Glycodendrimers based on cellobiosyl-derived monomers

Canadian Journal of Chemistry

Volumn 80, Issue 8, 2002, Pages 983-991

  Kalovidouris, Stacey A ^a   Turnbull, W Bruce ^a   Stoddart, J Fraser ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Cellobiose; Glycodendrimers; Reductive amination; Trisaccharide monomers

Indexed keywords

AMINATION; MOLECULAR WEIGHT; MONOMERS; OLIGOMERS; PROTEINS;

RESIDUES;

DENDRIMERS;

CELLOBIOSE; DENDRIMER; MONOMER; OLIGOSACCHARIDE; TRISACCHARIDE;

AMINATION; ARTICLE; MOLECULAR WEIGHT;

EID: 0036433429     PISSN: 00084042     EISSN: None     Source Type: Journal    
DOI: 10.1139/v02-116     Document Type: Article

References (29)

1. (a) T. Lindhorst. Top. Curr. Chem. 218, 201 (2002);
2. (b) W.B. Turnbull and J.F. Stoddart. Rev. Mol. Biotechnol. 90, 231 (2002).
3. R.T. Lee and Y.C. Lee (Editors). In Neoglycoconjugates: Preparation and Applications. Academic Press, San Diego. 1994.
4. I. Vrasidas, N.J. de Mol, R.M.J. Liskamp, and R.J. Pieters. Eur. J. Org. Chem. 4685 (2001).
5. (a) B. Colonna, V.R. Harding, S.A. Nepogodiev, F.M. Raymo, N. Spencer, and J.F. Stoddart. Chem. Eur. J. 4, 1244 (1998);
6. (b) P.R. Ashton, S.E. Boyd, C.L. Brown, N. Jayaraman, S.A. Nepogodiev, and J.F. Stoddart. Chem. Eur. J. 2, 1115 (1997).
7. (a) W.B. Turnbull, S.A. Kalovidouris, and J.F. Stoddart. Chem. Eur. J. 8, 2988 (2002);
8. (b) W.B. Turnbull, A.R. Pease, and J.F. Stoddart. ChemBioChem. 1, 70 (2000).
9. (a) K. Sadalapure and T.K. Lindhorst. Angew. Chem. Int. Ed. 39, 2010 (2000);
10. (b) H. Sashiwa, Y. Makimura, Y. Shigemasa, and R. Roy. J. Chem. Soc. Chem. Commun. 909 (2000);
11. (c) S. Sabesan, J.O. Duus, S. Neira, P. Domaille, S. Kelm, J.C. Paulson, and K. Bock. J. Am. Chem. Soc. 114, 8363 (1992).
12. R.A. Laine. Glycobiology, 4, 759 (1994).
13. G. Reuter and H.-J. Gabius. Biol. Chem. Hoppe-Seyler, 377, 325 (1996).
14. (a) P.M. Collins and R.J. Ferrier. In Monosaccharides. John Wiley and Sons, New York. 1995;
15. (b) B. Bernet and A. Vasella. Helv. Chim. Acta, 83, 2055 (2000).
16. F.J. Urban, B.S. Moore, and R. Breitenbach. Tetrahedron Lett. 31, 4421 (1990).
17. H. Schmidt, C. Lensink, S.K. Xi, and J.G. Verkade. Z. Anorg. Allg. Chem. 75 (1989).
18. (a) T. Yamagaki and H. Nakanishi. Anal. Sci. 17, 83 (2001);
19. (b) D.J. Harvey, A.P. Hunter, R.H. Bateman, J. Brown, and G. Critchley. Int. J. Mass Spectrom. 131 (1999);
20. (c) T. Yamagaki. Trends Glycosci. Glycotechnol. 11, 227 (1999);
21. (d) Y. Liu and D.E. Clemmer. Anal. Chem. 69, 2504 (1997);
22. (e) K.K. Mock, M. Davey, and J.S. Cottrell. Biochem. Biophys. Res. Commun. 177, 644 (1991);
23. (f) B. Domon and C.E. Costello. Glycoconjugate J. 5, 397 (1988).
24. C.F. Lane. Synthesis, 135 (1975).
25. D.D. Perrin and W.L.F. Armarego. In Purification of Laboratory Chemicals. 3rd Ed. Pergamon Press, Oxford. 1988.
26. (a) J.R. Allen and S.J. Danishefsky. J. Am. Chem. Soc. 121, 10 875 (1999);
27. (b) E.C. Rodriguez, L.A. Marcaurelle, and C.R. Bertozzi. J. Org. Chem. 63, 7134 (1998).
28. (c) P.P. Deshpande and S.J. Danishefsky. Nature (London), 387, 164 (1997).
29. R.C. Werlen, M. Lankinen, R.E. Offord, P.A. Schubiger, A. Smith, and K. Rose. Cancer Res. 56, 809 (1996).