DNA Effect on the Photoisomerization of Naphthalenevinylpyridinium Derivatives

• Autorzy: Chudak M. , Juskowiak B.
• Języki publikacji: EN

Abstrakty

EN

The binding study, photoisomerization and spectral behavior of novel DNA interacting dyes, 1-[2-(N-methylpyridinium-4-yl)vinyl]naphthalene iodide (1) and 2-[2-(N-methylpyridinium- 4-yl)vinyl]naphthalene iodide (2), are reported. Ligand-DNA interactions were investigated by UV-Vis absorption and circular dichroism measurements. The ligands have different binding characteristics, depending on the structure of the isomers. The nonplanar cis isomers have lower affinity to DNA. Photoisomerization experiments in the absence and the presence of DNA showed significant differences in the composition of resulting photostationary states (pss). The lower values of pss in the presence of DNAindicate that trans _ cisisomerization of DNA-bound ligands is suppressed, which leads finally to trans isomer-rich pss. Moreover, the quantum yield of trans _ cis photoisomerization (_TC) decreased dramatically.

Słowa kluczowe

EN

DNA; naphthalenevinylpyridinium ligands; photoisomerization

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 2003
• Tom: Vol. 77 / nr 3
• Strony: 303--313
• Opis fizyczny: Biblogr. 16 poz., rys,

Twórcy

autor

Chudak M.

• Department of Analytical Chemistry, Faculty of Chemistry, A. Mickiewicz University, 60-780 Poznań, Poland

autor

Juskowiak B.

• Department of Analytical Chemistry, Faculty of Chemistry, A. Mickiewicz University, 60-780 Poznań, Poland

Bibliografia

• 1. Shim S.Ch., Kim M.S., Lee K.T., Jeong B.M. and Lee B.H., J. Photochem. Photobiol. A: Chem., 65,121 (1992).
• 2. Mazzucato U., Pure Appl. Chem., 54, 1705(1982).
• 3. Bartocci G„ Mazzucato U., Orlandi G., Poggi G. and Spalletti A., J Chem. Soc. Farad. Trans, 88,3100, 3139(1992).
• 4. Elisei F., Mazzucato U. and GSmer H., J. Chem. Soc. Farad. Trans 1, 85 (6), 1481 (1989).
• 5. Mazzucato U., Spalletti A. and Bartocci G., Coor. Chem. Rev., 125, 259 (1993).
• 6. Alcade E., Barat A., Goya P., Martinez A., Ramirez G., Roca T. and Rozas J..Bioorg. Med. Chem., 5,950 (1997).
• 7. Gray A.P., Platz R.D., Henderson T.R., ChangT.C.P. and Takahashi K.,7. Med. Chem., 31,807 (1988).
• 8. Kontoyianni M., McGaughey G.B., Stewart E.L., Cavallito C.J. and Bowen J.P,,J. Med. Chem., 37,3128 (1994).
• 9. DeBemardis J.F., Gifford P., Rizk M., Ertel R., Abraham D.J. and Siuda J.F., J. Med. Chem., 31, 117 (1988).
• 10. Juskowiak B., Ohba M., Sato M., Takenaka S., Takagi M. and Kondo H., Bull. Chem. Soc. Jpn., 72,265 (1999).
• 11. White H.L. and Cavallito C.J., Biochim. Biophys. Acta, 206, 244 (1970).
• 12. Scatchard G., Ann. N. Y. Acad. Sci., 51, 660 (1949).
• 13. Cohen G. and Eisenberg H., Biopol., 8, 45 (1969).
• 14. Bartocci G., Mazzucato U. and Spalletti A., Reel. Trav. Chim. Pays-Bas, 114, 461 (1995).
• 15. Galiazzo G., Bortolus P. and Masetti F., J. C. S. Perkin U, 1713 (1975).
• 16. Gauglitz G., J. Photochem., 5, 41 (1976).