Fluorescent dyes specific for quadruplex DNA.

Fluorescent dyes which are specific for duplex DNA have found a wide range of applications from staining gels to visualization of chromosomes. Porphyrin dyes have been found which are highly fluorescent in the presence of quadruplex but not duplex DNA. These dyes may offer a route to the specific detection of quadruplex DNA under biologically important conditions. There are three types of DNA quadruplex structures, and these may play important roles in telomere, centromere, triplet repeat, integration sites and other DNAs, and this first set of porphyrin dyes show some selectivity between the quadruplex types.

[1]  D. Patel,et al.  Solution structure of a parallel-stranded G-quadruplex DNA. , 1993, Journal of molecular biology.

[2]  Yingfu Li,et al.  Recognition of anionic porphyrins by DNA aptamers. , 1996, Biochemistry.

[3]  N Bischofberger,et al.  The tertiary structure of a DNA aptamer which binds to and inhibits thrombin determines activity. , 1993, Biochemistry.

[4]  R. Wells Molecular Basis of Genetic Instability of Triplet Repeats (*) , 1996, The Journal of Biological Chemistry.

[5]  J. Feigon,et al.  Quadruplex structure of Oxytricha telomeric DNA oligonucleotides , 1992, Nature.

[6]  E. Blackburn Telomeres: No end in sight , 1994, Cell.

[7]  R. Wheelhouse,et al.  Cationic Porphyrins as Telomerase Inhibitors: the Interaction of Tetra-(N-methyl-4-pyridyl)porphine with Quadruplex DNA , 1998 .

[8]  L. Loeb,et al.  The fragile X syndrome d(CGG)n nucleotide repeats form a stable tetrahelical structure. , 1994, Proceedings of the National Academy of Sciences of the United States of America.

[9]  T. Cech,et al.  Characterization of a G-quartet formation reaction promoted by the beta-subunit of the Oxytricha telomere-binding protein. , 1993, Biochemistry.

[10]  R. Sheardy,et al.  Porphyrin Binding to Quadruplexed T4G4 , 1998 .

[11]  T. Cech,et al.  The β subunit of Oxytricha telomere-binding protein promotes G-quartet formation by telomeric DNA , 1993, Cell.

[12]  K. Ghiggino,et al.  Photophysics and Intracellular Distribution of a Boronated Porphyrin Phototherapeutic Agent , 1996, Photochemistry and photobiology.

[13]  M. Mitas,et al.  Trinucleotide repeats associated with human disease. , 1997, Nucleic acids research.

[14]  E. Raymond,et al.  Agents that target telomerase and telomeres. , 1996, Current opinion in biotechnology.

[15]  J. R. Williamson,et al.  G-quartet structures in telomeric DNA. , 1994, Annual review of biophysics and biomolecular structure.

[16]  G. Thomas,et al.  Structure and dynamics of interstrand guanine association in quadruplex telomeric DNA. , 1995, Biochemistry.

[17]  J. Double,et al.  Inhibition of telomerase activity by cisplatin in human testicular cancer cells. , 1997, European journal of cancer.

[18]  Y. Pommier,et al.  Ion selective folding of loop domains in a potent anti-HIV oligonucleotide. , 1997, Biochemistry.

[19]  J. Sekiguchi,et al.  Drug Binding to Higher Ordered DNA Structures: Ethidium Bromide Complexation with Parallel Quadruple-Stranded DNA # , 1996 .

[20]  J. Feigon,et al.  Thrombin-binding DNA aptamer forms a unimolecular quadruplex structure in solution. , 1993, Proceedings of the National Academy of Sciences of the United States of America.

[21]  G. Thomas,et al.  A phase diagram for sodium and potassium ion control of polymorphism in telomeric DNA. , 1995, Journal of molecular biology.

[22]  L. A. Lipscomb,et al.  Structure of DNA-porphyrin complex. , 1996, Biochemistry.

[23]  Y. Li,et al.  Toward an efficient DNAzyme. , 1997, Biochemistry.

[24]  D. Chatterji,et al.  Ammonium ion at low concentration stabilizes the G-quadruplex formation by telomeric sequence. , 1995, Journal of biochemical and biophysical methods.

[25]  P C Moody,et al.  The high-resolution crystal structure of a parallel-stranded guanine tetraplex. , 1994, Science.

[26]  R. Moyzis,et al.  Solution structures of the individual single strands of the fragile X DNA triplets (GCC)n.(GGC)n. , 1996, Nucleic acids research.

[27]  L. Chapman,et al.  Promotion of parallel DNA quadruplexes by a yeast telomere binding protein: a circular dichroism study. , 1994, Proceedings of the National Academy of Sciences of the United States of America.

[28]  J. Feigon,et al.  d(G3T4G3) forms an asymmetric diagonally looped dimeric quadruplex with guanosine 5'-syn-syn-anti and 5'-syn-anti-anti N-glycosidic conformations. , 1994, Proceedings of the National Academy of Sciences of the United States of America.

[29]  G. Thomas,et al.  Structural basis of DNA recognition and mechanism of quadruplex formation by the beta subunit of the Oxytricha telomere binding protein. , 1998, Biochemistry.

[30]  H. Toma,et al.  Supramolecular Cationic Tetraruthenated Porphyrin Induces Single‐Strand Breaks and 8‐Oxo‐7,8‐dihydro‐2′‐deoxyguanosine Formation in DNA in the Presence of Light , 1996, Photochemistry and photobiology.

[31]  E. Blackburn,et al.  Telomeres, telomerase and cancer. , 1996, Scientific American.

[32]  C. Kang,et al.  Raman signature of the four-stranded intercalated cytosine motif in crystal and solution structures of DNA deoxycytidylates d(CCCT) and d(C8). , 1996, Biochemistry.

[33]  J. Feigon,et al.  Aptamer structures from A to ζ , 1996 .

[34]  N. Kallenbach,et al.  Interaction of the dye ethidium bromide with DNA containing guanine repeats. , 1992, Biochemistry.

[35]  C. C. Hardin,et al.  Cation-dependent transition between the quadruplex and Watson-Crick hairpin forms of d(CGCG3GCG). , 1992, Biochemistry.

[36]  D. Patel,et al.  Solution structure of the human telomeric repeat d[AG3(T2AG3)3] G-tetraplex. , 1993, Structure.

[37]  C. C. Hardin,et al.  Allosteric interactions between DNA strands and monovalent cations in DNA quadruplex assembly: thermodynamic evidence for three linked association pathways. , 1997, Biochemistry.

[38]  D. Lilley,et al.  The crystal structure of a parallel-stranded guanine tetraplex at 0.95 A resolution. , 1997, Journal of molecular biology.

[39]  D. Patel,et al.  Solution structure of a DNA quadruplex containing the fragile X syndrome triplet repeat. , 1995, Journal of molecular biology.

[40]  M. Carvlin,et al.  Intercalative and nonintercalative binding of large cationic porphyrin ligands to calf thymus DNA. , 1983, Nucleic acids research.

[41]  B. Jollès,et al.  A resonance Raman spectroscopic study of the quadruplex form of polyriboinosinic acid. , 1996, Journal of biomolecular structure & dynamics.

[42]  G. Thomas,et al.  STRUCTURAL POLYMORPHISM OF TELOMERE DNA : INTERQUADRUPLEX AND DUPLEX-QUADRUPLEX CONVERSIONS PROBED BY RAMAN SPECTROSCOPY , 1994 .

[43]  R. Fiel,et al.  Induction of DNA damage by porphyrin photosensitizers. , 1981, Cancer research.