A molecular model for drug binding to tandem repeats of telomeric G-quadruplexes

Biochemical Society Transactions

Volumn 37, Issue 3, 2009, Pages 583-588

  Haider, Shozeb M ^a   Neidle, Stephen ^a  

^a UNIVERSITY OF LONDON   (United Kingdom)

Author keywords

DNA damage response; Drug binding; G quadruplex; Molecular model; Tandem repeat; Telomere

Indexed keywords

DIMER; GUANINE QUADRUPLEX; NUCLEOTIDE; REPETITIVE DNA; SINGLE STRANDED DNA; TELOMERASE; TETRAMER; THYMINE;

3' UNTRANSLATED REGION; APOPTOSIS; BINDING SITE; CONFERENCE PAPER; CONFORMATIONAL TRANSITION; CONTROLLED STUDY; CRYSTAL STRUCTURE; DNA DAMAGE; DNA SEQUENCE; DRUG BINDING; ENZYME SUBSTRATE; HUMAN; HUMAN CELL; LIGAND BINDING; MOLECULAR DYNAMICS; MOLECULAR MECHANICS; MOLECULAR MODEL; PRIORITY JOURNAL; SENESCENCE; SIGNAL TRANSDUCTION; SIMULATION; TANDEM REPEAT; TELOMER;

ACRIDINES; BASE SEQUENCE; BINDING SITES; COMPUTER SIMULATION; DNA, SINGLE-STRANDED; G-QUADRUPLEXES; HUMANS; MODELS, MOLECULAR; NUCLEIC ACID CONFORMATION; TANDEM REPEAT SEQUENCES; TELOMERE;

EID: 67749104764     PISSN: 03005127     EISSN: 14708752     Source Type: Journal    
DOI: 10.1042/BST0370583     Document Type: Conference Paper

References (28)

1. Cech, T.R. (2000) Life at the end of the chromosome: telomeres and telomerase. Angew. Chem. Int. Ed. 39, 34-43
2. Oganesian, L. and Bryan, T.M. (2007) Physiological relevance of telomeric G-quadruplex formation: a potential drug target. BioEssays 29, 155-165
3. de Cian, A., Lacroix, L., Douarre, C., Temime-Smaali, N., Trentesaux, C., Riou, J.-F. and Mergny, J.-L. (2008) Targeting telomeres and telomerase. Biochimie 90, 131-155
4. Sun, D., Thompson, B., Cathers, B.E., Salazar, M., Kerwin, S.M., Trent, J.O., Jenkins, T.C., Neidle, S. and Hurley, L.H. (1997) Inhibition of human telomerase by a G-quadruplex-interactive compound. J. Med. Chem. 40, 2113-2116
5. Monchaud, D. and Teulade-Fichou, M.P. (2008) A hitchhiker's guide to G-quadruplex ligands. Org. Biomol. Chem. 6, 627-636
6. Ou, T., Lu, Y., Tan, J., Huang, Z., Wong, K. and Gu, L. (2008) G-quadruplexes: targets in anticancer drug design. Chem Med Chem 3, 690-713
7. Gomez, D., O'Donohue, M.F., Wenner, T., Douarre, C., Macadré, J., Koebel, P., Giraud-Panis, M.J., Kaplan, H., Kolkes, A., Shin-ya, K. and Riou, J.-F. (2006) The G-quadruplex ligand telomestatin inhibits pot1 binding to telomeric sequences in vitro and induces GFP-POT1 dissociation from telomeres in human cells. Cancer Res. 66, 6908-6912
8. Gunaratnam, M., Greciano, O., Martins, C., Reszka, A.P., Schultes, C.M., Morjani, H., Riou, J.-F. and Neidle, S. (2007) Mechanism of acridine-based telomerase inhibition and telomere shortening. Biochem. Pharmacol. 74, 679-689
9. Rodriquez, R., Müller, S., Yeoman, J.A., Trentesaux, C., Riou, J.-F. and Balasubramanian, S. (2008) A novel small molecule that alters shelterin integrity and triggers a DNA-damage response at telomeres. J. Am. Chem. Soc. 130, 15758-15759
10. Davies, J.T. (2004) G-quartets 40 years later: from 5′-GMP to molecular biology and supramolecular chemistry. Angew. Chem. Int. Ed. 43, 668-698
11. Burge, S.E., Parkinson, G.N., Hazel, P., Todd, A.K. and Neidle, S. (2006) Quadruplex DNA: sequence, topology and structure. Nucleic Acids Res. 34, 5402-5415
12. Patel, D.J., Phan, A.T. and Kuryavyi, V. (2007) Human telomere, oncogenic promoter and 5-UTR G-quadruplexes: diverse higher order DNA and RNA targets for cancer therapeutics. Nucleic Acids Res. 35, 7429-7455
13. Parkinson, G.N., Lee, M.P.H. and Neidle, S. (2002) Crystal structure of parallel quadruplexes from human telomeric DNA. Nature 417, 876-880
14. Phan, A.T., Luu, K.N. and Patel, D.J. (2006) Different loop arrangements of intramolecular human telomeric (3+1) G-quadruplexes in K+ solution. Nucleic Acids Res. 34, 5715-5719
15. Phan, A.T., Kuryavyi, V., Luu, K.N. and Patel, D.J. (2007) Structure of two intramolecular G-quadruplexes formed by natural human telomere sequences in K+ solution. Nucleic Acids Res. 35, 6517-6525
16. Ambrus, A., Chen, D., Dai, J., Bialis, T., Jones, R.A. and Yang, D. (2006) Human telomeric sequence forms a hybrid-type intramolecular G-quadruplex structure with mixed parallel/antiparallel strands in potassium solution. Nucleic Acids Res. 34, 2723-2735
17. + solution: insights into structure polymorphism of the human telomeric sequence. Nucleic Acids Res. 35, 4927-4740
18. Haider, S.M., Parkinson, G.N. and Neidle, S. (2003) Structure of a G-quadruplex-ligand complex. J. Mol. Biol. 326, 117-125
19. Haider, S, Parkinson, G.N. and Neidle, S. (2008) Molecular dynamics and principal components analysis of human telomeric quadruplex multimers. Biophys. J. 95, 296-311
20. Petraccone, L., Trent, J.O. and Chaires, J.B. (2008) The tail of the telomere. J. Am. Chem. Soc. 120, 16530-16532
21. Campbell, N.H., Patel, M., Tofa, A., Ghosh, R., Parkinson, G.N. and Neidle, S. (2009) Selectivity in ligand recognition of G-quadruplex loops. Biochemistry 48, 1675-1680
22. Parkinson, G.N., Ghosh, R. and Neidle, S. (2007) Structural basis for binding of porphyrin to human telomeres. Biochemistry 46, 2390-2397
23. Parkinson, G.N., Cuenca, F. and Neidle, S. (2008) Topology conservation and loop flexibility in quadruplex-drug recognition: crystal structures of inter- and intramolecular telomeric DNA quadruplex-drug complexes. J. Mol. Biol. 381, 1145-1156
24. Campbell, N.H., Parkinson, G.N., Reszka, A.P. and Neidle, S. (2008) Structural basis of DNA quadruplex recognition by an acridine drug. J. Am. Chem. Soc. 130, 6722-6724
25. Read, M., Harrison, R.J., Romagnoli, B., Tanious, F.A., Gowan, S.H., Reszka, A.P., Wilson, W.D., Kelland, L.R. and Neidle, S. (2001) Structure-based design of selective and potent G quadruplex-mediated telomerase inhibitors. Proc. Natl. Acad. Sci. U.S.A. 98, 4844-4849
26. Moore, M.J., Schultes, C.M., Cuesta, J., Cuenca, F., Gunaratnam, M., Tanious, F.A., Wilson, W.D. and Neidle, S. (2006) Trisubstituted acridines as G-quadruplex telomere targeting agents: effects of extensions of the 3,6- and 9-side chains on quadruplex binding, telomerase activity, and cell proliferation. J. Med. Chem. 49, 582-599
27. Burger, A.M., Dai, F., Schultes, C.M., Reszka, A.P., Moore, M.J., Double, J.A. and Neidle, S. (2005) The G-quadruplex-interactive molecule BRACO-19 inhibits tumor growth, consistent with telomere targeting and interference with telomerase function. Cancer Res. 65, 1489-1496
28. Soldatenkov, V.A., Vetcher, A.A., Duka, T. and Ladame, S. (2008) First evidence of a functional interaction between DNA quadruplexes and poly(ADP-ribose) polymerase-1. ACS Chem. Biol. 3, 214-219