Toward self-adjuvanting subunit vaccines: Model peptide and protein antigens incorporating covalently bound toll-like receptor-7 agonistic imidazoquinolines

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 11, 2011, Pages 3232-3236

  Shukla, Nikunj M ^a   Lewis, Tyler C ^a   Day, Timothy P ^a   Mutz, Cole A ^a   Ukani, Rehman ^a   Hamilton, Chase D ^a   Balakrishna, Rajalakshmi ^a   David, Sunil A ^a  

^a UNIVERSITY OF KANSAS   (United States)

Author keywords

Adjuvant; ELISA; Imidazoquinoline; Self adjuvanting vaccine; TLR7; Toll like receptor

Indexed keywords

ALPHA LACTALBUMIN; ANTIGEN; IMIDAZOQUINOLINE DERIVATIVE; IMMUNOGLOBULIN; ISOTHIOCYANIC ACID; MALEIMIDE DERIVATIVE; SUBUNIT VACCINE; TOLL LIKE RECEPTOR 7;

AMINATION; ANTIGENICITY; ARTICLE; CONTROLLED STUDY; DRUG CONJUGATION; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IMMUNE RESPONSE; NONHUMAN;

ADJUVANTS, IMMUNOLOGIC; ANIMALS; ANTIGENS; ENZYME-LINKED IMMUNOSORBENT ASSAY; HUMANS; IMIDAZOLES; IMMUNOGLOBULINS; ISOTHIOCYANATES; LACTALBUMIN; MICE; MODELS, ANIMAL; MODELS, BIOLOGICAL; MODELS, MOLECULAR; MOLECULAR STRUCTURE; PEPTIDES; QUINOLINES; TOLL-LIKE RECEPTOR 7; VACCINES, SUBUNIT;

MURINAE;

EID: 79956076226     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.04.050     Document Type: Article

References (45)

1. T. Kawai, and S. Akira Semin. Immunol. 19 2007 24 32
2. Y. Kumagai, O. Takeuchi, and S. Akira J. Infect. Chemother. 14 2008 86 92
3. S. Akira Immunol. Rev. 227 2009 5
4. S. Akira, K. Takeda, and T. Kaisho Nat. Immunol. 2 2001 675
5. A. Cottalorda, C. Verschelde, A. Marcais, M. Tomkowiak, P. Musette, S. Uematsu, S. Akira, J. Marvel, and N. Bonnefoy-Berard Eur. J. Immunol. 36 2006 1684
6. T. Kaisho, and S. Akira Biochim. Biophys. Acta 1589 2002 1
7. J.D. Hood, H.J. Warshakoon, M.R. Kimbrell, N.M. Shukla, S. Malladi, X. Wang, and S.A. David Hum. Vaccin. 6 2010 1
8. N.M. Shukla, M.R. Kimbrell, S.S. Malladi, and S.A. David Bioorg. Med. Chem. Lett. 19 2009 2211
9. H.J. Warshakoon, J.D. Hood, M.R. Kimbrell, S. Malladi, W.Y. Wu, N.M. Shukla, G. Agnihotri, D. Sil, and S.A. David Hum. Vaccin. 5 2009 381
10. M.F. Bachmann, and G.T. Jennings Nat. Rev. Immunol. 10 2010 787
11. W. Zeng, S. Ghosh, Y.F. Lau, L.E. Brown, and D.C. Jackson J. Immunol. 169 2002 4905
12. I. Bettahi, X. Zhang, R.E. Afifi, and L. BenMohamed Viral Immunol. 19 2006 220
13. A.B. Abdel-Aal, M.R. Batzloff, Y. Fujita, N. Barozzi, A. Faria, P. Simerska, P.M. Moyle, M.F. Good, and I. Toth J. Med. Chem. 51 2008 167
14. P.M. Moyle, and I. Toth Curr. Med. Chem. 15 2008 506
15. Zeng, W.; Horrocks, K. J.; Robevska, G.; Wong, C. Y.; Azzopardi, K.; Tauschek, M.; Robins-Browne, R. M.; Jackson, D. C. J. Biol. Chem. 2011.
16. B.L. Wilkinson, S. Day, L.R. Malins, V. Apostolopoulos, and R.J. Payne Angew. Chem., Int. Ed. 50 2011 1635
17. W. Zeng, E.M. Eriksson, A. Lew, and D.C. Jackson Mol. Immunol. 48 2011 490
18. B.G. Hill, C. Reily, J.Y. Oh, M.S. Johnson, and A. Landar Free Radic. Biol. Med. 47 2009 675
19. M.H. Wenink, K.C. Santegoets, J.C. Broen, L. van Bon, S. Abdollahi-Roodsaz, C. Popa, R. Huijbens, T. Remijn, E. Lubberts, P.L. van Riel, W.B. van den Berg, and T.R. Radstake J. Immunol. 183 2009 6960
20. E. Aliahmadi, R. Gramlich, A. Grutzkau, M. Hitzler, M. Kruger, R. Baumgrass, M. Schreiner, B. Wittig, R. Wanner, and M. Peiser Eur. J. Immunol. 39 2009 1221
21. L. Bracci, S.V. La, F. Belardelli, and E. Proietti Expert. Rev. Vaccines 7 2008 373
22. M.G. Tovey, C. Lallemand, and G. Thyphronitis Biol. Chem. 389 2008 541
23. D. Rajagopal, C. Paturel, Y. Morel, S. Uematsu, S. Akira, and S.S. Diebold Blood 115 2010 1949
24. L.S. Berenson, N. Ota, and K.M. Murphy Immunol. Rev. 202 2004 157
25. B. Pulendran Immunol. Res. 29 2004 187
26. M.K. Gately, and M.J. Brunda Cancer Treat. Res. 80 1995 341
27. P. Scott, and G. Trinchieri Semin. Immunol. 9 1997 285
28. M. Eberl, E. Beck, P.S. Coulson, H. Okamura, R.A. Wilson, and A.P. Mountford Vaccine 18 2000 2002
29. D.F. Tough, X. Zhang, and J. Sprent J. Immunol. 166 2001 6007
30. D.J. Marshall, K.A. Rudnick, S.G. McCarthy, L.R. Mateo, M.C. Harris, C. McCauley, and L.A. Snyder Vaccine 24 2006 244
31. N.M. Shukla, S.S. Malladi, C.A. Mutz, R. Balakrishna, and S.A. David J. Med. Chem. 53 2010 4450
32. W. Wu, R. Li, S.S. Malladi, H.J. Warshakoon, M.R. Kimbrell, M.W. Amolins, R. Ukani, A. Datta, and S.A. David J. Med. Chem. 53 2010 3198
33. R. Jaini, P. Kesaraju, J.M. Johnson, C.Z. Altuntas, D. Jane-Wit, and V.K. Tuohy Nat. Med. 16 2010 799
34. R. Rappuoli Vaccine 19 2001 2319
35. F. Mawas, M. Peyre, A.S. Beignon, L. Frost, G. Del Giudice, R. Rappuoli, S. Muller, D. Sesardic, and C.D. Partidos J. Infect. Dis. 190 2004 1177
36. M. Broker, P.M. Dull, R. Rappuoli, and P. Costantino Vaccine 27 2009 5574
37. F. Falugi, R. Petracca, M. Mariani, E. Luzzi, S. Mancianti, V. Carinci, M.L. Melli, O. Finco, A. Wack, A. Di Tommaso, M.T. De Magistris, P. Costantino, G. Del Giudice, S. Abrignani, R. Rappuoli, and G. Grandi Eur. J. Immunol. 31 2001 3816
38. P. Costantino, S. Viti, A. Podda, M.A. Velmonte, L. Nencioni, and R. Rappuoli Vaccine 10 1992 691
39. F.Y. Avci, and D.L. Kasper Annu. Rev. Immunol. 28 2010 107
40. W.M. Kalka-Moll, A.O. Tzianabos, P.W. Bryant, M. Niemeyer, H.L. Ploegh, and D.L. Kasper J. Immunol. 169 2002 6149
41. S. Gallorini, F. Berti, G. Mancuso, R. Cozzi, M. Tortoli, G. Volpini, J.L. Telford, C. Beninati, D. Maione, and A. Wack Proc. Natl.Acad. Sci. U.S.A. 106 2009 17481
42. S. Gallorini, F. Berti, P. Parente, R. Baronio, S. Aprea, U. D'Oro, M. Pizza, J.L. Telford, and A. Wack J. Immunol. 179 2007 8208
43. C. Kaplan, J.C. Valdez, R. Chandrasekaran, H. Eibel, K. Mikecz, T.T. Glant, and A. Finnegan Arthritis Res. 4 2002 54
44. G.R. Pullen, M.G. Fitzgerald, and C.S. Hosking J. Immunol. Methods 86 1986 83
45. R.A. Macdonald, C.S. Hosking, and C.L. Jones J. Immunol. Methods 106 1988 191