The DOI matches its Crossref record; 37 of the 37 references it cites were found in a registry or an index.
Structural Basis for Binding of Porphyrin to Human Telomeres,
Abstract
Maintenance of telomere integrity is a hallmark of human cancer, and the single-stranded 3' ends of telomeric DNA are targets for small-molecule anticancer therapies. We report here the crystal structure of a bimolecular human telomeric quadruplex, of the sequence d(TAGGGTTAGGG), in a complex with the quadruplex-binding ligand 5,10,15,20-tetrakis(N-methyl-4-pyridyl)porphyrin (TMPyP4) to a resolution of 2.09 A. The DNA quadruplex topology is parallel-stranded with external double-chain-reversal propeller loops, consistent with previous structural determinations. The porphyrin molecules bind by stacking onto the TTA nucleotides, either as part of the external loop structure or at the 5' region of the stacked quadruplex. This involves stacked on hydrogen-bonded base pairs, formed from those nucleotides not involved in the formation of G-tetrads, and there are thus no direct ligand interactions with G-tetrads. This is in accord with the relative nonselectivity by TMPyP4 for quadruplex DNAs compared to duplex DNA. Porphyrin binding is achieved by remodeling of loops compared to the ligand-free structures. Implications for the design of quadruplex-binding ligands are discussed, together with a model for the formation of anaphase bridges, which are observed following cellular treatment with TMPyP4.
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Cites
The CCP4 suite: programs for protein crystallography
Collaborative Computational Project, N. 4. (1994) · Acta Crystallographica Section D Biological Crystallography · doi:10.1107/s0907444994003112 · Cited by 17,270
Refinement of Macromolecular Structures by the Maximum-Likelihood Method
Murshudov, G. N., Vagin, A. A., & Dodson, E. J. (1997) · Acta Crystallographica Section D Biological Crystallography · doi:10.1107/s0907444996012255 · Cited by 14,742
Quadruplex DNA: sequence, topology and structure
Burge, S., Parkinson, G. N., Hazel, P., Todd, A. K., & Neidle, S. (2006) · Nucleic Acids Research · doi:10.1093/nar/gkl655 · Cited by 2,408
Self-citationSiddiqui-Jain, A., Grand, C. L., Bearss, D. J., & Hurley, L. H. (2002) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.182256799 · Cited by 2,238
Crystal structure of parallel quadruplexes from human telomeric DNA
Parkinson, G. N., Lee, M. P. H., & Neidle, S. (2002) · Nature · doi:10.1038/nature755 · Cited by 2,031
Self-citationLikelihood-enhanced fast translation functions
McCoy, A. J., Grosse-Kunstleve, R. W., Storoni, L. C., & Read, R. J. (2005) · Acta Crystallographica Section D Biological Crystallography · doi:10.1107/s0907444905001617 · Cited by 1,639
Solution structure of the human telomeric repeat d[AG3(T2AG3)3] G-tetraplex
Wang, Y., & Patel, D. J. (1993) · Structure · doi:10.1016/0969-2126(93)90015-9 · Cited by 1,354
Ambrus, A., Chen, D., Dai, J., Bialis, T., Jones, R. A., & Yang, D. (2006) · Nucleic Acids Research · doi:10.1093/nar/gkl348 · Cited by 1,106
Structure of the Human Telomere in K + Solution: An Intramolecular (3 + 1) G-Quadruplex Scaffold
Luu, K. N., Phan, A. T., Kuryavyi, V., Lacroix, L., & Patel, D. J. (2006) · Journal of the American Chemical Society · doi:10.1021/ja062791w · Cited by 814
Cogoi, S., & Xodo, L. E. (2006) · Nucleic Acids Research · doi:10.1093/nar/gkl286 · Cited by 739
McEachern, M. J., Krauskopf, A., & Blackburn, E. H. (2000) · Annual Review of Genetics · doi:10.1146/annurev.genet.34.1.331 · Cited by 716
Telomere maintenance as a target for anticancer drug discovery
Neidle, S., & Parkinson, G. (2002) · Nature Reviews Drug Discovery · doi:10.1038/nrd793 · Cited by 624
Self-citationSequence and Structural Selectivity of Nucleic Acid Binding Ligands
Ren, J., & Chaires, J. B. (1999) · Biochemistry · doi:10.1021/bi992070s · Cited by 564
Phan, A. T., Kuryavyi, V., Gaw, H. Y., & Patel, D. J. (2005) · Nature Chemical Biology · doi:10.1038/nchembio723 · Cited by 519
Loop-Length-Dependent Folding of G-Quadruplexes
Hazel, P., Huppert, J., Balasubramanian, S., & Neidle, S. (2004) · Journal of the American Chemical Society · doi:10.1021/ja045154j · Cited by 494
Self-citationStructure-based design of selective and potent G quadruplex-mediated telomerase inhibitors
Read, M., Harrison, R. J., Romagnoli, B., Tanious, F. A., Gowan, S. H., Reszka, A. P., Wilson, W. D., Kelland, L. R., & Neidle, S. (2001) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.081560598 · Cited by 493
Self-citationTelomerase therapeutics for cancer: challenges and new directions
Shay, J. W., & Wright, W. E. (2006) · Nature Reviews Drug Discovery · doi:10.1038/nrd2081 · Cited by 432
Human POT1 disrupts telomeric G-quadruplexes allowing telomerase extension in vitro
Zaug, A. J., Podell, E. R., & Cech, T. R. (2005) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.0504744102 · Cited by 385
Dexheimer, T. S., Sun, D., & Hurley, L. H. (2006) · Journal of the American Chemical Society · doi:10.1021/ja0563861 · Cited by 383
The new models of the human telomere d[AGGG(TTAGGG)3] in K+ solution
Xu, Y., Noguchi, Y., & Sugiyama, H. (2006) · Bioorganic & Medicinal Chemistry · doi:10.1016/j.bmc.2006.04.033 · Cited by 372
Grand, C. L., Han, H., Muñoz, R. M., Weitman, S., Hoff, D. D. V., Hurley, L. H., & Bearss, D. J. (2002) · PubMed · Cited by 368
Effects of cationic porphyrins as G-quadruplex interactive agents in human tumor cells.
Izbicka, E., Wheelhouse, R. T., Raymond, É., Davidson, K. K., Lawrence, R. A., Sun, D., Windle, B. E., Hurley, L. H., & Hoff, D. D. V. (1999) · PubMed · Cited by 366
Rezler, E. M., Seenisamy, J., Bashyam, S., Kim, M.-Y., White, E., Wilson, W. D., & Hurley, L. H. (2005) · Journal of the American Chemical Society · doi:10.1021/ja0505088 · Cited by 338
Selective Interactions of Cationic Porphyrins with G-Quadruplex Structures
Han, H., Langley, D. R., Rangan, A., & Hurley, L. H. (2001) · Journal of the American Chemical Society · doi:10.1021/ja002179j · Cited by 322
Ying, L., Green, J. J., Li, H., Klenerman, D., & Balasubramanian, S. (2003) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.2433350100 · Cited by 304
Structure of a G-quadruplex–Ligand Complex
Haider, S. M., Parkinson, G. N., & Neidle, S. (2003) · Journal of Molecular Biology · doi:10.1016/s0022-2836(02)01354-2 · Cited by 275
Self-citationKelland, L. R. (2005) · European Journal of Cancer · doi:10.1016/j.ejca.2004.11.024 · Cited by 252
Stabilization of the c-myc gene promoter quadruplex by specific ligands’ inhibitors of telomerase
Lemarteleur, T., Gomez, D., Paterski, R., Mandine, E., Mailliet, P., & Riou, J.-F. (2004) · Biochemical and Biophysical Research Communications · doi:10.1016/j.bbrc.2004.08.150 · Cited by 218
Kim, M.-Y., Gleason-Guzman, M. C., Izbicka, E., Nishioka, D., & Hurley, L. H. (2003) · PubMed · Cited by 203
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., et al. (2006) · Cancer Research · doi:10.1158/0008-5472.can-06-1581 · Cited by 200
Porphyrin Derivatives for Telomere Binding and Telomerase Inhibition
Dixon, I. M., Lopez, F., Estève, J., Tejera, Á. M., Blasco, M. A., Pratviel, G., & Meunier, B. (2004) · ChemBioChem · doi:10.1002/cbic.200400113 · Cited by 144
Drug Targeting of the c-MYC Promoter to Repress Gene Expression via a G-Quadruplex Silencer Element
Hurley, L. H., VonHoff, D. D., Siddiqui-Jain, A., & Yang, D. (2006) · Seminars in Oncology · doi:10.1053/j.seminoncol.2006.04.012 · Cited by 121
Parallel-Stranded Guanine Quadruplex Interactions with a Copper Cationic Porphyrin
Keating, L. R., & Szalai, V. A. (2004) · Biochemistry · doi:10.1021/bi0483209 · Cited by 113
Stabilization of guanine quadruplex DNA by the binding of porphyrins with cationic side arms
Yamashita, T., Uno, T., & Ishikawa, Y. (2005) · Bioorganic & Medicinal Chemistry · doi:10.1016/j.bmc.2005.01.041 · Cited by 105
Wang, P., Ren, L., He, H., Liang, F., Zhou, X., & Tan, Z. (2006) · ChemBioChem · doi:10.1002/cbic.200600036 · Cited by 83
Neomycin-capped aromatic platforms: quadruplex DNA recognition and telomerase inhibition
Kaiser, M., Cian, A. D., Sainlos, M., Renner, C., Mergny, J., & Teulade‐Fichou, M. (2006) · Organic & Biomolecular Chemistry · doi:10.1039/b516378a · Cited by 63
Synthesis and G-quadruplex binding studies of new 4-N-methylpyridinium porphyrins
Gonçalves, D. P. N., Ladame, S., Balasubramanian, S., & Sanders, J. K. M. (2006) · Organic & Biomolecular Chemistry · doi:10.1039/b608494j · Cited by 56
Cited by
A hitchhiker's guide to G-quadruplex ligands
Monchaud, D., & Teulade-Fichou, M.-P. (2008) · Org. Biomol. Chem. · doi:10.1039/b714772b · Cited by 788
G-quadruplex nucleic acids as therapeutic targets
Balasubramanian, S., & Neidle, S. (2009) · Current Opinion in Chemical Biology · doi:10.1016/j.cbpa.2009.04.637 · Cited by 586
Self-citationStructural Basis of DNA Quadruplex Recognition by an Acridine Drug
Campbell, N. H., Parkinson, G. N., Reszka, A. P., & Neidle, S. (2008) · Journal of the American Chemical Society · doi:10.1021/ja8016973 · Cited by 326
Self-citationChemistry in human telomere biology: structure, function and targeting of telomere DNA/RNA
Xu, Y. (2011) · Chemical Society Reviews · doi:10.1039/c0cs00134a · Cited by 323
G-quadruplex DNA targeted metal complexes acting as potential anticancer drugs
Cao, Q., Li, Y., Freisinger, E., Qin, P. Z., Sigel, R. K. O., & Mao, Z.-W. (2017) · Inorganic Chemistry Frontiers · doi:10.1039/c6qi00300a · Cited by 265
Metadata
- Authors
- Parkinson, G. N., Ghosh, R., & Neidle, S.
- Venue
- Biochemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2007-02-03
- Volume
- 46
- Issue
- 9
- Pages
- 2390-2397
- ISSN
- 0006-2960 (ISSN-L)
- 1520-4995
- OpenAlex
- W1980822832
- Cited by
- 318
- References
- 37
- FWCI
- 9.46
- Type
- journal article
- Language
- en
- Open access
- closed
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