Highly branched oligosaccharides: A general strategy for the synthesis of multiantennary N-glycans with a bisected motir

Angewandte Chemie - International Edition

Volumn 42, Issue 35, 2003, Pages 4261-4263

  Weiss, Harald ^a   Unverzagt, Carlo ^a  

^a UNIVERSITY OF BAYREUTH   (Germany)

Author keywords

Carbohydrates; Glycosylations; N glycans; Polysaccharides

Indexed keywords

SYNTHESIS (CHEMICAL);

PROTECTIVE GROUPS;

POLYSACCHARIDES;

GLYCAN DERIVATIVE; OLIGOSACCHARIDE;

ARTICLE; CHEMICAL STRUCTURE; STEREOCHEMISTRY; STRUCTURE ANALYSIS; SYNTHESIS;

ASPARAGINE; CARBOHYDRATE CONFORMATION; CARBOHYDRATE SEQUENCE; MOLECULAR SEQUENCE DATA; OLIGOSACCHARIDES; POLYSACCHARIDES;

EID: 0141633603     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200351625     Document Type: Article

References (27)

1. B. Lowe, A. Varki, Essentials in Glycobiology, Cold Spring Harbour Laboratory Press, Cold Spring Harbour, NY, 1999.
2. P. M. Rudd, H. C. Joao, E. Coghill, P. Fiten, M. R. Saunders, G. Opdenakker, R. A. Dwek, Biochemistry 1994, 33, 17-22.
3. B. G. Davis, Chem. Rev. 2002, 102, 579-602.
4. F. Yamazaki, T. Kitajima, T. Nukada, Y. Ito, T. Ogawa, Carbohydr. Res. 1990, 201, 15-30.
5. H. Paulsen, M. Heume, H. Nürnberger, Carbohydr Res. 1990, 200, 127-166.
6. S. Weiler, R. R. Schmidt, Tetrahedron Lett. 1998, 39, 2299-2302.
7. C. Unverzagt, J. Seifert, Tetrahedron Lett. 2000, 41, 4549-4553.
8. A. Rebbaa, P. M. Chou, I. Vucic, B. L. Mirkin, T. Tomita, E. G. Bremer, Clin. Cancer Res. 1999, 5, 3661-3668.
9. J. J. Priatel, M. Sarkar, H. Schachter, J. D. Marth, Glycobiology 1997, 7, 45-56.
10. X. Yang, M. Bhaumik, R. Bhattacharyya, S. Gong, C. E. Rogler, P. Stanley, Cancer Res. 2000, 60, 3313-3319.
11. M. Yoshimura, Y. Ihara, T. Nishiura, Y. Okajima, M. Ogawa, H. Yoshida, M. Suzuki, K. Yamamura, Y. Kanakura, Y. Matsuzawa, N. Taniguchi, Biochem. J. 1998, 331, 733-742.
12. Y. Ihara, Y. Sakamoto, M. Mihara, K. Shimizu, N. Taniguchi, J. Biol. Chem. 1997, 272, 9629-9634.
13. a) C. Unverzagt, Angew. Chem. 1994, 106, 1170-1173; Angew. Chem. Int. Ed. Engl. 1994, 33, 1102-1104;
14. a) C. Unverzagt, Angew. Chem. 1994, 106, 1170-1173; Angew. Chem. Int. Ed. Engl. 1994, 33, 1102-1104;
15. b) C. Unverzagt, Chem. Eur. J. 2003, 9, 1369-1376.
16. C. Unverzagt, Angew. Chem. 1997, 109, 2078-2081; Angew. Chem. Int. Ed. Engl. 1997, 36, 1989-1992.
17. C. Unverzagt, Angew. Chem. 1997, 109, 2078-2081; Angew. Chem. Int. Ed. Engl. 1997, 36, 1989-1992.
18. T. B. Windholz, D. B. R. Johnston, Tetrahedron Lett. 1967, 2555-2557.
19. C. Unverzagt, Angew. Chem. 1996, 108, 2507-2510; Angew. Chem. Int. Ed. Engl. 1996, 35, 2350-2353.
20. C. Unverzagt, Angew. Chem. 1996, 108, 2507-2510; Angew. Chem. Int. Ed. Engl. 1996, 35, 2350-2353.
21. C. P. J. Glaudemans, M. J. Bertolini, Methods Carbohydr. Chem. 1980, 8, 271-275.
22. D. J. Silva, H. Wang, N. M. Allanson, R. K. Jain, M. J. Sofia, J. Org. Chem. 1999, 64, 5926-5929.
23. +.
24. H. Kessler, M. Gehrke, C. Griesinger, Angew. Chem. 1988, 100, 507-554; Angew. Chem. Int. Ed. Engl. 1988, 27, 490-536.
25. H. Kessler, M. Gehrke, C. Griesinger, Angew. Chem. 1988, 100, 507-554; Angew. Chem. Int. Ed. Engl. 1988, 27, 490-536.
26. H. Kessler, P. Schmieder, M. Kurz, J. Magn, Reson. 1989, 85, 400-405.
27. O. Kanie, S. C. Crawley, M. M. Palcic, O. Hindsgaul, Carbohydr Res. 1993, 243, 139-164.