Solid-phase enzymatic synthesis of a lewis a trisaccharide using an acceptor reversibly bound to Sepharose

Journal of Carbohydrate Chemistry

Volumn 16, Issue 2, 1997, Pages 143-154

  Blixt, O ^a   Norberg, T ^a  

^a SWEDISH UNIVERSITY OF AGRICULTURAL SCIENCES   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0031500827     PISSN: 07328303     EISSN: None     Source Type: Journal    
DOI: 10.1080/07328309708006516     Document Type: Article

References (34)

1. To whom correspondence should be addressed.
2. J. T. Randolph, K. F. Mc Clure and S. J. Danishefsky, J. Am. Chem. Soc., 117, 5712 (1995).
3. L. Van, C. M. Taylor, R. Goodnow and D. Kahne, J. Am. Chem. Soc., 116, 6953 (1994).
4. S. J. Danishefsky, K. F. Mc Clure, J. T. Randolph and R. B. Ruggeri, Science, 260, 1307 (1993).
5. Y. Ichikawa, G. C. Look and C. H. Wong, Anal. Biochem., 202, 215(1992).
6. C. H. Wong, R. L. Halcomb, Y. Ichikawa and T. Kajimoto, Angew. Chem. Int. Ed., 34, 521 (1995).
7. C. H. Wong, R. L. Halcomb, Y. Ichikawa and T. Kajimoto, Angew. Chem. Int. Ed., 34, 412 (1995).
8. R. Bayer, S. DeFrees, F. Gaeta, C. Jiang, T. Norberg, J. Ramphal, M. Ratcliffe and L. Walker, Collection of Abstracts, 2nd CHI Glycotechnology Conference, La Jolla, CA, 1994.
9. R. L. Halcomb, H. M. Huang and C. H. Wong, J. Am. Chem. Soc. 116, 11315 (1994).
10. M. Meldal, F. Auzanneau, O. Hindsgaul and M. Palcic, J. Chem. Soc. Chem. Comm., 1849 (1994).
11. H. A. Nunez and R. Barker, Biochemistry , 19 , 489 (1980).
12. M. Schuster, P. Wang, J. C. Paulson and C. H. Wong, J. Am. Chem. Soc. 116, 1135 (1994).
13. S. Y. C. Wong, G. R. Guile, R. A. Dwek and G. Arsequell, Biochem. J., 300, 843 (1994).
14. U. Zehavi, M. Herchman, S. Hakomori and S. Köpper, Glycoconjugate J., 7, 219 (1990).
15. U. Zehavi, M. Herchman, R. Schmidt and T. Bär, Glycoconjugate J., 7, 229 (1990).
16. U. Zehavi, M. Herchman, S. Hakomori and S. Köpper, Glycoconjugate J., 7, 219 (1990).
17. U. Zehavi and M. Herchman, Carbohydr. Res . , 151, 371 (1986).
18. Y. Ichikawa, R. Wang and C. H. Wong in Methods in Enzymology 247 B, Y. C. Lee and R. T. Lee, Eds; Academic Press, San Diego 1994, p 107.
19. Y. Ichikawa, Y. C. Lin, D. P. Dumas, G. J. Shen, E. Garciajunceda, M. A. Williams, R. Bayer, C. Ketcham, L. E. Walker, J. C. Paulson and C. H. Wong, J. Am. Chem. Soc., 114, 9283 (1992).
20. K. Adelhorst and G. M. Whitesides, Carbohydr. Res., 242, 69 (1993).
21. M. Arlt and O. Hindsgaul, J. Org. Chem., 60, 14 (1995).
22. U. B. Gokhale, O. Hindsgaul and M. M. Palcic, Can. J. Chem., 68, 1063 (1990).
23. C. Hällgren an O. Hindsgaul, J. Carbohydr. Chem., 14, 453 (1995).
24. Y. Ichikawa, M. M. Sim and C. H. Wong, J. Org. Chem., 57, 2943 (1992).
25. H. A. Nunez, J. V. O'Connor, P. R. Rosevear and R. Barker, Can. J. Chem., 59, 2086 (1981).
26. R. Prohaska and H. Schenkel-Brunner, Anal. Biochem., 69 , 536 (1975).
27. R. Schmidt, B. Wegmann and K. Jung, Liebigs Ann. Chem., 121 (1991).
28. T. Devries, T. Norberg, H. Lönn and D. H. van den Eijnden, Eur. J. Biochem., 216, 769 (1993).
29. S. Eppenberger-Castori, H. Lötscher and J. Finne, Glycoconjugate J., 6, 101 (1989).
30. M. Palcic, A. Venot, M. Ratcliffe and O. Hindsgaul, Carbohydr. Res., 190, (1989) 1-11.
31. H. Hübner, Liebigs Ann. Chem., 208, 291 (1881).
32. E. Kallin in Neoglycoconjugates: Preparation and Applications, Y. C. Lee and R. T. Lee, Eds; Academic Press, San Diego, 1994, p 199.
33. K. Eklind, R. Gustafsson, A-K. Tidén, T. Norberg and P-M. Åberg, J. Carbohydr. Chem., in press.
34. A. Kaufmann, Chem. Ber., 42, 3480 (1909).