Syntheses of fluorinated ligands to probe binding of antigenic determinants of Vibrio cholerae O:1, serotypes Inaba and Ogawa, to antibodies

Tetrahedron Asymmetry

Volumn 11, Issue 2, 2000, Pages 595-606

  Chang, Alex H C ^a   Horton, Derek ^a   Kováč, Pavol ^b  

^a AMERICAN UNIVERSITY   (United States)

^b NATIONAL INSTITUTE OF DIABETES AND DIGESTIVE AND KIDNEY DISEASES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

FLUORESCENT DYE; FLUORINE; GLYCOSIDE;

ANTIGEN BINDING; ARTICLE; CARBOHYDRATE SYNTHESIS; FLUORINATION; NONHUMAN; PRIORITY JOURNAL; SEROTYPE; SYNTHESIS; VIBRIO CHOLERAE;

EID: 0034635634     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(99)00505-4     Document Type: Article

References (26)

1. Maradufu, A.; Perlin, A. S. Carbohydr. Res. 1974, 32, 261-277.
2. Ekborg, G.; Sone, Y.; Glaudemans, C. P. J. Carbohydr. Res. 1982, 110, 55-67.
3. Ekborg, G.; Ittah, Y.; Glaudemans, C. P. J. Mol. Immunol. 1983, 20, 235-238.
4. Street, I. P.; Armstrong, C. R.; Withers, S. G. Biochemistry 1986, 25, 6021-6027.
5. Wang, J.; Zhang, J.; Miller, C. E.; Villenuve, S.; Ogawa, Y.; Lei, P.-S.; Lafaye, P.; Nato, F.; Karpas, A.; Bystrický, S.; Szu, S. C.; Robbins, J. B.; Kováč, P.; Fournier, J.-M.; Glaudemans, C. P. J. J. Biol. Chem. 1998, 273, 2777-2783.
6. Isshiki, Y.; Haishima, Y.; Kondo, S.; Hisatsune, K. Eur. J. Biochem. 1995, 229, 583-588.
7. Eis, M. J.; Ganem, B. Carbohydr. Res. 1988, 176, 316-323.
8. Bundle, D. R.; Gerken, M.; Peters, T. Carbohydr. Res. 1988, 174, 239-251.
9. Lei, P.-S.; Ogawa, Y.; Flippen-Anderson, J. L.; Kováč, P. Carbohydr. Res. 1995, 275, 117-129.
10. Shiuey, S.-J.; Partridge, J. J.; Uskokovic, M. R. J. Org. Chem. 1988, 98, 1040-1046.
11. Schwartz, B.; Drueckhammer, D. G.; Usher, K. C.; Remington, S. J. Biochemistry 1995, 34, 15459-15466.
12. Gotoh, M.; Barnes, C. L.; Kováč, P. Carbohydr. Res. 1994, 260, 203-218.
13. Lei, P.-S.; Ogawa, Y.; Kováč, P. J. Carbohydr. Chem. 1996, 15, 485-500.
14. Garegg, P. J.; Hultberg, H.; Wallin, S. Carbohydr. Res. 1982, 108, 97-101.
15. Lipták, A.; Imre, J.; Harangi, J.; Nanási, P. J. Tetrahedron 1982, 38, 3721-3727.
16. Ek, M.; Garegg, P. J.; Hultberg, H.; Oscarson, S. J. Carbohydr. Chem. 1983, 2, 305-311.
17. Jiang, L.; Chan, T.-H. Tetrahedron Lett. 1998, 39, 355-358.
18. DeNinno, M. P.; Etienne, J. B.; Duplantier, K. C. Tetrahedron Lett. 1995, 36, 669-672.
19. Caprino, L. A.; El-Faham, A.; Minor, C. A.; Albericio, F. J. Chem. Soc., Chem. Commun. 1994, 201-203.
20. Carpino, L. A. J. Am. Chem. Soc. 1993, 115, 4397-4398.
21. Burkart, M. D.; Zhang, Z.; Hung, S.-C.; Wong, C.-H. J. Am. Chem. Soc. 1997, 229, 11743-11746.
22. Somsák, L.; Németh, I. J. Carbohydr. Chem. 1993, 12, 679-684.
23. Lei, P.-S.; Ogawa, Y.; Kováč, P. Carbohydr. Res. 1995, 279, 117-131.
24. Bock, K.; Pedersen, C. J. Chem. Soc., Perkin Trans. 2 1974, 293-297.
25. Anonymous: Dyeing Reagents for Thin-Layer and Paper Chromatography; E. Merck: Darmstadt, 1980.
26. Gotoh, M.; Kováč, P. J. Carbohydr. Chem. 1994, 13, 1193-1213.