Octopus glycosides: Multivalent molecular platforms for testing carbohydrate recognition and bacterial adhesion

Carbohydrate Research

Volumn 403, Issue , 2015, Pages 90-97

  Lindhorst, Thisbe K ^a   Dubber, Michael ^a  

^a UNIVERSITY OF KIEL   (Germany)

Author keywords

Anti adhesion therapy; Bacterial adhesion; Glycoclusters; Multivalency; Octopus glycosides; Oligo mannosylation

Indexed keywords

CELL ADHESION; MOLLUSCS; SHELLFISH; SUGARS;

ANTIADHESION; BACTERIAL ADHESION; GLYCOCLUSTERS; MULTIVALENCY; OLIGO-MANNOSYLATION;

CARBOHYDRATES;

CARBOHYDRATE; DENDRIMER; GLYCOCONJUGATE; GLYCOSIDE; MERCAPTAMINE; PHARMACOLOGY;

ARTICLE; BACTERIUM ADHERENCE; CELL ADHESION; CHEMISTRY; DRUG EFFECTS; FIMBRIA; GLYCOSYLATION; HOST CELL; METABOLISM; NONHUMAN; OCTOPUS; PRIORITY JOURNAL; PROTEIN CARBOHYDRATE INTERACTION; SYNTHESIS;

BACTERIAL ADHESION; CHEMISTRY; DENDRIMERS; DRUG EFFECTS; FIMBRIAE, BACTERIAL; GLYCOSIDES; GLYCOSYLATION; METABOLISM; PHARMACOLOGY;

BACTERIA (MICROORGANISMS); OCTOPUS;

EID: 84963950408     PISSN: 00086215     EISSN: 1873426X     Source Type: Journal    
DOI: 10.1016/j.carres.2014.06.032     Document Type: Article

References (54)

1. T.K. Lindhorst Top. Curr. Chem. 218 2002 201 235
2. M.J. Lahmann Top. Curr. Chem. 288 2009 17 65
3. Y.M. Chabre, and R. Roy Adv. Carbohydr. Chem. Biochem. 63 2010 165 393
4. A. Bernardi Chem. Soc. Rev. 42 2013 4709 4727
5. M. Mammen, S.-K. Choi, and G.M. Whitesides Angew. Chem. 110 1998 2908 2953 Angew. Chem., Int. Ed. 1998, 37, 2754-2794
6. L.L. Kiessling, J.E. Gestwicki, and L.E. Strong Angew. Chem. 118 2006 5418 5422 Angew. Chem., Int. Ed. 2006, 45, 2348-2368
7. T.K. Lindhorst Nachr. Chem. Tech. Lab. 44 1996 1073 1079
8. R. Roy, D. Zanini, S.J. Meunier, and A. Romanowska J. Chem. Soc., Chem. Commun. 1993 1869 1872
9. N. Röckendorf, and T.K. Lindhorst Top. Curr. Chem. 217 2001 201 238
10. Y.M. Chabre, and R. Roy Chem. Soc. Rev. 42 2013 4657 4708
11. T.K. Lindhorst, C. Kieburg, and U. Krallmann-Wenzel Glycoconjugate J. 15 1998 605 613
12. R.J. Pieters Med. Res. Rev. 27 2007 796 816
13. R.J. Pieters Drug Discovery Today: Technologies 6 2009 e27 e31
14. M. Hartmann, and T.K. Lindhorst Eur. J. Org. Chem. 2011 3583 3609
15. R. Esfand, and D.A. Tomalia Drug Discovery Today 6 2001 427 436
16. C. Kieburg, M. Dubber, and T.K. Lindhorst Synlett 1997 1447 1449
17. R.T. Lee, and Y.C. Lee Carbohydr. Res. 37 1974 193 201
18. A. Dondoni, and A. Marra Chem. Soc. Rev. 41 2012 573 586
19. C.R. Becer, R. Hoogenboom, and U.S. Schubert Angew. Chem. 121 2009 4998 5006 Angew. Chem., Int. Ed. 2009, 48, 4900-4908
20. M. Köhn, J.M. Benito, C. Ortiz Mellet, T.K. Lindhorst, and J.M. García Fernández ChemBioChem 5 2004 771 777
21. H.C. Kolb, M.G. Finn, and K.B. Sharpless Angew. Chem. 113 2001 2056 2075 Angew. Chem., Int. Ed. 2001, 40, 2004-2021
22. T.K. Lindhorst, and C. Kieburg Angew. Chem. 108 1996 2083 2086 Angew. Chem., Int. Ed. 1996, 35, 1953-1956
23. P.I. Kitov, J.M. Sadowska, G. Mulvey, G.D. Amstrong, H. Ling, N.S. Pannu, R.J. Read, and D.R. Bundle Nature 403 2000 669 672
24. For recent work of the Bundle group on ligand design for Shiga toxins cf. J.M. Jacobson, P.I. Kitov, and D.R. Bundle Carbohydr. Res. 378 2013 4 14
25. S. Dasgupta, P.I. Kitov, J.M. Sadowska, and D.R. Bundle Angew. Chem. 126 2014 1536 1541 Angew. Chem., Int. Ed. 2014, 53, 1510-1515
26. M. Dubber, and T.K. Lindhorst Chem. Commun. 1998 1265 1266
27. Dubber, M. Doctoral Dissertation, Hamburg University, 2001.
28. M. Dubber, and T.K. Lindhorst Org. Lett. 3 2001 4019 4022
29. M. Dubber, and T.K. Lindhorst Carbohydr. Res. 310 1998 35 41
30. A. Patel, and T.K. Lindhorst Carbohydr. Res. 341 2006 1657 1668
31. J.L. Jiménez Blanco, C. Ortiz Mellet, and J.M. García Fernández Chem. Soc. Rev. 42 2013 4518 4531
32. J.W. Wehner, M. Hartmann, and T.K. Lindhorst Carbohydr. Res. 371 2013 22 31
33. M.D. Disney, and P.H. Seeberger Chem. Biol. 11 2004 1701 1707
34. T. Feizi, and W.G. Chai Nat. Rev. Mol. Cell Biol. 5 2004 582 588
35. N. Laurent, J. Voglmeir, and S.L. Flitsch Chem. Commun. 2008 4400 4412
36. H. Paulsen Angew. Chem. 94 1982 184 201 Angew. Chem., Int. Ed. Engl. 1982, 21, 155-173
37. M. Dubber, and T.K. Lindhorst J. Org. Chem. 65 2000 5275 5281
38. M. Dubber, O. Sperling, and T.K. Lindhorst Org. Biomol. Chem. 4 2006 3901 3912
39. Lindhorst, T. K. Habilitation Thesis, Hamburg University, 1998.
40. B. Ernst, and J. Magnani Nat. Rev. Drug Disc. 8 2009 661 677
41. T.K. Lindhorst Carbohydr. Chem. 37 2011 194 207
42. T.K. Lindhorst O. Renaudet, N. Spinelli, Synthesis and Biological Applications of Glycoconjugates 2011 Bentham eBooks 12 35
43. X. Jiang, D. Abgottspon, S. Kleeb, S. Rabbani, M. Scharenberg, M. Wittwer, M. Haug, O. Schwardt, and B. Ernst J. Med. Chem. 55 2012 4700 4713
44. M. Scharenberg, X. Jiang, L. Pang, G. Navarra, S. Rabbani, F. Binder, O. Schwardt, and B. Ernst ChemMedChem 9 2014 78 83
45. D. Choudhury, A. Thompson, V. Stojanoff, S. Langermann, J. Pinkner, S.J. Hultgren, and S.D. Knight Science 285 1999 1061 1066
46. O. Sperling, A. Fuchs, and T.K. Lindhorst Org. Biomol. Chem. 4 2006 3913 3922
47. A. Wellens, C. Garofalo, H. Nguyen, N. Van Gerven, R. Slättegård, J.P. Hernalsteens, L. Wyns, S. Oscarson, H. De Greve, S. Hultgren, and J. Bouckaert PLoS One 3 2008 e2040
48. A. Reisner, J.A.J. Haagensen, M.A. Schembri, E.L. Zechner, and S. Molin Mol. Microbiol. 48 2003 933 946
49. M. Hartmann, A.K. Horst, P. Klemm, and T.K. Lindhorst Chem. Commun. 2010 330 332
50. K. Sadalapure, and T.K. Lindhorst Angew. Chem. 112 2000 2066 2069 Angew. Chem., Int. Ed. 2000, 39, 2010-2013
51. L.-X. Wang, J. Ni, and S. Singh Bioorg. Med. Chem. 11 2003 159 166
52. J. Ni, H. Song, Y. Wang, N.M. Stamatos, and L.-X. Wang Bioconjugate Chem. 17 2006 493 500
53. C. Heidecke, and T.K. Lindhorst Chem. Eur. J. 13 2007 9056 9067
54. B. Gerland, A. Goudot, G. Pourceau, A. Meyer, V. Dugas, S. Cecioni, S. Vidal, E. Souteyrand, J.-J. Vasseur, J. Chevolot, and F. Morvan Bioconjugate Chem. 23 2012 1534 1547