Glycosylation-site-selective synthesis of N-acetyl-lactosamine repeats in bis-glycosylated human lysozyme

Biochemical Journal

Volumn 348, Issue 3, 2000, Pages 507-515

  Melcher, Ralph ^a   Hillebrand, Alexandra ^a   Bahr, Ute ^b   Schröder, Bernd ^a   Karas, Michael ^b   Hasilik, Andrej ^a  

^a PHILIPPS UNIVERSITY MARBURG   (Germany)

^b GOETHE UNIVERSITY   (Germany)

Author keywords

Mutant; Oligosaccharide; Polylactosamine

Indexed keywords

AMINO ACID; GLYCOPEPTIDE; LYSOZYME; N ACETYLGLUCOSAMINYLTRANSFERASE; OLIGOSACCHARIDE;

ARTICLE; BIOSYNTHESIS; ENZYME ACTIVATION; ENZYME PURIFICATION; GLYCOSYLATION; HUMAN; HUMAN CELL; PRIORITY JOURNAL;

AMINO ACID SEQUENCE; AMINO SUGARS; ANIMALS; CHO CELLS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CRICETINAE; GLYCOPEPTIDES; GLYCOSYLATION; HUMANS; MOLECULAR SEQUENCE DATA; MURAMIDASE; OLIGOSACCHARIDES; SPECTROMETRY, MASS, MATRIX-ASSISTED LASER DESORPTION-IONIZATION;

EID: 0034660271     PISSN: 02646021     EISSN: None     Source Type: Journal    
DOI: 10.1042/0264-6021:3480507     Document Type: Article

References (31)

1. 1 Ley, K. (1996) Molecular mechanisms of leukocyte recruitment in the inflammatory process. Cardiovasc. Res. 32, 733-742
2. 2 McEver, R. P. (1997) Selectin-carbohydrate interactions during inflammation and metastasis. Glycoconjugate J. 14, 585-591
3. 3 Wang, W.-C., Lee, N., Aoki, D., Fukuda, M. N. and Fukuda, M. (1991) The poly-N-acetyl-lactosamines attached to lysosomal membrane glycoproteins are increased by the prolonged association with the Golgi complex. J. Biol. Chem. 266, 23185-23190
4. 4 Lee, N., Wang, W.-C. and Fukuda, M. (1990) Granulocytic differentiation of HL-60 cells is associated with increase of poly-N-acetyl-lactosamme in Asn-linked oligosaccharides attached to human lysosomal membrane glycoproteins. J. Biol. Chem. 265, 20476-20487
5. 4CI. Eur. J. Cell Biol. 57, 184-192
6. 6 Yousefi, S., Higgins, E., Daoling, Z., Pollex-Kruger, A., Hindsgaul, O. and Dennis, J. W. (1991) Increased UDP-GlcNAc:Gal beta-1,3-GalNAc-R (GlcNAc to GalNAc) beta-1,6-N-acetylglucosaminyltransferase activity in metastatic murine tumor cell lines. Control of polylactosamine synthesis. J. Biol. Chem. 166, 1772-1782
7. 7 Koenderman, H. L., Koppen, P. L. and van den Eijnden, D. H. (1987). Biosynthesis of polylactosaminoglycans. Novikoff ascites tumor cells contain two UDP-GlcNAc.beta-galactoside beta-1-6-N-acetylglucosaminyltransferase activities. Eur. J. Biochem. 166, 199-208
8. 8 Capon, C., Laboisse, C. L., Wieruszenski, J.-N, Maoret, J. J., Augeron, C. and Fournet, B. (1992) Oligosaccharide structures of mucins secreted by the human colonic cancer cell line CL.16E. J. Biol. Chem. 267, 19248-19257
9. 9 Hummel, M., Hedrich, H. C. and Hasilik, A. (1997) Elongation of N-acetyl-lactosamme repeats in biantennary oligosaccharides. Eur. J. Biochem 245, 428-433
10. 10 Fernandes, B., Sagman, U., Auger, M., Demetrio, M. and Dennis, I. W. (1991) Beta-1,6-branched oligosaccharides as a marker of tumor progression in human breast and colon neoplasia. Cancer Res. 51, 718-723
11. 11 Welcher, R., Grosch, H.-W., Grosse, O. and Hasilik, A. (1998) Increased elongation of N-acetyl-lactosamine repeats in doubly glycosylated lysozyme with a particular spacing of the glycosylation sites. Glycoconjugate J 15, 987-993
12. 12 Gupta, D. K., Theisen, N., von Figura, K. and Hasilik, A. (1985) Comparison of biosynthesis and transport of lysozyme and cathepsin D in U937 monocytes. Biochim. Biophys. Acta, 847, 217-222
13. 13 Laemmli, U. K. (1970) Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature (London) 227, 680-685
14. 14 Heukeshoven, J. and Dernick, R. (1988) Improved silver staining procedure for fast staining in PhastSystem Development Unit. I. Staining of sodium dodecyl sulfate gels. Electrophoresis 9, 28-32
15. 15 Beavis, R. C. and Chait, B. T. (1996) Matrix-assisted laser desorption ionization mass-spectrometry of proteins. Methods Enzymol. 270, 519-551
16. 16 Tsarbopoulos A., Bahr U., Pramanik B. N. and Karas M. (1997) Glycoprotein analysis by delayed extraction and post-source decay MALDI TOF MS. Int. J. Mass Spectrom. Ion Processes 169/170, 251-261
17. 17 Papac, D. I., Wong, A. and Jones, A. J. S. (1996) Analysis of acidic oligosaccharides and glycopeptides by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. Anal. Chem 68, 3215-3223
18. 18 Horst, M., Harth, N. and Hasilik, A. (1990) Biosynthesis of glycosylated human lysozyme mutants. J. Biol. Chem. 266, 13914-13919
19. 19 Carlsson, S. R. and Fukuda, M. (1990) The polylactosaminoglycans of human lysosomal membrane glycoproteins lamp-1 and larnp-2. Localization on the peptide backbones. J. Biol. Chem. 265, 20488-20495
20. 20 Sasaki, K., Kurata-Miura, K., Ujita, M., Angata, K., Nakagawa, S., Sekine, S., Nishi, T. and Fukuda, M. (1997) Expression cloning of cDNA encoding a human β-1,3-N-acetylglucosaminyltransferase that is essential for poly-N-acetyl-lactosamine synthesis. Proc. Natl. Acad. Sci. U.S.A. 94, 14294-14299
21. 21 Zhou, D., Dinter, A., Gallego, R. G., Kamerling, J. P., Vliegenthart, J. F. G., Berger, E. G. and Hennet, T. (1999) A β-1,3-N-acetylglucosaminyltransferase with poly-N-acetyl-lactosamine synthase activity is structurally related to β-1,3-galactosyltransferases. Proc. Natl. Acad. Sci. U.S.A. 96, 406-411
22. 22 van den Eijnden, D. H., Koenderman, A. H. and Schiphorst, W. E. (1988) Biosynthesis of blood group i-active polylactosaminoglycans. Partial purification and properties of an UDP-GlcNAc:N-acetyl-lactosaminide beta-1,3-N-acetylglucosaminyltransferase from Novikoff tumor cell ascites fluid. J. Biol. Chem. 263, 12461-12471
23. 23 Dennis, J W., Laferte, S., Waghorne, C., Breitman, M. L. and Kerbel, R. S. (1987) Beta-1,6 branching of Asn-linked oligosaccnarides is directly associated with metastasis. Science 236, 582-585
24. 24 Kobata, A. (1989) Altered glycosylation of surface glycoproteins in tumor cells and its clinical application. Pigm. Cell Res. 2, 304-308
25. 25 Dennis, J. W , Granovsky, M. and Warren, C. E. (1999) Glycoprotein glycosylation and cancer progression. Biochim Biophys. Acta 1473, 21-34
26. 26 Kanie, O., Crawley, S. C., Palcic, M. M. and Hindsgaul, O. (1993) Acceptor-substrate recognition by N-acetylglucosaminyltransferase-V: critical role ol the 4″-hydroxyl group in beta-D-Glcp/VAc-(1 → 2)-alpha-D-Manp(1 → 6)-beta-D- Glcp-OR. Carbohydr. Res. 243, 139-164
27. 27 Khan, S. H., Crawley, S. C., Kanie, O. and Hindsgaul, O. (1993) A trisaccharide acceptor analog for N-acetylglucosaminyltransferase V which binds to the enzyme but sterically precludes the transfer reaction. J. Biol. Chem 268, 2468-2473
28. 28 Gu, J., Nishikawa, A., Tsuruoka, N., Ohno, M., Yamaguchi, N., Kangawa, K. and Taniguchi, N. (1993) Purification and characterization of UDP-N-acetylglucosamine: alpha-6-D-mannoside beta-1.6 N-acetylglucosaminyl-transferase (N-acetylglucosaminyltransferase V) from a human lung cancer cell line. J. Biochem. (Tokyo) 113, 614-619
29. 29 Do, K. Y., Fregien, N., Pierce, M. and Cummings, R. D. (1994) Modification of glycoproteins by N-acetylglucosaminyltransferase V is greatly influenced by accessibility of the enzyme to oligosaccharide acceptors. J. Biol. Chem. 269, 23456-23464
30. 30 Brockhausen, I., Reck, F., Kuhns, W., Khan, S., Malta, K. L., Meinjohanns, E., Paulsen, H., Shah, R. N., Baker, M. A. and Schachter, H. (1995) Substrate specificity and inhibition of UDP-GlcNAc:GicNAc beta 1,2 Man alpha 1,6R beta 1,6-N-acetylglucosaminyltransferase V using synthetic substrate analogues Glycoconjugate J. 12, 371-379
31. 31 Zhang, N., Peng, K. C., Chen, L., Puett, D. and Pierce, M. (1997) Circular dichroic spectroscopy of N-acetylglucosaminyltransferase V and its substrate interactions. J. Biol. Chem. 272, 4225-4229