Synthesis and fluorescence characteristics of novel asymmetric cyanine dyes for DNA detection

Journal of Photochemistry and Photobiology A: Chemistry

Volumn 217, Issue 1, 2011, Pages 147-156

  Kaloyanova, Stefka ^a   Trusova, Valeriya M ^b   Gorbenko, Galyna P ^b   Deligeorgiev, Todor ^a  

^a UNIVERSITY OF SOFIA   (Bulgaria)

^b V N KARAZIN KHARKIV NATIONAL UNIVERSITY   (Ukraine)

Author keywords

Binding parameters; DNA; Fluorescence; New cyanine dyes

Indexed keywords

EID: 78650679091     PISSN: 10106030     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jphotochem.2010.10.002     Document Type: Article

References (20)

1. B.A. Armitage Cyanine dye-DNA interactions: intercalation, groove binding, and aggregation Top. Curr. Chem. 253 2005 55 76
2. D.N. Hinton, and V.C. Bode Ethidium binding affinity of circular lambda deoxyribonucleic acid determined fluorometrically J. Biol. Chem. 250 1975 1061 1070
3. G.M. Richards Modifications of the diphenylamine reaction giving increased sensitivity and simplicity in the estimation of DNA Anal. Biochem. 57 1974 369 376
4. S. Nafisi, A.A. Saboury, N. Keramat, J.F. Neault, and H.A. Tajmir-Riahi Stability and structural features of DNA intercalation with ethidium bromide, acridine orange and methylene blue J. Mol. Struct. 827 2007 35 43
5. S. Neidle, L.H. Pearl, P. Herzyk, and H.M. Berman A molecular model for proflavine-DNA intercalation Nucleic Acids Res. 16 1988 8999 9016
6. G.A. Daxhelet, M.M. Coene, P. Hoet, and C.G. Cocito Spectrofluorometry of dyes with DNAs of different base composition and conformation Anal. Biochem. 179 1989 401 403
7. T.G. Deligeorgiev, S. Kaloyanova, and J.J. Vaquero Intercalating cyanine dyes for nucleic acid detection Recent Pat. Mater. Sci. 2 2009 1 26
8. H. Ihmels, and D. Otto Intercalation of organic dye molecules into double-stranded DNA - general principles and recent developments Top. Curr. Chem. 258 2005 161 204
9. V.B. Kovalska, M.Y. Losytskyy, and S.M. Yarmoluk Luminescence spectroscopic studies of trimethinecyanines substituted in polymethine chain with nucleic acids and proteins Spectrochim. Acta A 60 2004 129 136
10. B. Kovalska, K.D. Volkova, M.Y. Losytskyy, O.I. Tolmachev, A.O. Balanda, and S.M. Yarmoluk 6,6′-Disubstituted benzothiazole trimethine cyanines-new fluorescent dyes for DNA detection Spectrochim. Acta A 65 2006 271 277
11. S.M. Yarmoluk, V.B. Kovalska, and M.Y. Losytskyy Symmetric cyanine dyes for detecting nucleic acids Biotech. Histochem. 83 2008 131 145
12. J.T. Petty, J.A. Bordelon, and M.E. Robertson Thermodynamic characterization of the association of cyanine dyes with DNA J. Phys. Chem. B 104 2000 7221 7227
13. 1 The absorption of unsymmetrical cyanines. Resonance as a basis for a classification of dyes J. Am. Chem. Soc. 64 1942 199 209
14. T. Deligeorgiev, S. Kaloyanova, N. Lesev, and J.J. Vaquero An easy and fast ultrasonic selective S-alkylation of hetaryl thiols at room temperature Ultrason. Sonochem. 17 2010 783 788
15. (a) A.I. Vogel, Vogel's textbook of practical organic chemistry, in: B.S. Furniss, A.J. Hannaford, P.W.G. Smith, A.R. Tatchell, (Eds.), Longman Scientific & Technical (1989), p. 909.
16. (b) A.I. Vogel, Vogel's textbook of practical organic chemistry, in: B.S. Furniss, A.J. Hannaford, P.W.G. Smith, A.R. Tatchell, (Eds.), Longman Scientific & Technical (1989), p. 1159.
17. T. Deligeorgiev, N. Gadjev, A. Vasilev, K.-H. Drexhage, and S.M. Yarmoluk Synthesis of novel monomeric and homodimeric cyanine dyes with thioacetyl substituents for nucleic acid detection Dyes Pigments 72 2007 28 32
18. N.I. Gadjev, T. Deligeorgiev, and S.H. Kim Preparation of monomethine cyanine dyes as noncovalent labels for nucleic acids Dyes Pigments 40 1999 181 186
19. T. Deligeorgiev, I. Timtcheva, V. Maximova, N. Gadjev, and K.-H. Drexhage Fluorescence characteristics of variously charged asymmetric monomethine cyanine dyes in the presence of nucleic acids J. Fluorescence 12 2002 225 229
20. B. Valeur Molecular Fluorescence. Principles and Applications 2002 Wiley-VCH New York