Synthesis of 3,6-branched oligomannoside fragments of the mannan from Candida albicans cell wall corresponding to the antigenic factor 4

Carbohydrate Research

Volumn 345, Issue 10, 2010, Pages 1283-1290

  Karelin, Alexander A ^a   Tsvetkov, Yury E ^a   Paulovičová, Lucia ^a   Bystrický, Slavomir ^b   Paulovičová, Ema ^b   Nifantiev, Nikolay E ^a  

^a N D ZELINSKY INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

^b Slovak Academic of Sciences   (Slovakia)

Author keywords

Antigenic factor 4; Candida albicans Mannan; Neoglycoconjugates; Oligomannosides; Synthesis

Indexed keywords

CANDIDA; SYNTHESIS (CHEMICAL); YEAST;

ANTIGENIC FACTOR 4; CANDIDA ALBICANS; CELL WALLS; NEOGLYCOCONJUGATES; OLIGOMANNOSIDES;

ANTIGENS;

ANTIGENIC FACTOR 4; GLYCOCONJUGATE; MANNAN; MANNOSE OLIGOSACCHARIDE; NEOGLYCOCONJUGATE; UNCLASSIFIED DRUG; BOVINE SERUM ALBUMIN; EPITOPE; FUNGUS ANTIGEN; GLYCOSIDE; OLIGOSACCHARIDE;

ARTICLE; CANDIDA ALBICANS; CARBOHYDRATE ANALYSIS; CARBOHYDRATE SYNTHESIS; CELL WALL; PRIORITY JOURNAL; ANIMAL; BOVINAE; CHEMISTRY; CYTOLOGY; IMMUNOLOGY; METABOLISM; MOLECULAR GENETICS; SYNTHESIS;

CANDIDA ALBICANS;

ANIMALS; ANTIGENS, FUNGAL; CANDIDA ALBICANS; CARBOHYDRATE SEQUENCE; CATTLE; CELL WALL; EPITOPES; GLYCOSIDES; MANNANS; MOLECULAR SEQUENCE DATA; OLIGOSACCHARIDES; SERUM ALBUMIN, BOVINE;

EID: 77955738290     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carres.2009.11.012     Document Type: Article

References (25)

1. Masuoka, J. Clin. Microbiol. Rev. 2004, 17, 281-310.
2. Shibata, N.; Ikuta, K.; Imai, T.; Satoh, Y.; Satoh, R.; Suzuki, A.; Kojima, C.; Kobayashi, H.; Hisamichi, K.; Suzuki, S. J. Biol. Chem. 1995, 270, 1113-1122.
3. Ogawa, T.; Yamamoto, H. Carbohydr. Res. 1982, 104, 271-283.
4. Ogawa, T.; Yamamoto, H. Carbohydr. Res. 1985, 137, 79-87.
5. Grathwohl, M.; Schmidt, R. R. Synthesis 2001, 2263-2272.
6. Zhu, Y.; Kong, F. Chin. J. Chem. 2001, 19, 120-122.
7. Nitz, M.; Bundle, D. R. J. Org. Chem. 2001, 66, 8411-8423.
8. Mathew, F.; Mach, M.; Hazen, K. C.; Fraser-Reid, B. Synlett 2003, 1319-1322.
9. Crich, D.; Banerjee, A.; Yao, Q. J. Am. Chem. Soc. 2004, 126, 14930-14934.
10. Wu, X.; Bundle, D. R. J. Org. Chem. 2005, 70, 7381-7387.
11. Karelin, A. A.; Tsvetkov, Y. E.; Kogan, G.; Bystrický , S.; Nifantiev, N. E. Russ. J. Bioorg. Chem. 2007, 33, 110-121.
12. Karelin, A. A.; Tsvetkov, Y. E.; Paulovičova, L.; Bystrický , S.; Paulovičova, E.; Nifantiev, N. E. Carbohydr. Res. 2009, 344, 29-35.
13. Collot, M.; Sendid, B.; Fievez, A.; Savaux, C.; Standaert-Vitse, A.; Tabouret, M.; Drucbert, A. S.; Danze, P. M.; Poulain, D.; Mallet, J.-M. J. Med. Chem. 2008, 51, 6201-6210.
14. Collot, M.; Loukou, C.; Mallet, J.-M. In Progress in the Synthesis of Complex Carbohydrate Chains of Plant and Microbial Polysaccharides; Nifantiev, N. E., Ed.; Transworld Research Network: Kerala, 2009; pp 373-399.
15. Zhu, Y.; Chen, L.; Kong, F. Chin. J. Chem. 2001, 19, 1289-1295.
16. Paulovičova, L.; Bystrický , S.; Paulovičova, E.; Karelin, A. A.; Tsvetkov, Y. E.; Nifantiev, N. E. FEMS Immunol. Med. Microbiol., in press.
17. Backinowsky, L. V.; Abronina, P. I.; Nepogodiev, S. A.; Grachev, A. A.; Kochetkov, N. K. Pol. J. Chem. 1999, 73, 955-966.
18. Ottoson, H. Carbohydr. Res. 1990, 197, 101-107.
19. Du, Y.; Zhang, M.; Kong, F. Tetrahedron 2001, 57, 1757-1763.
20. Paulsen, H.; Heume, M.; Neurnberger, H. Carbohydr. Res. 1990, 200, 127-166.
21. Bien, F.; Ziegler, T. Tetrahedron: Asymmetry 1998, 9, 781-790.
22. Tietze, L. F.; Arlt, M.; Beller, M.; Glusenkamp, K.-H.; Jahde, E.; Rajewsky, M. Chem. Ber. 1991, 124, 1215-1221.
23. Kamath, V. P.; Diedrich, P.; Hindsgaul, O. Glycoconjugate J. 1996, 13, 315-319.
24. Chernyak, A.; Karavanov, A.; Ogawa, Y.; Kovač, P. Carbohydr. Res. 2001, 330, 479-486.
25. Hou, S.-J.; Saksena, R.; Kovač, P. Carbohydr. Res. 2008, 343, 196-210.