Milligram-scale preparation and purification of oligosaccharides of defined length possessing the structure of chondroitin from defructosylated capsular polysaccharide K4

Glycobiology

Volumn 13, Issue 9, 2003, Pages 635-640

  Volpi, Nicola ^a  

^a UNIVERSITY OF MODENA AND REGGIO EMILIA   (Italy)

Author keywords

Chondroitin; Glycosaminoglycans; K4 polysaccharide; Oligosaccharides

Indexed keywords

BACTERIAL POLYSACCHARIDE; CHONDROITIN; DISACCHARIDE; FRUCTOSE; GLUCURONIC ACID; HYALURONIDASE; N ACETYLGALACTOSAMINE; OLIGOSACCHARIDE; POLYANION; POLYMER;

ACIDITY; ANION EXCHANGE CHROMATOGRAPHY; ARTICLE; BACTERIAL MEMBRANE; BACTERIAL STRAIN; CARBOHYDRATE ANALYSIS; CARBOHYDRATE SYNTHESIS; CHEMICAL BINDING; CONTROLLED STUDY; DEPOLYMERIZATION; ESCHERICHIA COLI; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MOLECULAR SIZE; NONHUMAN; PRIORITY JOURNAL; PURIFICATION;

CHONDROITIN; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; ESCHERICHIA COLI; FRUCTOSE; OLIGOSACCHARIDES; POLYSACCHARIDES, BACTERIAL;

BACTERIA (MICROORGANISMS); ESCHERICHIA COLI; NEGIBACTERIA;

EID: 0141506853     PISSN: 09596658     EISSN: None     Source Type: Journal    
DOI: 10.1093/glycob/cwg074     Document Type: Article

References (20)

1. Bitter, T. and Muir, H.M. (1962) A modified uronic acid carbazole reaction. Anal. Biochem., 4, 330-334.
2. Calabro, A., Benavides, M., Tammi, M., Hascall, V.C., and Midura, R.J. (2000) Microanalysis of enzyme digests of hyaluronan and chondroitin/dermatan sulphate by fluorophore-assisted carbohydrate electrophoresis (FACE). Glycobiology, 10, 273-281.
3. Chai, W., Beeson, J.G., Kogelberg, H., Brown, G.V., and Lawson, A.M. (2001) Inhibition of adhesion of Plasmodium falciparum-infected erythrocytes by structurally defined hyaluronic acid dodecasaccharides. Infect. Immun., 69, 420-425.
4. Entwistle, J., Hall, C.L., and Turley, E.A. (1996) HA receptors: regulators of signalling to the cytoskeleton. J. Cell Biochem., 61, 569-577.
5. Hannesson, H.H., Hagner-McWhirter, A., Tiedemann, K., Lindahl, U., and Malmstrom, A. (1996) Biosynthesis of dermatan sulphate. Defructosylated Escherichia coli K4 capsular polysaccharide as a substrate for the D-glucuronyl C-5 epimerase, and an indication of a two-base reaction mechanism. Biochem. J., 313, 589-596.
6. Horton, M.R., McKee, C.M., Bao, C., Liao, F., Farber, J.M., Hodge-DuFour, J., Pure, E., Oliver, B.L., Wright, T.M., and Noble, P.W. (1998) Hyaluronan fragments synergize with interferon-gamma to induce the C-X-C chemokines mig and interferon-inducible protein-10 in mouse macrophages. J. Biol. Chem., 273, 35088-35094.
7. Inoue, Y. and Nagasawa, K. (1981) Depolymerization of glycosamino-glycuronans into di- and higher molecular-weight oligo-saccharides: improved preparation of N-acetyldermosine and oligomeric N-acetylchondrosines. Carbohydr. Res., 97, 263-278.
8. Kincade, P.W., Zheng, Z., Katoh, S., and Hanson, L. (1997) The importance of cellular environment to function of the CD44 matrix receptor. Curr. Opin. Cell Biol., 9, 635-642.
9. Lee, H.G. and Cowman, M.K. (1994) An agarose gel electrophoretic method for analysis of hyaluronan molecular weight distribution. Anal. Biochem., 219, 278-287.
10. Lesley, J., Hascall, V.C., Tammi, M., and Hyman, R. (2000) Hyaluronan binding by cell surface CD44. J. Biol. Chem., 275, 26967-26975.
11. Lidholt, K. and Fjelstad, M. (1997) Biosynthesis of the Escherichia coli K4 capsule polysaccharide. A parallel system for studies of glycosyltransferases in chondroitin formation. J. Biol. Chem., 272, 2682-2687.
12. Mahoney, D.J., Aplin, R.T., Calabro, A., Hascall, V.C., and Day, A.J. (2001) Novel methods for the preparation and characterization of hyaluronan oligosaccharides of defined length. Glycobiology, 11, 1025-1033.
13. Rodriguez, M.L., Jann, B., and Jann, K. (1988) Structure and serological characteristics of the capsular K4 antigen of Escherichia coli O5:K4:H4, a fructose-containing polysaccharide with a chondroitin backbone. Eur. J. Biochem., 177, 117-124.
14. Suzuki, A., Toyoda, H., Toida, T., and Imanari, T. (2001) Preparation and inhibitory activity on hyaluronidase of fully O-sulphated hyaluro-oligosaccharides. Glycobiology, 11, 57-64.
15. Tammi, R., MacCallum, D., Hascall, V.C., Pienimaki, J.P., Hyttinen, M., and Tammi, M. (1998) Hyaluronan bound to CD44 on keratinocytes is displaced by hyaluronan decasaccharides and not hexasaccharides. J. Biol. Chem., 273, 28878-28888.
16. Tawada, A., Masa, T., Oonuki, Y., Watanabe, A., Matsuzaki, Y., and Asari, A. (2002) Large-scale preparation, purification, and characterization of hyaluronan oligosaccharides from 4-mers to 52-mers. Glycobiology, 12, 421-426.
17. Termeer, C.C., Hennies, J., Voith, U., Ahrens, T., Weiss, J.M., Prehm, P., and Simon, J.C. (2000) Oligosaccharides of hyaluronan are potent activators of dendritic cells. J. Immunol., 165, 1863-1870.
18. Volpi, N. (2003) Separation of capsular polysaccharide K4 and defructosylated K4 derived disaccharides by high-performance capillary electrophoresis and high-performance liquid chromatography. Electrophoresis, 24, 1063-1068.
19. West, D.C., Hampson, I.N., Arnold, F., and Kumar, S. (1985) Angiogenesis induced by degradation products of hyaluronic acid. Science, 228, 1324-1326.
20. Zeng, C., Toole, B.P., Kinney, S.D., Kuo, J.W., and Stamenkovic, I. (1998) Inhibition of tumor growth in vivo by hyaluronan oligomers. Int. J. Cancer, 77, 396-401.