Ferrance JP, Demas J, Landers JP (2006) Quenching of the electrochemiluminescence of Tris(2,2′-bipyridine)ruthenium(II) by ferrocene and its potential application to quantitative DNA detection. J Am Chem Soc 128:7572–7578

    Article  PubMed  CAS  Google Scholar 

  16. Fürstenberg A, Julliard MD, Deligeorgiev TG, Gadjev NI, Vasilev AA, Vauthey E (2006) Ultrafast excited-state dynamics of DNA fluorescent intercalators: new insight into the fluorescence enhancement mechanism. J Am Chem Soc 128: 7661–7669

    Article  PubMed  CAS  Google Scholar 

  17. Zeglis BM, Barton JK (2006) A mismatch-selective bifunctional rhodium-oregon green conjugate: a fluorescent probe for mismatched DNA. J Am Chem Soc 128:5654–5655

    Article  PubMed  CAS  Google Scholar 

  18. Wu FY, Bae SW, Hong JI (2006) A selective fluorescent sensor for Pb(II) in water. Tetrahedron Lett 47:8851–8854

    Article  CAS  Google Scholar 

  19. Long EC, Barton JK (1990) On demonstrating DNA intercalation. Accounts Chem Res 23:271–273

    Article  CAS  Google Scholar 

  20. Lepecq JB, Paoletti C (1967) A fluorescent complex between ethidium bromide and nucleic acids: physical-chemical characterization. J Mol Biol 27:87–106

    Article  PubMed  CAS  Google Scholar 

  21. Scatchard G, Ann NY (1949) The attractions of proteins for small molecules and ions. Acad Sci 51:660–670

    Article  CAS  Google Scholar 

  22. Lin HX, Bi QS, Peng H, Li ZL, Yu RQ (1992) Preliminary screening of some platinum and palladium complexes as antitumour agents using fluorimetry. Chem J Chinese Univ 13:443–446

    CAS  Google Scholar 

  23. Chien M, Grollman AP, Horwitz SB (1977) Bleomycin–DNA interactions: fluorescence and proton magnetic resonance studies. Biochem 16(16):3641–3647

    Article  CAS  Google Scholar 

  24. Howe-Grant M, Wu KC, Bauer WR, Lippard SJ (1976) Binding of platinum and palladium metallointercalation reagents and antitumor drugs to closed and open DNAs. Biochem 15:4339–4346

    Article  CAS  Google Scholar 

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Acknowledgments

Financial support of this study by the State Key Laboratory of Chemo/Biosensing and Chemometrics of Hunan University (No. 2005018), Jiangxi Province Education Ministry Foundation(No. 2005-38) and JXNSF (0420041) are highly acknowledged.

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Correspondence to Fang-Ying Wu or Jong-In Hong.

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Wu, FY., Xie, FY., Wu, YM. et al. Interaction of a New Fluorescent Probe with DNA and its Use in Determination of DNA. J Fluoresc 18, 175–181 (2008). https://doi.org/10.1007/s10895-007-0261-6

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  • DOI: https://doi.org/10.1007/s10895-007-0261-6

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