Taxanes inhibit human TLR4 signaling by binding to MD-2

FEBS Letters

Volumn 582, Issue 28, 2008, Pages 3929-3934

  Resman, Nuša ^a   Gradišar, Helena ^a   Vašl, Jožica ^a   Keber, Mateja Manček ^a   Pristovšek, Primož ^a   Jerala, Roman ^a,b  

^a NATIONAL INSTITUTE OF CHEMISTRY   (Slovenia)

^b UNIVERSITY OF LJUBLJANA   (Slovenia)

Author keywords

Docetaxel; Lipopolysaccharide; MD 2; Paclitaxel; Toll like receptor 4

Indexed keywords

DOCETAXEL; NOCODAZOLE; PACLITAXEL; PROTEIN MD 2; ROXITHROMYCIN; TAXANE DERIVATIVE; TOLL LIKE RECEPTOR 4;

ARTICLE; BINDING SITE; CIRCULAR DICHROISM; DRUG PROTEIN BINDING; HUMAN; HUMAN CELL; HYDROPHOBICITY; MOLECULAR DOCKING; PRIORITY JOURNAL; PROTEIN INTERACTION; SIGNAL TRANSDUCTION;

ANTINEOPLASTIC AGENTS; CELL LINE; HUMANS; LIPOPOLYSACCHARIDES; LYMPHOCYTE ANTIGEN 96; PACLITAXEL; SIGNAL TRANSDUCTION; TAXOIDS; TOLL-LIKE RECEPTOR 4;

MURINAE;

EID: 55749105288     PISSN: 00145793     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.febslet.2008.10.037     Document Type: Article

References (26)

1. Kawai T., and Akira S. Signaling to NF-kappaB by toll-like receptors. Trends Mol. Med. 13 (2007) 460-469
2. Gay N.J., and Gangloff M. Structure and function of toll receptors and their ligands. Annu. Rev. Biochem. 76 (2007) 141-165
3. Shimazu R., Akashi S., Ogata H., Nagai Y., Fukudome K., Miyake K., et al. MD-2, a molecule that confers lipopolysaccharide responsiveness on toll-like receptor 4. J. Exp. Med. 189 (1999) 1777-1782
4. Kawasaki K., Akashi S., Shimazu R., Yoshida T., Miyake K., and Nishijima M. Involvement of TLR4/MD-2 complex in species-specific lipopolysaccharide-mimetic signal transduction by Taxol. J. Endotoxin Res. 7 (2001) 232-236
5. Fitzpatrick F.A., and Wheeler R. The immunopharmacology of paclitaxel (Taxol), docetaxel (Taxotere), and related agents. Int. Immunopharmacol. 3 (2003) 1699-1714
6. Manthey C.L., Qureshi N., Stutz P.L., and Vogel S.N. Lipopolysaccharide antagonists block taxol-induced signaling in murine macrophages. J. Exp. Med. 178 (1993) 695-702
7. Kawasaki K., Akashi S., Shimazu R., Yoshida T., Miyake K., and Nishijima M. Mouse toll-like receptor 4.MD-2 complex mediates lipopolysaccharide-mimetic signal transduction by Taxol. J. Biol. Chem. 275 (2000) 2251-2254
8. Kawasaki K., Gomi K., Kawai Y., Shiozaki M., and Nishijima M. Molecular basis for lipopolysaccharide mimetic action of Taxol and flavolipin. J. Endotoxin. Res. 9 (2003) 301-307
9. Hajjar A.M., Ernst R.K., Tsai J.H., Wilson C.B., and Miller S.I. Human Toll-like receptor 4 recognizes host-specific LPS modifications. Nat. Immunol. 3 (2002) 354-359
10. Kirikae T., et al. Structural requirements of taxoids for nitric oxide and tumor necrosis factor production by murine macrophages. Biochem. Biophys. Res. Commun. 227 (1996) 227-235
11. Gruber A., Mancek M., Wagner H., Kirschning C.J., and Jerala R. Structural model of MD-2 and functional role of its basic amino acid clusters involved in cellular lipopolysaccharide recognition. J. Biol. Chem. 279 (2004) 28475-28482
12. Gradisar H., Keber M.M., Pristovsek P., and Jerala R. MD-2 as the target of curcumin in the inhibition of response to LPS. J. Leukoc. Biol. 82 (2007) 968-974
13. Morris G.M., Goodsell D.S., Halliday R.S., Huey R., Hart W.E., Belew R.K., et al. Automated docking using a Lamarckian genetic algorithm and and empirical binding free energy function. J. Comput. Chem. 19 (1998) 1639-1662
14. Viriyakosol S., McCray P.B., Ashbaugh M.E., Chu J., Jia H.P., Weiss J., et al. Characterization of monoclonal antibodies to human soluble MD-2 protein. Hybridoma (Larchmt) 25 (2006) 349-357
15. Mancek-Keber M., and Jerala R. Structural similarity between the hydrophobic fluorescent probe and lipid A as a ligand of MD-2. FASEB J. 20 (2006) 1836-1842
16. Wright C.S., Mi L.Z., Lee S., and Rastinejad F. Crystal structure analysis of phosphatidylcholine-GM2-activator product complexes: evidence for hydrolase activity. Biochemistry 44 (2005) 13510-13521
17. Mueller G.A., Benjamin D.C., and Rule G.S. Tertiary structure of the major house dust mite allergen Der p 2: sequential and structural homologies. Biochemistry 37 (1998) 12707-12714
18. Derewenda U., Li J., Derewenda Z., Dauter Z., Mueller G.A., Rule G.S., et al. The crystal structure of a major dust mite allergen Der p 2, and its biological implications. J. Mol. Biol. 318 (2002) 189-197
19. Keber M.M., Gradisar H., and Jerala R. MD-2 and Der p 2 - a tale of two cousins or distant relatives?. J. Endotoxin Res. 11 (2005) 186-192
20. Kim H.M., et al. Crystal structure of the TLR4-MD-2 complex with bound endotoxin antagonist Eritoran. Cell 130 (2007) 906-917
21. Ohto U., Fukase K., Miyake K., and Satow Y. Crystal structures of human MD-2 and its complex with antiendotoxic lipid IVa. Science 316 (2007) 1632-1634
22. Jerala R. Structural biology of the LPS recognition. Int. J. Med. Microbiol. 297 (2007) 353-363
23. Kawasaki K., Nogawa H., and Nishijima M. Identification of mouse MD-2 residues important for forming the cell surface TLR4-MD-2 complex recognized by anti-TLR4-MD-2 antibodies, and for conferring LPS and taxol responsiveness on mouse TLR4 by alanine-scanning mutagenesis. J. Immunol. 170 (2003) 413-420
24. Kirikae T., Ojima I., Ma Z., Kirikae F., Hirai Y., and Nakano M. Structural significance of the benzoyl group at the C-3'-N position of paclitaxel for nitric oxide and tumor necrosis factor production by murine macrophages. Biochem. Biophys. Res. Commun. 245 (1998) 698-704
25. Zimmer S.M., Liu J., Clayton J.L., Stephens D.S., and Snyder J.P. Paclitaxel binding to human and murine MD-2. J. Biol. Chem. (2008)
26. Apetoh L., et al. Toll-like receptor 4-dependent contribution of the immune system to anticancer chemotherapy and radiotherapy. Nat. Med. 13 (2007) 1050-1059