Covalent Small-Molecule–RNA Complex Formation Enables Cellular Profiling of Small-Molecule–RNA Interactions†
Dr. Lirui Guan
Department of Chemistry, The Scripps Research Institute, Scripps Florida, 130 Scripps Way, 3A1, Jupiter, FL 33458 (USA)
Search for more papers by this authorCorresponding Author
Prof. Dr. Matthew D. Disney
Department of Chemistry, The Scripps Research Institute, Scripps Florida, 130 Scripps Way, 3A1, Jupiter, FL 33458 (USA)
Department of Chemistry, The Scripps Research Institute, Scripps Florida, 130 Scripps Way, 3A1, Jupiter, FL 33458 (USA)===Search for more papers by this authorDr. Lirui Guan
Department of Chemistry, The Scripps Research Institute, Scripps Florida, 130 Scripps Way, 3A1, Jupiter, FL 33458 (USA)
Search for more papers by this authorCorresponding Author
Prof. Dr. Matthew D. Disney
Department of Chemistry, The Scripps Research Institute, Scripps Florida, 130 Scripps Way, 3A1, Jupiter, FL 33458 (USA)
Department of Chemistry, The Scripps Research Institute, Scripps Florida, 130 Scripps Way, 3A1, Jupiter, FL 33458 (USA)===Search for more papers by this authorThis work was funded by the National Institutes of Health (RO1-GM079235) and The Scripps Research Institute. We thank S. G. Rzuczek for the synthesis of Ht azide used to procure 2H-4 derivatives. M.D.D. is a Camille & Henry Dreyfus Teacher–Scholar.
Graphical Abstract
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References
- 1S. E. Wolkenberg, D. L. Boger, Chem. Rev. 2002, 102, 2477–2495.
- 2
- 2aK. Rijal, C. S. Chow, Chem. Commun. 2009, 107–109;
- 2bA. A. Hostetter, M. F. Osborn, V. J. DeRose, ACS Chem. Biol. 2012, 7, 218–225;
- 2cJ. Boer, K. F. Blount, N. W. Luedtke, L. Elson-Schwab, Y. Tor, Angew. Chem. 2005, 117, 949–954;
10.1002/ange.200461182 Google ScholarAngew. Chem. Int. Ed. 2005, 44, 927–932.
- 3
- 3aL. Guan, M. D. Disney, ACS Chem. Biol. 2012, 7, 73–86;
- 3bJ. R. Thomas, P. J. Hergenrother, Chem. Rev. 2008, 108, 1171–1224.
- 4J. Poehlsgaard, S. Douthwaite, Nat. Rev. Microbiol. 2005, 3, 870–881.
- 5
- 5aJ. L. Childs-Disney, M. Wu, A. Pushechnikov, O. Aminova, M. D. Disney, ACS Chem. Biol. 2007, 2, 745–754;
- 5bM. D. Disney, L. P. Labuda, D. J. Paul, S. G. Poplawski, A. Pushechnikov, T. Tran, S. P. Velagapudi, M. Wu, J. L. Childs-Disney, J. Am. Chem. Soc. 2008, 130, 11185–11194.
- 6
- 6aM. M. Lee, A. Pushechnikov, M. D. Disney, ACS Chem. Biol. 2009, 4, 345–355;
- 6bJ. L. Childs-Disney, J. Hoskins, S. G. Rzuczek, C. A. Thornton, M. D. Disney, ACS Chem. Biol. 2012, 7, 856–862;
- 6cR. Parkesh, J. L. Childs-Disney, M. Nakamori, A. Kumar, E. Wang, T. Wang, J. Hoskins, T. Tran, D. E. Housman, C. A. Thornton, M. D. Disney, J. Am. Chem. Soc. 2012, 134, 4731–4742;
- 6dA. Pushechnikov, M. M. Lee, J. L. Childs-Disney, K. Sobczak, J. M. French, C. A. Thornton, M. D. Disney, J. Am. Chem. Soc. 2009, 131, 9767–9779.
- 7
- 7aH. Jiang, A. Mankodi, M. S. Swanson, R. T. Moxley, C. A. Thornton, Hum. Mol. Genet. 2004, 13, 3079–3088;
- 7bN. A. Faustino, T. A. Cooper, Genes Dev. 2003, 17, 419–437.
- 8A. Gellhorn, G. A. Hyman, J. E. Ultmann, J. Am. Med. Assoc. 1956, 162, 178–183.
- 9C. Z. Chen, K. Sobczak, J. Hoskins, N. Southall, J. J. Marugan, W. Zheng, C. A. Thornton, C. P. Austin, Anal. Bioanal. Chem. 2012, 402, 1889–1898.
- 10
- 10aD. Mohamed, S. Mowaka, J. Thomale, M. W. Linscheid, Chem. Res. Toxicol. 2009, 22, 1435–1446;
- 10bS. Kallama, K. Hemminki, Acta Pharmacol. Toxicol. 1984, 54, 214–220;
- 10cJ. N. Lampe, I. V. Kutyavin, R. Rhinehart, M. W. Reed, R. B. Meyer, H. B. Gamper, Jr., Nucleic Acids Res. 1997, 25, 4123–4131.
- 11I. Holt, S. Mittal, D. Furling, G. S. Butler-Browne, J. D. Brook, G. E. Morris, Genes Cells 2007, 12, 1035–1048.
- 12D. P. Gates, L. A. Coonrod, J. A. Berglund, J. Biol. Chem. 2011, 286, 34224–34233.
- 132H-4-Pt, a 2H-4 conjugate containing a cisplatin reactive module, was synthesized and tested for improving DM1-associated pre-mRNA splicing defects. The compound is inactive (Supporting Information, Figure S8).
- 14
- 14aL. O. Ofori, J. Hoskins, M. Nakamori, C. A. Thornton, B. L. Miller, Nucleic Acids Res. 2012, 40, 6380–6390;
- 14bM. B. Warf, M. Nakamori, C. M. Matthys, C. A. Thornton, J. A. Berglund, Proc. Natl. Acad. Sci. USA 2009, 106, 18551–18556.
- 15S. P. Jog, S. Paul, W. Dansithong, S. Tring, L. Comai, S. Reddy, PLoS One 2012, 7, e 48825.
- 16L. Guan, M. D. Disney, Angew. Chem. 2013, 125, 1502–1505; Angew. Chem. Int. Ed. 2013, 52, 1462–1465.
- 17B. F. Cravatt, A. T. Wright, J. W. Kozarich, Annu. Rev. Biochem. 2008, 77, 383–414.