Oligonucleotide-conjugated thiazole orange probes as "light-up" probes for messenger ribonucleic acid molecules in living cells

Photochemistry and Photobiology

Volumn 74, Issue 4, 2001, Pages 532-541

  Privat, Eric ^a   Melvin, Tracy ^a,b   Asseline, Ulysse ^a   Vigny, Paul ^a  

^a UNIVERSITÉ D'ORLÉANS   (France)

^b UNIVERSITY OF SOUTHAMPTON   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

MESSENGER RNA; OLIGONUCLEOTIDE; POLYADENYLIC ACID; THIAZOLE ORANGE;

AQUEOUS SOLUTION; ARTICLE; CONJUGATION; CYTOSOL; FIBROBLAST; FLUORESCENCE; HYBRIDIZATION; MICROINJECTION; NONHUMAN; RNA ANALYSIS; SACCHAROMYCES CEREVISIAE;

ANIMALS; BASE PAIRING; BEETLES; BENZOTHIAZOLES; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DENSITOMETRY, X-RAY; DNA PROBES; FLUORESCEIN; FLUORESCENT DYES; HUMANS; IN SITU HYBRIDIZATION, FLUORESCENCE; LUCIFERASES; MICROSCOPY, CONFOCAL; MICROSCOPY, FLUORESCENCE; MOLECULAR STRUCTURE; NUCLEIC ACID HYBRIDIZATION; OLIGONUCLEOTIDES; OSTEOSARCOMA; QUINOLINES; RNA, MESSENGER; RNA, TRANSFER; SACCHAROMYCES CEREVISIAE; SPECTROMETRY, FLUORESCENCE; STEREOISOMERISM; THIAZOLES; TIME FACTORS; TUMOR CELLS, CULTURED;

SACCHAROMYCES CEREVISIAE;

EID: 0035497559     PISSN: 00318655     EISSN: None     Source Type: Journal    
DOI: 10.1562/0031-8655(2001)074<0532:OCTOPA>2.0.CO;2     Document Type: Article

References (41)

1. Raap, A. K., F. M. Van de Rijke and R. W. Dirks (1994) mRNA in situ hybridization to in vitro cultured cells. In Methods in Molecular Biology: Hybridization Protocols, Vol. 33 (Edited by K. H. A. Choo), pp. 293-300. Humana Press, Totowa, NJ.
2. Wiegant, J., N. Verwoerd, S. Mascheretti, M. Bolk, H. J. Tanke and A. K. Raap (1996) An evaluation of a new series of fluorescent dUTPs for fluorescence in situ hybridization. J. Histochem. Cytochem. 44, 525-529.
3. Leonetti, J. P., N. Mechti, G. Degols, C. Gagnor and B. Lebleu (1991) Intracellular distribution of microinjected antisense oligonucleotides. Proc. Natl. Acad. Sci. USA 88, 2702-2706.
4. Thierry, A. and G. B. Takle (1995) Delivery Strategies for Antisense Oligonucleotide Therapeutics (Edited by S. Akhtar). CRC Press, Boca Raton, USA.
5. Tidd, D. M. (1997) Design and synthesis of antisense DNA molecules. In Antisense and Ribozyme Methodology (Edited by I. Gibson), pp. 13-26. Chapman and Hall, Weinheim.
6. Matsuo, T. (1998) In situ visualization of messenger RNA for basic fibroblast growth factor in living cells. Biochim. Biophys. Acta 1379, 178-184.
7. Politz, J. C., K. L. Taneja and R. H. Singer (1995) Characterisation of hybridization between synthetic oligodeoxynucleotides and RNA in living cells. Nucleic Acids Res. 23, 4946-4953.
8. Tyagi, S., D. P. Bratu and F. R. Kramer (1998) Multicolor molecular beacons for allele discrimination. Nat. Biotech. 16, 49-53.
9. Tan, W., X. Fang, J. Li and X. Liu (2000) Molecular beacons: a novel DNA probe for nucleic acid and protein studies. Chem. Eur. J. 6, 1107-1111.
10. Sokol, D. L., X. Zhang, P. Lu and A. M. Gewirtz (1998) Real time detection of RNA·DNA hybridization in living cells. Proc. Natl. Acad. Sci. USA 95, 11 538-11 543.
11. Rajur, S. B., J. Robles, K. Wiederholt, R. G. Kuimelis and L. W. McLaughlin (1997) Hoechst 33248 tethered by a hexa(ethylene glycol) linker to the 5′-termini of oligodeoxynucleotide 15-mers: duplex stabilization and fluorescence properties. J. Org. Chem. 62, 523-529.
12. Armitage, B., D. Ly, T. Koch, H. Frydenlund, H. Orum and G. B. Schuster (1998) Hairpin-forming peptide nucleic acid oligomers. Biochemistry 37, 9417-9425.
13. Netzel, T. L., K. Nafisi, M. Zhao, J. R. Lenhard and I. Johnson (1995) Base-content dependence of emission enhancements, quantum yields, and lifetimes for cyanine dyes bound to double-strand DNA: photophysical properties of monomeric and bichromophoric DNA stains. J. Phys. Chem. 99, 17 936-17 947.
14. Ishiguro, T., J. Saitoh, H. Yawata, M. Otsuka, T. Inoue and Y. Sugiura (1996) Fluorescence detection of specific sequence of nucleic acids by oxazole yellow-linked oligonucleotides. Homogeneous quantitative monitoring of in vitro transcription. Nucleic Acids Res. 24, 4992-4997.
15. Inoue, T., Y. Sugiura, J. Saitoh, T. Ishiguro and M. Otsuka (1999) Fluorescence property of oxazole yellow-linked oligonucleotide. Triple helix formation and photocleavage of double-stranded DNA in the presence of spermine. Bioorg. Med. Chem. 7, 1207-1211.
16. Prodhomme, S., J.-P. Demaret, S. Vinogradov, U. Asseline, L. Morin-Allory and P. Vigny (1999) A theoretical and experimental study of two thiazole orange derivatives with single- and double-stranded oligonucleotides, polydeoxyribonucleotides and DNA. J. Photochem. Photobiol. B: Biol. 53, 60-69.
17. Politz, J. C., R. A. Tuft, T. Pederson and R. H. Singer (1999) Movement of nuclear poly(A) RNA throughout the interchromatin space in living cells. Curr. Biol. 9, 285-291.
18. Thuong, N. T., U. Asseline, V. Roig, M. Takasugi and C. Helene (1987) Oligo(alpha-deoxynucleotide)s covalently linked to intercalating agents: differential binding to ribo- and deoxyribopolynucleotides and stability towards nuclease digestion. Proc. Natl. Acad. Sci. USA 84, 5129-5133.
19. McKay, R. A., L. L. Cummins, M. J. Graham, E. A. Lesnik, S. R. Owens, M. Winniman and N. M. Dean (1996) Enhanced activity of an antisense oligonucleotide targeting murin protein kinase C-α by the incorporation of 2′-O-propyl modifications. Nucleic Acids Res. 24, 411-417.
20. Ray, A. and B. Norden (2000) Peptide nucleic acid (PNA): its medical and biotechnical applications and promise for the future. FASEB J. 14(9), 1041-1060.
21. Svanvik, N., G. Westman, D. Wang and M. Kubista (2000) Light-up probes: thiazole orange-conjugated peptide nucleic acid for detection of target nucleic acid in homogeneous solution. Anal. Biochem. 281, 26-35.
22. Cazenave, C., C. A. Stein, N. Loreau, N. T. Thuong, L. M. Neckers, C. Subasinghe, C. Helene, J. S. Cohen and J. J. Toulme (1989) Comparative inhibition of rabbit globin mRNA translation by modified antisense oligodeoxynucleotides. Nucleic Acids Res. 17, 4255-4273.
23. Privat, E. and U. Asseline (2001) Synthesis and binding properties of oligo-2′-deoxyribonucleotides covalently linked to a thiazole orange derivative. Bioconjugate Chem. (In press)
24. Smith, L. M., S. Fung, M. W. Hunkapillar, T. J. Hunkapillar and L. Hood (1985) The synthesis of oligonucleotides containing an aliphatic amino group at the 5′ terminus: synthesis of fluorescent DNA primers for use in DNA sequence analysis. Nucleic Acids Res. 13, 2399-2412.
25. Cantor, C. R., M. M. Warshaw and H. Shapiro (1970) Oligonucleotide interactions. III. Circular dichroism studies of the conformation of deoxyoligonucleotides. Biopolymers 9, 1059-1077.
26. Lakowicz, J. R. (1999) Principles of Fluorescence Spectroscopy. Plenum Press, New York.
27. Weber, G. and F. W. Teale (1957) Determination of the absolute quantum yield of fluorescent solutions. Trans. Faraday Soc. 53, 646-655.
28. Nonradioactive In Situ Hybridization Application Manual(1996) 2nd ed., p. 31. Boehringer Mannheim, Germany.
29. Favard, C., P. Valisa, M. Egret-Charlier, S. Sharonov, C. Herben, M. Manfait, E. Da Silva and P. Vigny (1999) A new UV-Visible confocal laser scanning microspectrofluorometer designed for spectral cellular imaging. Biospectroscopy 5, 101-115.
30. Bertrand, J. R., D. Bazile, C. Malvy and J. Paoletti (1990) Structural features associated with alpha-anomerie in oligo-alpha-thymidylates. Biochem. Biophys. Res. Commun. 166, 293-298.
31. Spielmann, H. P., D. E. Wemmer and J. P. Jacobsen (1995) Solution structure of a DNA complex with the fluorescent bisintercalator TOTO determined by NMR spectroscopy. Biochemistry 34, 8542-8553.
32. Jacobsen, J. P., J. B. Pedersen, L. F. Hansen and D. E. Wemmer (1995) Site selective bis-intercalation of a homodimeric thiazole orange dye in DNA oligonucleotides. Nucleic Acids Res. 23, 753-760.
33. Chin, D. J., G. A. Green, G. Zon, F. C. Szoka Jr. and R. M. Straubinger (1990) Rapid nuclear accumulation of injected oligodeoxyribonucleotides. New Biologist 2, 1091-1100.
34. Politz, J. C. and T. Pederson (2000) Review: movement of mRNA from transcription site to nuclear pores. J. Struct. Biol. 129, 252-257.
35. Lorenz, P., T. Mistelli, B. F. Baker, C. F. Bennett and D. Spector (2000) Nucleocytoplasmic shuttling: a novel in vivo property of antisense phosphorothioate oligodeoxynucleotides. Nucleic Acids Res. 28, 582-592.
36. Bassell, G. and R. H. Singer (1997) mRNA and cytoskeletal filaments. Curr. Opin. Cell Biol. 9, 109-115.
37. Wilhelm, J. E. and R. D. Vale (1993) RNA on the move: the RNA localization pathway. J. Cell. Biol. 123, 269-274.
38. Carter, K. C., K. L. Taneja and J. B. Lawrence (1991) Discrete nuclear domains of poly(A)RNA and their relationship to the functional organization of the nucleus. J. Cell Biol. 115(5), 1191-1202.
39. Huang, S., T. J. Deerinck, M. H. Ellisman and D. L. Spector (1994) In vivo analysis of the stability and transport of nuclear poly(A)+RNA. J. Cell Biol. 126(4), 877-899.
40. Hawkins, J. D. (1996) Gene Structure and Expression, 3rd ed. Cambridge University Press, UK.
41. Cohen, R. L., K. A. Muirhead, J. E. Gill, A. S. Waggoner and P. K. Horan (1981) A cyanine dye distinguishes between cycling and noncycling fibroblasts. Nature 290, 593-595.