Highly efficient chemoenzymatic synthesis of α-galactosyl epitopes with a recombinant α(1→3)-galactosyltransferase

Journal of the American Chemical Society

Volumn 120, Issue 27, 1998, Pages 6635-6638

  Fang, Jianwen ^a   Li, Jun ^a   Chen, Xi ^a   Zhang, Yingnan ^b   Wang, Jianqiang ^a   Guo, Zhengmao ^a   Zhang, Wei ^a   Yu, Libing ^a   Brew, Keith ^b   Wang, Peng George ^a  

^a WAYNE STATE UNIVERSITY   (United States)

^b UNIVERSITY OF MIAMI MILLER SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EPITOPE; GALACTOSYLTRANSFERASE; RECOMBINANT ENZYME;

ARTICLE; CARBOHYDRATE ANALYSIS; CARBOHYDRATE SYNTHESIS; ENZYME ACTIVITY; IN VITRO STUDY; REACTION ANALYSIS;

EID: 0032528232     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9808898     Document Type: Article

References (38)

1. (a) Nature 1998 (January, special issue), 391, 309.
2. (b) Rother, R. P.; Squinto, S. P. Cell 1996, 36, 185.
3. (a) Cooper, D. K. C.; Koren, E.; Oriol, R. Immunol. Rev. 1994, 141, 31.
4. (b) Galili, U. Immunol. Today 1993, 14, 480.
5. (c) Sandrin, M. S.; Vaughan, H. A.; McKenzie, I. F. C. Transplant. Rev. 1994, 8, 134.
6. (d) Samuelsson, B. E.; Rydberg, L.; Breimer, M. E.; Backer, A.; Gustavsson, M.; Holgersson, J.; Karlsson, E.; Uyterwaal, A.-C.; Cairns, T.; Welsh, K. Immunol. Rev. 1994, 141, 151.
7. Rieben, R.; Von Allmen, E.; Korchagina, E.; Nydegger, U.; Neethling, F. A.; Kujundzic, M.; Koren, E.; Bovin, N.; Cooper, D. K. C. Xenotransplantation 1995, 2, 98.
8. (a) Jacquinet, J.-C.; Duchet, D.; Milat, M.-L.; Sinay, P. J Chem. Soc., Perkin Trans. 1 1981, 326.
9. (b) Koike, K.; Sugimoto, M.; Sato, S.; Ito, Y.; Nakahara, Y.; Ogawa, T. Carbohydr. Res. 1987, 163, 189.
10. (a) Matsuzaki, Y.; Ito, Y.; Nakahara, Y.; Ogawa, T. Tetrahedron Lett. 1993, 34, 1061.
11. (b) Reddy, G. V.; Jain, R. K.; Bhatti, B. S.; Matta, K. L. Carbohydr. Res. 1994, 263, 67.
12. (a) Nilsson, K. G. I. Tetrahedron Lett. 1997, 38, 133.
13. (b) Vic, G.; Tran, C. H.; Scigelova, M.; Crout, D. H. G. Chem. Commun. 1997, 169.
14. (c) Vic, G.; Scigelova, M.; Hastings, J. J.; Howarth, O. W.; Crout, D. H. G. Chem. Commun. 1996, 1473.
15. (d) Mstsuo, I.; Fujimoto, H.; Isomura, M.; Ajisaka, K. Bioorg. Med. Chem. Lett. 1997, 7, 255.
16. Beyer, A. T.; Sadler, J. E.; Rearick, J. I.; Paulson, J. C.; Hill, R. L. Adv. Enzymol. 1981, 52, 24.
17. (a) Joziasse, D. H.; Shaper, J. H.; Eijnden, D. H.; Tunen, A. J. V.; Shaper, N. L. J. Biol. Chem. 1989, 264, 14290.
18. (b) Joziasse, D. H.; Shaper, N. L.; Salyer, L. S.; Eijnden, D. H.; Spoel, A. C.; Shaper, J. H. Eur. J. Biochem. 1990, 191, 75.
19. (c) Larsen, R. D.; Pajan, V. P.; Ruff, M. M.; Kukowska-Latallo, J.; Cummings, R. D.; Lowe, J. B. Proc. Natl. Acad. Sci. U.S.A. 1989, 86, 8227.
20. (d) Joziasse. D. H.; Shaper, N. L.; Kim, D.; Eijnden, D. H.; Shaper, J. H. J. Biol. Chem. 1992, 267, 5534.
21. (e) Strahan, K. M.; Gu, F.; Preece. A. F.; Gustavsson, I.; Andersson, L.; Gustafsson, K. Immunogenetics 1995, 41, 101.
22. (f) Henion, T. R.; Macher, B. A.; Anaraki, F.; Galili, U. Glycobiology 1994, 4, 193.
23. Hoffmann, A.; Roeder, R. G. Nucleic Acids Res. 1991, 19, 6337.
24. Tropper, F. D.; Andersson, F. O.; Braun, S.; Roy, R. Synthesis 1992, 618.
25. Ferrier, R.; Furneaux, R. Methods Carbohydr. Chem. 1980, 8, 251.
26. Li, J.; Wang, P. G. Tetrahedron Lett. 1997, 38, 7967.
27. Fang, J.; Xie, W.; Li, J.; Wang, P. G. Tetrahedron Lett. 1998 39, 919.
28. Banoub, J.; Boullanger, P.; Lafont, D. Chem. Rev. 1992, 92, 1167.
29. Hokke, C. H.; Zervosen, A.; Elling, L.; Joziasse, D. H.; Van Den Eijnden, D. H. Glycoconjugate J. 1996, 13, 687.
30. (a) Wong, C.-H.; Haynie, S. L.; Whitesides, G. M. J Org. Chem. 1982, 47, 5416.
31. (b) Auge, C.; Mathieu, C.; Merienne, C. Carbohydr. Res. 1986, 151, 147.
32. (c) Thiem, J.; Wiemann, T. Synthesis 1992, 141.
33. (d) Wong, C.-H.; Wang, R.; Ichihawa, Y. J. Org. Chem. 1992, 57, 4343.
34. (e) Zervosen, A.; Elling, L. J. Am. Chem. Soc. 1996, 118, 1836.
35. Abbas, S.; Matta, K. L. Carbohydr. Res. 1983, 123, 53.
36. Kunz, H.; Dombo, B. Angew. Chem., Int. Ed. Engl. 1988, 27, 711.
37. Roy, R. Curr. Opin. Struct. Biol. 1996, 6, 692.
38. Broder, W.; Kunz, H. Bioorg. Med. Chem. 1997, 5, 1.