Synthesis of α-galactosylated fragments related to the core-structure of the GPI anchor of Trypanosoma brucei

Carbohydrate Research

Volumn 327, Issue 4, 2000, Pages 367-375

  Ziegler, Thomas ^a   Dettmann, Ralf ^a   Duszenko, Michael ^b  

^a UNIVERSITY OF COLOGNE   (Germany)

^b UNIVERSITY OF TÜBINGEN   (Germany)

Author keywords

Glycodesilylation; GPI anchor; Trypanosoma brucei

Indexed keywords

DISACCHARIDE; GALACTOSIDE; GLYPICAN; TETRASACCHARIDE; TRISACCHARIDE; UNCLASSIFIED DRUG;

ARTICLE; CARBOHYDRATE SYNTHESIS; IN VITRO STUDY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; REACTION ANALYSIS; TRYPANOSOMA BRUCEI;

ANIMALS; CARBOHYDRATE SEQUENCE; GALACTOSE; GLYCOSYLATION; GLYCOSYLPHOSPHATIDYLINOSITOLS; MOLECULAR SEQUENCE DATA; PROTOZOAN PROTEINS; SUBSTRATE SPECIFICITY; TRYPANOSOMA BRUCEI BRUCEI; VARIANT SURFACE GLYCOPROTEINS, TRYPANOSOMA;

TRYPANOSOMA; TRYPANOSOMA BRUCEI;

EID: 0034618209     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0008-6215(00)00071-9     Document Type: Article

References (46)

1. (a) M.A.J. Ferguson, K. Haldar, G.A.M. Cross, J. Biol. Chem., 260 (1985) 4963-4968.
2. (b) M.A.J. Ferguson, M. Duszenko, G.S. Lamont, P. Overath, G.A.M. Cross, J. Biol. Chem., 261 (1986) 356-362.
3. (c) M.A.J. Ferguson, S.W. Homans, R.A. Dwek, T.W. Rademacher, Science, 239 (1988) 753-759.
4. McConville M.J., Ferguson M.A.J. Biochem. J. 294:1993;305-324.
5. Turner A.J. Essays Biochem. (Engl.). 28:1994;113-127.
6. Thomas J.R., Dwek R.A., Rademacher T.W. Biochemistry. 29:1990;5413-5414.
7. Günther M.L.S., Cardoso de Almeida M.L., Yoshida N., Ferguson M.A.J. J. Biol. Chem. 267:1992;6820-6828.
8. Mehlert A., Silman I., Homans S.W., Ferguson M.A.J. Biochem. Soc. Trans. 21:1992;43S.
9. Homans S.W., Ferguson M.A.J., Williams A.F. Nature. 333:1988;269-272.
10. Deeg M.A., Humphrey D.R., Yang S.M., Ferguson T.R., Reinhold V.N., Rosenberry T.L. J. Biol. Chem. 267:1992;18573-18580.
11. Homans S.W., Ferguson M.A.J., Dwek R.A., Rademacher T.W. Biochemistry. 28:1989;2881-2887.
12. Cross G.A.M. Parasitology. 71:1975;393-417.
13. Pingel S., Field R.A., Günther M.L.S., Duszenko M., Ferguson M.A.J. Biochem. J. 309:1995;877-882.
14. Ziegler T., Dettmann R., Duszenko V., Kolb V. Carbohydr. Res. 295:1996;7-23.
15. Palcic M.M., Heerze L.D., Pierce M., Hindsgaul O. Glycoconjugate J. 5:1988;89-98.
16. Verduyn R., Elie C.J.J., Dreef C.E., van der Marel G.A., van Boom J.H. Recl. Trav. Chim. Pays-Bas. 109:1990;591-593.
17. Murakata C., Ogawa T. Carbohydr. Res. 235:1992;95-114.
18. (a) D.R. Mootoo, P. Konradsson, B. Fraser-Reid, J. Am. Chem. Soc., 111 (1989) 8540-8542.
19. (b) R. Madsen, U.E. Udodong, C. Roberts, D.R. Mootoo, P. Konradsson, B. Fraser-Reid, J. Am. Chem. Soc., 117 (1995) 1554-1565.
20. (a) T.G. Mayer, B. Kratzer, R.R. Schmidt, Angew. Chem., 106 (1994) 2289-2293; Angew Chem. Int. Ed. Engl., 33 (1994) 2177-2181.
21. (a) T.G. Mayer, B. Kratzer, R.R. Schmidt, Angew. Chem., 106 (1994) 2289-2293; Angew Chem. Int. Ed. Engl., 33 (1994) 2177-2181.
22. (b) T.G. Mayer, R.R. Schmidt, Eur. J. Org. Chem., (1999) 1153-1165.
23. D.K. Baeschlin, A.R. Chaperon, V. Charbonneau, L.G. Green, S.V. Ley, U. Lücking, E. Walther, Angew. Chem., 110 (1998) 3609-3614; Angew. Chem. Int. Ed., 37 (1998) 3423-3428.
24. D.K. Baeschlin, A.R. Chaperon, V. Charbonneau, L.G. Green, S.V. Ley, U. Lücking, E. Walther, Angew. Chem., 110 (1998) 3609-3614; Angew. Chem. Int. Ed., 37 (1998) 3423-3428.
25. (a) H. Dietrich, J.F. Espinosa, J.L. Chiara, J. Jimenez-Barbero, Y. Leon, I. Varela-Nieto, J.-M. Mato, F.H. Cano, C. Foces-Foces, M. Martin-Lomas, Chem. Eur. J., 5 (1999) 320-336.
26. (b) N. Khiar, M. Martin-Lomas, in Y. Chapleur (Ed.), Carbohydrate Mimics, Wiley-VCH, Weinheim, 1998, pp. 443-462.
27. (c) H. Dietrich, J.F. Espinosa, J.L. Chiara, J. Jimenez-Barbero, Y. Leon, I. Varela-Nieto, J.-M. Mato, F.H. Cano, C. Foces-Foces, M. Martin-Lomas, Chem. Eur. J., 5 (1999) 320-336.
28. (a) T. Ziegler, R. Lau, Tetrahedron Lett., 36 (1995) 1417-1420.
29. (b) R. Lau, G. Schüle, U. Schwaneberg, T. Ziegler, Liebigs Ann., (1995) 1745-1754.
30. (c) T. Ziegler, G. Lemanski, R. Rakoczy, Tetrahedron Lett., 36 (1996) 8973-8976.
31. (c) T. Ziegler, G. Lemanski, Eur. J. Org. Chem., (1998) 163-170.
32. (d) T. Ziegler, G. Lemanski, Angew. Chem., 110 (1998) 3367-3369.
33. T. Ziegler, R. Dettmann, Ariffadhillah, U. Zettl, J. Carbohydrate Chem. (1999), in press.
34. Kovac P., Edgar K.J. J. Org. Chem. 52:1992;2455-2467.
35. Sarkar A.K., Ray A.K., Roy N. Carbohydr. Res. 190:1989;181-190.
36. Kihlberg J.O., Leigh D.A., Bundle D.R. J. Org. Chem. 55:1990;2860-2863.
37. (a) K. Bock, I. Lundt, C. Pederson, Tetrahedron Lett., 13 (1973) 1037-1040.
38. (b) K. Bock, C. Pedersen, J. Chem. Soc., Perkin Trans. II, (1974) 293-297.
39. (c) K. Bock, C. Pederson, Acta Chim. Scand. B, 29 (1975) 258-264.
40. (c) J.H. Bradbury, G.H. Jenkins, Carbohydr. Res., 126 (1984) 125-156.
41. (d) C.A. Podlasek, J. Wu, W.A. Stripe, P.B. Bondo, A.S. Serianni, J. Am. Chem. Soc., 117 (1995) 8635-8644.
42. (a) T. Ziegler, K. Neumann, E. Eckhardt, G. Herold, G. Pantkowski, Synlett, (1991) 699-701.
43. (b) T. Ziegler, E. Eckhardt, Tetrahedron Lett., 44 (1992) 6615-6618.
44. (c) T. Ziegler, E. Eckhardt, G. Pantkowski, J. Carbohydr. Chem., 13 (1993) 81-109.
45. Brown J.R., Smith T.K., Ferguson M.A.J., Field R.A. Bioorg. Med. Chem. Lett. 8:1998;2051-2054.
46. Ness R.K., Fletcher H.G., Hudson C.S. J. Chem. Soc. 72:1950;2200-2205.