Synthesis and biological validation of N7-(4-chlorophenoxyethyl) substituted dinucleotide cap analogs for mRNA translation

Bioorganic and Medicinal Chemistry

Volumn 21, Issue 15, 2013, Pages 4570-4574

  Kore, Anilkumar R ^a   Xiao, Zejun ^a   Li, Mu ^a  

^a Life Technologies Corporation   (United States)

Author keywords

Cap analog; Capping efficiency; HeLa cells; In vitro transcription; Luciferase activity; N7 Substituted dinucleotide cap analog; Translation efficiency

Indexed keywords

7 METHYLGUANOSINE; DINUCLEOTIDE; GUANOSINE DERIVATIVE; MESSENGER RNA; RNA POLYMERASE;

ARTICLE; CHEMICAL STRUCTURE; CONTROLLED STUDY; IN VITRO STUDY; RNA CAPPING; RNA TRANSCRIPTION; RNA TRANSLATION; SYNTHESIS;

EID: 84879696453     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2013.05.041     Document Type: Article

References (26)

1. Y. Furuichi, and A.J. Shatkin Adv. Virus Res. 55 2000 135
2. P.A. Sharp Cell 77 1994 805
3. J.D. Lewis, and E. Izaurralde Eur. J. Biochem. 247 1997 461
4. E. Izaurralde, J. Stepinski, E. Darzynkiewicz, and I.W. Mattaj J. Cell Biol. 118 1992 1287
5. R.E. Roads Prog. Mol. Subcell. Biol. 9 1985 104
6. J. Jemielity, J. Kowalska, M.R. Rydzik, and E. Darzynkiewicz New J. Chem. 34 2010 829
7. A.R. Kore, I. Charles, M. Shanmugasundaram, Z. Xiao, and R.C. Conrad Mini-Rev. Org. Chem. 5 2008 179
8. A.C. Gingras, B. Raught, and N. Sonenberg Annu. Rev. Biochem. 68 1999 913
9. B. Ghosh, A.O. Benyumov, P. Ghosh, Y. Jia, S. Avdulov, P.S. Dahlberg, M. Peterson, K. Smith, V.A. Polunovsky, P.B. Bitterman, and C.R. Wagner ACS Chem. Biol. 4 2009 367
10. V. Kerekatte, K. Smiley, B. Hu, A. Smith, F. Gelder, and A. DeBenedetti Int. J. Cancer 64 1995 27
11. Y.K. Wang, W. Chen, D. Blair, M. Pu, Y. Xu, S.J. Miller, A.G. Redfield, T.C. Chiles, and M.F. Roberts J. Am. Chem. Soc. 130 2008 7746
12. J. Oyarzabal, N. Zarich, M.I. Albarran, I. Palacios, M. Urbano-Cuadrado, G. Mateos, I. Reymundo, O. Rabal, A. Salgado, A. Corrionero, J. Fominaya, J. Pastor, and J.R. Bischoff J. Med. Chem. 53 2010 6618
13. C.O. Nathan, L. Liu, B.D. Li, F.W. Abreo, I. Nandy, and A. DeBenedetti Oncogene 15 1997 579
14. X. Chen, D.J. Kopecky, J. Mihalic, S. Jeffries, X. Min, J. Heath, J. Deignan, S. Lai, Z. Fu, C. Guimaraes, S. Shen, S. Li, S. Johnstone, S. Thibault, H. Xu, M. Cardozo, W. Shen, N. Walker, F. Kayser, and Z. Wang J. Med. Chem. 55 2012 3837
15. A. Darzynkiewicz, I. Ekiel, P. Lassota, and S.M. Tahara Biochemistry 26 1987 4372
16. A. Darzynkiewicz, J. Stepinski, I. Ekiel, C. Goyer, N. Sonenberg, A. Temeriusz, Y. Jin, T. Sijuwade, D. Haber, and S.M. Tahara Biochemistry 28 1989 4771
17. A.R. Kore, M. Shanmugasundaram, I. Charles, A.M. Cheng, and T.J. Barta Bioorg. Med. Chem. Lett. 17 2007 5295
18. A.R. Kore, I. Charles, and M. Shanmugasundaram Chem. Lett. 38 2009 652
19. A.R. Kore, M. Shanmugasundaram, I. Charles, A.V. Vlassov, and T.J. Barta J. Am. Chem. Soc. 131 2009 6364
20. A.R. Kore, and M. Shanmugasundaram Bioorg. Med. Chem. Lett. 18 2008 880
21. A.R. Kore, G. Parmar, and S. Reddy Nucleosides, Nucleotides, Nucleic Acids 25 2006 307
22. A.R. Kore, and I. Charles Bioorg. Med. Chem. 18 2010 8061
23. N. Sonenberg J.W.B. Hershey, M.B. Mathews, N. Sonenberg, Translational Control 1996 CSHL Press New York 245
24. A.E. Pasquinelli, J.E. Dahlberg, and E. Lund RNA 1 1995 957
25. J. Stepinski, C. Waddell, R. Stolarski, E. Darzynkiewicz, and R.E. Rhoads RNA 7 2001 1486
26. Z.H. Peng, V. Sharma, S.F. Singleton, and P.D. Gershon Org. Lett. 4 2002 161