Synthetic arabinofuranosyl oligosaccharides as mycobacterial arabinosyltransferase substrates

Bioorganic and Medicinal Chemistry Letters

Volumn 8, Issue 5, 1998, Pages 437-442

  Ayers, Joseph D ^a   Lowary, Todd L ^a   Morehouse, Caroline B ^b   Besra, Gurdyal S ^b  

^a OHIO STATE UNIVERSITY   (United States)

^b Veterinary Dentistry and Oral Surgery   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIBIOTIC AGENT; DISACCHARIDE; GLYCAN; POLYSACCHARIDE;

ARTICLE; BIOSYNTHESIS; DRUG DEVELOPMENT; ENZYME SPECIFICITY; GLYCOSYLATION; MYCOBACTERIUM; MYCOBACTERIUM TUBERCULOSIS; SCREENING; SYNTHESIS;

CARBOHYDRATE SEQUENCE; CELL WALL; MOLECULAR SEQUENCE DATA; MYCOBACTERIUM SMEGMATIS; MYCOBACTERIUM TUBERCULOSIS; OLIGOSACCHARIDES; PENTOSYLTRANSFERASES; SUBSTRATE SPECIFICITY;

EID: 0032478251     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(98)00049-3     Document Type: Article

References (23)

1. 1. Dolin, P. J.; Raviglione, M. C.; Kochi, A. Bull. World Health Org. 1994, 72, 213.
2. 2. Bloom, B. R.; Murray, C. J. L. Science 1992, 257, 1055.
3. 3. Spinney, L. New Scientist March 30, 1996, 8.
4. 4 Gilbert, G. L. Med. J. Australia 1996, 154, 121.
5. 5. Blanchard, J. S. Annu. Rev. Biochem. 1996, 65, 215.
6. 6. Brennan, P. J.; Nikaido, H. Annu. Rev. Biochem. 1995, 64, 29.
7. 7. Schlesinger, L. S.; Hull, S. R.; Kaufman, T. M. J. Immunol. 1994, 52, 4070.
8. 8. Deng, L.; Mikosová, K.; Robuck, K. G.; Scherman, M.; Brennan, P. J.; McNeil, M. R. Antimicrob.Agents Chemother. 1995, 39, 694.
9. 9. Mikosová, K.; Slayden, R. A.; Besra, G. S.; Brennan, P. J. Antimicrob. Agents Chemother. 1995, 39, 2484.
10. 10. Brennan, P. J.; Besra, G. S. Biochem. Soc. Trans. 1997, 25, 188.
11. 11. Woluka, B.; McNeil, M. R.; deHoffman, E.; Chojnacki, T.; Brennan, P. J. J. Biol. Chem. 1994, 269, 23328.
12. 12. Scherman, M. S.; Kalbe-Bournonville, L.; Bush, D.; Xin, Y.; Deng, L.; McNeil, M. J. Biol. Chem. 1996, 271, 29652.
13. 13. Lee, R. E.; Mikusová, K.; Brennan, P. J.; Besra, G. S. J. Amer. Chem. Soc. 1995, 117, 11829.
14. 14. Lee, R. E.; Brennan, P. J.; Besra, G. S. Glycobiology 1997, 7, 1121.
15. 15. For the only reports on the synthesis of arabinofuranosyl oligosaccharides see: a) Kawabata, Y.; Kaneko, S.; Kusakabe, I.; Gama, Y.; Carbohydr. Res. 1995, 267, 39.
16. b.) Kaneko, S.; Kawabata, Y.; Ishii, T.; Gama, Y.; Kusakabe, I. Carbohydr. Res. 1995, 268, 307.
17. c.) Backinowsky, L. V.; Nepogod'ev, S. A.; Kochetkov, N. K. Carbohydr. Res. 1986, 137, C1.
18. d.) Nepogod'ev, S. A.; Backinowsky, L. V.; Kochetkov, N. K. Bioorg. Khim. 1986, 12, 940.
19. e.) Nepogod'ev, S. A.; Backinowsky, L. V.; Kochetkov, N. K. Bioorg. Khim. 1986, 12, 803.
20. 16. Lowary, T. L.; Hindsgaul, O. Carbohydr. Res., 1994, 257, 33.
21. 17. All new compounds gave spectral and analytical data consistent with proposed structures.
22. 18. Kam, B. L.; Barascut, J.-L.; Imbach, J.-L. Carbohydr. Res. 1979, 69, 135.
23. 19. von Itzstein, M; Collman, P. Curr. Opin. Struct. Biol. 1996, 6, 703.