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Volumn 263, Issue 3, 1999, Pages 817-825

Stabilization of DNA triple helices by a series of mono- and disubstituted amidoanthraquinones

Author keywords

Anthraquinone; Antigene; DNA recognition; Triple helix; Triplex binding ligand

Indexed keywords

ANTHRAQUINONE DERIVATIVE; DNA; DOUBLE STRANDED DNA;

EID: 0033178533     PISSN: 00142956     EISSN: None     Source Type: Journal    
DOI: 10.1046/j.1432-1327.1999.00566.x     Document Type: Article
Times cited : (31)

References (49)
  • 2
    • 33748577758 scopus 로고
    • Sequence-specific recognition and modification of double helical DNA by oligonucleotides
    • 2. Thuong, N.T. & Hélène, C. (1993) Sequence-specific recognition and modification of double helical DNA by oligonucleotides. Angew. Chemie. Int. Ed. Engl. 32, 666-690.
    • (1993) Angew. Chemie. Int. Ed. Engl. , vol.32 , pp. 666-690
    • Thuong, N.T.1    Hélène, C.2
  • 3
    • 0023619361 scopus 로고
    • Sequence-specific cleavage of double helical, DNA by triple helix formation
    • 3. Moser, H.E. & Dervan, P.B. (1987) Sequence-specific cleavage of double helical, DNA by triple helix formation. Science 238, 645-650.
    • (1987) Science , vol.238 , pp. 645-650
    • Moser, H.E.1    Dervan, P.B.2
  • 4
    • 0023652076 scopus 로고
    • Sequence specific recognition, photocrosslinking and cleavage of the, DNA double helix by and α-oligothymidylate covalently linked to an azidoproflavine derivative
    • 4. Le Doan, T., Perrouault, L., Praseuth, D., Habhoub, N., Decout, J.L., Thuong, N.T., Lhomme, J. & Hélène, C. (1987) Sequence specific recognition, photocrosslinking and cleavage of the, DNA double helix by and α-oligothymidylate covalently linked to an azidoproflavine derivative. Nucleic Acids. Res. 15, 7749-7760.
    • (1987) Nucleic Acids. Res. , vol.15 , pp. 7749-7760
    • Le Doan, T.1    Perrouault, L.2    Praseuth, D.3    Habhoub, N.4    Decout, J.L.5    Thuong, N.T.6    Lhomme, J.7    Hélène, C.8
  • 6
    • 0025817256 scopus 로고
    • Second structural motif for recognition of DNA by oligonucleotide-directed triple-helix formation
    • 6. Beal, P.A. & Dervan, P.B. (1991) Second structural motif for recognition of DNA by oligonucleotide-directed triple-helix formation. Science 251, 1360-1363.
    • (1991) Science , vol.251 , pp. 1360-1363
    • Beal, P.A.1    Dervan, P.B.2
  • 7
    • 0023390740 scopus 로고
    • Formation of the triplestranded polynucleotide helix, poly (A.A.U.)
    • 7. Broitman, S.L., Im, D.D. & Frezco, J.R. (1987) Formation of the triplestranded polynucleotide helix, poly (A.A.U.). Proc. Natl Acad. Sci. USA 84, 5120-5124.
    • (1987) Proc. Natl Acad. Sci. USA , vol.84 , pp. 5120-5124
    • Broitman, S.L.1    Im, D.D.2    Frezco, J.R.3
  • 8
    • 0027918138 scopus 로고
    • Solution structure of a purine·purine·pyrimidine DNA triplex containing G·GC and T·AT triplets
    • 8. Radhakrishnan, I. & Patel, D.J. (1993) Solution structure of a purine·purine·pyrimidine DNA triplex containing G·GC and T·AT triplets. Structure 1, 135-152.
    • (1993) Structure , vol.1 , pp. 135-152
    • Radhakrishnan, I.1    Patel, D.J.2
  • 9
    • 0026349087 scopus 로고
    • The antigene strategy: Control of gene expression by triplex-forming oligonucleotides
    • 9. Hélène, C. (1991) The antigene strategy: control of gene expression by triplex-forming oligonucleotides. Anti-Cancer Drug Des. 6, 569-584.
    • (1991) Anti-Cancer Drug Des. , vol.6 , pp. 569-584
    • Hélène, C.1
  • 10
    • 0030861344 scopus 로고    scopus 로고
    • Recent developments in triple-helix regulation of gene expression
    • 10. Neidle, S. (1997) Recent developments in triple-helix regulation of gene expression. Anti-Cancer Drug Des. 12, 433-442.
    • (1997) Anti-Cancer Drug Des. , vol.12 , pp. 433-442
    • Neidle, S.1
  • 11
    • 0030902414 scopus 로고    scopus 로고
    • Triplex DNA: Fundamentals, advances and potential applications for gene therapy
    • 11. Chan, P.P. & Glazer, P.M. (1997) Triplex DNA: fundamentals, advances and potential applications for gene therapy. J. Mol. Med. 75, 267-282.
    • (1997) J. Mol. Med. , vol.75 , pp. 267-282
    • Chan, P.P.1    Glazer, P.M.2
  • 12
    • 0031893854 scopus 로고    scopus 로고
    • Triplex-directed modification of genes and gene activity
    • 12. Vasquez, K.M. & Wilson, J.H. (1998) Triplex-directed modification of genes and gene activity. Trends Biochem. Sci. 23, 4-9.
    • (1998) Trends Biochem. Sci. , vol.23 , pp. 4-9
    • Vasquez, K.M.1    Wilson, J.H.2
  • 13
    • 0013936075 scopus 로고
    • Polynucleotides VII. Spectrophotometric study of the kinetics of formation of the two stranded helical complex resulting from the interaction of polyriboadenylate and polyribouridylate
    • 13. Blake, R.D. & Fresco, J.R. (1966) Polynucleotides VII. Spectrophotometric study of the kinetics of formation of the two stranded helical complex resulting from the interaction of polyriboadenylate and polyribouridylate. J. Mol. Biol. 19, 145-160.
    • (1966) J. Mol. Biol. , vol.19 , pp. 145-160
    • Blake, R.D.1    Fresco, J.R.2
  • 14
    • 0025166762 scopus 로고
    • Kinetic analysis of oligodeoxyribonucleotide-directed triple helix formation on DNA
    • 14. Maher, L.J., Dervan, P.B. & Wold, B.J. (1990) Kinetic analysis of oligodeoxyribonucleotide-directed triple helix formation on DNA. Biochemistry 29, 8820-8826.
    • (1990) Biochemistry , vol.29 , pp. 8820-8826
    • Maher, L.J.1    Dervan, P.B.2    Wold, B.J.3
  • 16
    • 0027281792 scopus 로고
    • Thermodynamic and kinetic studies of DNA triplex formation of an oligohomopyrimidine and a matched duplex by filter binding assay
    • 16. Shindo, H., Torigoe, H. & Sarai, A. (1993) Thermodynamic and kinetic studies of DNA triplex formation of an oligohomopyrimidine and a matched duplex by filter binding assay. Biochemistry 32, 8963-8969.
    • (1993) Biochemistry , vol.32 , pp. 8963-8969
    • Shindo, H.1    Torigoe, H.2    Sarai, A.3
  • 17
    • 0024341224 scopus 로고
    • Sequence-specific intercalating agents: Intercalation at specific sequences on duplex DNA via major groove recognition by oligonucleotide-intercalator conjugates
    • 17. Sun, J.-S., Francois, J.-C., Montenay-Garestier, T., Saison-Behmoaras, T., Roig, V., Thuong, N.T. & Hélène, C. (1989) Sequence-specific intercalating agents: intercalation at specific sequences on duplex DNA via major groove recognition by oligonucleotide-intercalator conjugates. Proc. Natl Acad. Sci. USA 86, 9198-9202.
    • (1989) Proc. Natl Acad. Sci. USA , vol.86 , pp. 9198-9202
    • Sun, J.-S.1    Francois, J.-C.2    Montenay-Garestier, T.3    Saison-Behmoaras, T.4    Roig, V.5    Thuong, N.T.6    Hélène, C.7
  • 19
    • 0025953701 scopus 로고
    • Sequence-specific photo-induced cross-linking of the two strands of double-helical DNA by a psoralen covalently linked to a triple helix-forming oligonucleotide
    • 19. Takasugi, M., Guendouz, A., Chassignol, M., Decout, J.L., Lhomme, J., Thuong, N.T. & Hélène, C. (1991) Sequence-specific photo-induced cross-linking of the two strands of double-helical DNA by a psoralen covalently linked to a triple helix-forming oligonucleotide. Proc. Natl Acad. Sci. USA 88, 5602-5605.
    • (1991) Proc. Natl Acad. Sci. USA , vol.88 , pp. 5602-5605
    • Takasugi, M.1    Guendouz, A.2    Chassignol, M.3    Decout, J.L.4    Lhomme, J.5    Thuong, N.T.6    Hélène, C.7
  • 20
    • 0028085526 scopus 로고
    • Alternate-strand DNA triple helix formation using short acridine-linked oligonucleotides
    • 20. Washbrook, E. & Fox, K.R. (1994) Alternate-strand DNA triple helix formation using short acridine-linked oligonucleotides. Biochem. J. 301, 569-575.
    • (1994) Biochem. J. , vol.301 , pp. 569-575
    • Washbrook, E.1    Fox, K.R.2
  • 21
    • 0028801202 scopus 로고
    • Stable triple helices formed by acridine-containing oligonucleotides with oligopurine tracts of DNA interrupted by one or two pyrimidines
    • 21. Zhou, B.W., Puga, E., Sun, J.-S., Garestier, T. & Hélène, C. (1995) Stable triple helices formed by acridine-containing oligonucleotides with oligopurine tracts of DNA interrupted by one or two pyrimidines. J. Am. Chem. Soc. 117, 10425-10428.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 10425-10428
    • Zhou, B.W.1    Puga, E.2    Sun, J.-S.3    Garestier, T.4    Hélène, C.5
  • 22
    • 0030711027 scopus 로고    scopus 로고
    • Extension of the range of DNA sequences available for triple helix formation: Stabilization of mismatched triplexes by acridine-containing oligonucleotides
    • 22. Kukreti, S., Sun, J.-S., Garestier, T. & Hélène, C. (1997) Extension of the range of DNA sequences available for triple helix formation: stabilization of mismatched triplexes by acridine-containing oligonucleotides. Nucleic Acids Res. 25, 4264-4270.
    • (1997) Nucleic Acids Res. , vol.25 , pp. 4264-4270
    • Kukreti, S.1    Sun, J.-S.2    Garestier, T.3    Hélène, C.4
  • 23
    • 0028608866 scopus 로고
    • Triplex formation at physiological pH by oligonucleotides incorporating 5-MedC-(N4-spermine)
    • 23. Barawkar, D.A., Kumar, V.A. & Ganesh, K.N. (1994) Triplex formation at physiological pH by oligonucleotides incorporating 5-MedC-(N4-spermine). Biochem. Biophys. Res. Commun. 205, 1665-1670.
    • (1994) Biochem. Biophys. Res. Commun. , vol.205 , pp. 1665-1670
    • Barawkar, D.A.1    Kumar, V.A.2    Ganesh, K.N.3
  • 24
    • 0030666336 scopus 로고    scopus 로고
    • Triplex formation at physiological pH: Comparative studies on DNA triplexes containing 5-Me-dC tethered at N4 with spermine and tetraethyleneoxyamine
    • 24. Rajeev, K.G., Jadhav, V.R. & Ganesh, K.N. (1997) Triplex formation at physiological pH: comparative studies on DNA triplexes containing 5-Me-dC tethered at N4 with spermine and tetraethyleneoxyamine. Nucleic Acids Res. 25, 4187-4193.
    • (1997) Nucleic Acids Res. , vol.25 , pp. 4187-4193
    • Rajeev, K.G.1    Jadhav, V.R.2    Ganesh, K.N.3
  • 26
    • 0030844236 scopus 로고    scopus 로고
    • A physico-chemical study of DNA triple helix formation by an oligodeoxythymidylate with N3′-P5 phosphoramidate linkages
    • 26. Zhou-Sun, B.W., Sun, J.S., Gryaznov, S.N., Liquier, J., Garestier, T., Hélène, C. & Tailandier, E. (1997) A physico-chemical study of DNA triple helix formation by an oligodeoxythymidylate with N3′-P5 phosphoramidate linkages. Nucleic Acids Res. 25, 1782-1787.
    • (1997) Nucleic Acids Res. , vol.25 , pp. 1782-1787
    • Zhou-Sun, B.W.1    Sun, J.S.2    Gryaznov, S.N.3    Liquier, J.4    Garestier, T.5    Hélène, C.6    Tailandier, E.7
  • 27
    • 0029899722 scopus 로고    scopus 로고
    • Stabilization of triple-stranded oligonucleotide complexes: Uses of probes containing alternating phosphodiester and stereo-uniform cationic phosphoramidate linkages
    • 27. Chaturvedi, S., Horn, T. & Letsinger, R.L. (1996) Stabilization of triple-stranded oligonucleotide complexes: Uses of probes containing alternating phosphodiester and stereo-uniform cationic phosphoramidate linkages. Nucleic Acids Res. 24, 2318-2323.
    • (1996) Nucleic Acids Res. , vol.24 , pp. 2318-2323
    • Chaturvedi, S.1    Horn, T.2    Letsinger, R.L.3
  • 30
    • 0031055308 scopus 로고    scopus 로고
    • Stable triple-helical DNA complexes form by benzopyridoindole-and benzopyridoquinoxaline-oligonucleotide conjugates
    • 30. Silver, G.C., Sun, J.-S., Nguyen, S.C., Boutorine, A.S., Bisagni, E. & Hélène, C. (1997) Stable triple-helical DNA complexes form by benzopyridoindole-and benzopyridoquinoxaline-oligonucleotide conjugates. J. Am. Chem. Soc. 119, 263-268.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 263-268
    • Silver, G.C.1    Sun, J.-S.2    Nguyen, S.C.3    Boutorine, A.S.4    Bisagni, E.5    Hélène, C.6
  • 32
    • 0030786457 scopus 로고    scopus 로고
    • Coralyne has a preference for intercalation between TA.T triples in intramolecular DNA triple helices
    • 32. Moraru-Allen, A.A., Cassidy, S., Alvarez, J.-L.A., Fox, K.R., Brown, T. & Lane, A.N. (1997) Coralyne has a preference for intercalation between TA.T triples in intramolecular DNA triple helices. Nucleic Acids Res. 25, 1890-1896.
    • (1997) Nucleic Acids Res. , vol.25 , pp. 1890-1896
    • Moraru-Allen, A.A.1    Cassidy, S.2    Alvarez, J.-L.A.3    Fox, K.R.4    Brown, T.5    Lane, A.N.6
  • 33
    • 0027451316 scopus 로고
    • DNA triple-helix specific intercalators as anti-gene enhancers: Unfused aromatic cations
    • 33. Wilson, W.D., Tanious, F.A., Mizan, S., Yao, S., Kiselyov, A.S., Zon, G. & Strekowski, L. (1993) DNA triple-helix specific intercalators as anti-gene enhancers: unfused aromatic cations. Biochemistry 32, 10614-10621.
    • (1993) Biochemistry , vol.32 , pp. 10614-10621
    • Wilson, W.D.1    Tanious, F.A.2    Mizan, S.3    Yao, S.4    Kiselyov, A.S.5    Zon, G.6    Strekowski, L.7
  • 34
    • 0028609271 scopus 로고
    • Effect of a triple binding ligand on parallel and antiparallel triple helices using short unmodified and acridine-linked oligonucleotides
    • 34. Cassidy, S.A., Strekowski, L., Wilson, W.D. & Fox, K.R. (1994) Effect of a triple binding ligand on parallel and antiparallel triple helices using short unmodified and acridine-linked oligonucleotides. Biochemistry 33, 15338-15347.
    • (1994) Biochemistry , vol.33 , pp. 15338-15347
    • Cassidy, S.A.1    Strekowski, L.2    Wilson, W.D.3    Fox, K.R.4
  • 36
    • 0029821295 scopus 로고    scopus 로고
    • Molecular anchoring of duplex and triplex DNA by disubstituted anthracene-9,10-diones: Calorimetric, UV-melting and competition dialysis studies
    • 36. Haq, I., Ladbury, J.E., Chowdhry, B.Z. & Jenkins, T.C. (1996) Molecular anchoring of duplex and triplex DNA by disubstituted anthracene-9,10-diones: calorimetric, UV-melting and competition dialysis studies. J. Am. Chem. Soc. 118, 10693-10701.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 10693-10701
    • Haq, I.1    Ladbury, J.E.2    Chowdhry, B.Z.3    Jenkins, T.C.4
  • 37
    • 0031028839 scopus 로고    scopus 로고
    • Selective stabilization of triplex DNA by anthraquinone sulphonamide derivatives
    • 37. Kan, Y.Z., Armitage, B. & Schuster, G.B. (1997) Selective stabilization of triplex DNA by anthraquinone sulphonamide derivatives. Biochemistry 36, 1461-1466.
    • (1997) Biochemistry , vol.36 , pp. 1461-1466
    • Kan, Y.Z.1    Armitage, B.2    Schuster, G.B.3
  • 38
    • 0032514479 scopus 로고    scopus 로고
    • 1,4-And 2,6-disubstituted aminoanthracene-9,10-dione derivatives as inhibitors of human telomerase
    • 38. Perry, P.J., Gowan, S.M., Reszka, A.P., Polucci, P., Jenkins, T.C., Kelland, L.R. & Neidle, S. (1998) 1,4-and 2,6-disubstituted aminoanthracene-9,10-dione derivatives as inhibitors of human telomerase. J. Med. Chem. 41, 3253-3260.
    • (1998) J. Med. Chem. , vol.41 , pp. 3253-3260
    • Perry, P.J.1    Gowan, S.M.2    Reszka, A.P.3    Polucci, P.4    Jenkins, T.C.5    Kelland, L.R.6    Neidle, S.7
  • 40
    • 0021032963 scopus 로고
    • RNA. Polymerase interactions with the upstream region of the E.coli tyrT promoter
    • 40. Travers, A.A., Lamond, A.I., Mace, A.H.F. & Berman, M.L. (1983) RNA. polymerase interactions with the upstream region of the E.coli tyrT promoter. Cell 35, 265-273.
    • (1983) Cell , vol.35 , pp. 265-273
    • Travers, A.A.1    Lamond, A.I.2    Mace, A.H.F.3    Berman, M.L.4
  • 42
    • 0032542023 scopus 로고    scopus 로고
    • Triple helix formation at different positions on nucleosomal DNA
    • 42. Brown, P.M., Madden, C.A. & Fox, K.R. (1998) Triple helix formation at different positions on nucleosomal DNA. Biochemistry 37, 16139-16151.
    • (1998) Biochemistry , vol.37 , pp. 16139-16151
    • Brown, P.M.1    Madden, C.A.2    Fox, K.R.3
  • 43
    • 0001941490 scopus 로고
    • Quantitative footprinting analysis of drug-DNA interactions
    • (Kallenbach, N.R., ed.), Adenine Press, New York
    • 43. Dabrowiak, J.C. & Goodisman, J. (1989) Quantitative footprinting analysis of drug-DNA interactions. In Chemistry and Physics of DNA-Ligand Interactions (Kallenbach, N.R., ed.), pp. 143-174. Adenine Press, New York.
    • (1989) Chemistry and Physics of DNA-Ligand Interactions , pp. 143-174
    • Dabrowiak, J.C.1    Goodisman, J.2
  • 45
    • 0030251336 scopus 로고    scopus 로고
    • Structure of Py·Pu·Py DNA triple helices. Fourier transforms of fibretype X-ray diffraction of single crystals
    • 45. Liu, K.L., Sasisekharan, V., Miles, H.T. & Raghunathan, G. (1996) Structure of Py·Pu·Py DNA triple helices. Fourier transforms of fibretype X-ray diffraction of single crystals. Biopolymers 39, 573-589.
    • (1996) Biopolymers , vol.39 , pp. 573-589
    • Liu, K.L.1    Sasisekharan, V.2    Miles, H.T.3    Raghunathan, G.4
  • 46
    • 0017759097 scopus 로고
    • Structure of a dinucleoside phosphate-drug complex as model for nucleic acid-drug interaction
    • 46. Neidle, S., Achari, A., Taylor, G.L., Berman, H.M., Carrell, H.L., Glusker, J.P. & Stallings, W.C. (1977) Structure of a dinucleoside phosphate-drug complex as model for nucleic acid-drug interaction. Nature 269, 304-307.
    • (1977) Nature , vol.269 , pp. 304-307
    • Neidle, S.1    Achari, A.2    Taylor, G.L.3    Berman, H.M.4    Carrell, H.L.5    Glusker, J.P.6    Stallings, W.C.7
  • 47
    • 0018866267 scopus 로고
    • The structure of deoxydinucleoside phosphate complex; generalized conformational behaviour of intercalation complexes with RNA and DNA fragments
    • 47. Shieh, H.S., Berman, H.M., Dabrow, M. & Neidle, S. (1980) The structure of deoxydinucleoside phosphate complex; generalized conformational behaviour of intercalation complexes with RNA and DNA fragments. Nucleic Acids Res. 8, 85-96.
    • (1980) Nucleic Acids Res. , vol.8 , pp. 85-96
    • Shieh, H.S.1    Berman, H.M.2    Dabrow, M.3    Neidle, S.4
  • 48
    • 0023146095 scopus 로고
    • Footprinting at low temperatures: Evidence that ethidium and other simple intercalators can discriminate between different nucleotide sequences
    • 48. Fox, K.R. & Waring, M.J. (1987) Footprinting at low temperatures: evidence that ethidium and other simple intercalators can discriminate between different nucleotide sequences. Nucleic Acids Res. 15, 491-507.
    • (1987) Nucleic Acids Res. , vol.15 , pp. 491-507
    • Fox, K.R.1    Waring, M.J.2
  • 49
    • 0029860861 scopus 로고    scopus 로고
    • DNA sequence specificity of a naphthylquinoline triple-helix binding ligand
    • 49. Cassidy, S.A., Strekowski, L. & Fox, K.R. (1996) DNA sequence specificity of a naphthylquinoline triple-helix binding ligand. Nucleic Acids Res. 24, 4133-4138.
    • (1996) Nucleic Acids Res. , vol.24 , pp. 4133-4138
    • Cassidy, S.A.1    Strekowski, L.2    Fox, K.R.3


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