Development of recombinant, immobilised β-1,4-mannosyltransferase for use as an efficient tool in the chemoenzymatic synthesis of N-linked oligosaccharides

Biochimica et Biophysica Acta - General Subjects

Volumn 1428, Issue 1, 1999, Pages 88-98

  Revers, Leigh ^a,d   Bill, Roslyn M ^b,d   Wilson, Iain B H ^c,d   Watt, Gregory M ^d   Flitsch, Sabine L ^d  

^a HOSPITAL FOR SICK CHILDREN RESEARCH INSTITUTE   (Canada)

^b UNIVERSITY OF GOTHENBURG   (Sweden)

^c UNIVERSITY OF DUNDEE   (United Kingdom)

^d UNIVERSITY OF EDINBURGH   (United Kingdom)

Author keywords

Glycosylation; Glycozyme; Mannosyltransferase; Oligosaccharide; Overexpression; Synthesis

Indexed keywords

MANNOSYLTRANSFERASE; RECOMBINANT ENZYME;

ARTICLE; CARBOHYDRATE SYNTHESIS; ENZYME ACTIVITY; ENZYME IMMOBILIZATION; IN VITRO STUDY; PRIORITY JOURNAL; TECHNIQUE;

CARBOHYDRATE SEQUENCE; CHROMATOGRAPHY, AFFINITY; ENZYMES, IMMOBILIZED; ESCHERICHIA COLI; HUMANS; MANNOSYLTRANSFERASES; MOLECULAR SEQUENCE DATA; OLIGOSACCHARIDES; PLASMIDS; RECOMBINANT FUSION PROTEINS;

ESCHERICHIA COLI; EUKARYOTA;

EID: 0033025655     PISSN: 03044165     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0304-4165(99)00048-3     Document Type: Article

References (43)

1. R.M. Bill, L. Revers, I.B.H. Wilson, Protein Glycosylation, Kluwer Academic Publishers, Norwell, MA, 1998.
2. H. Schachter, The 'yellow brick road' to branched complex N-glycans, Glycobiology 1 (1991) 453-461.
3. A. Varki, Biological roles of oligosaccharides: all of the theories are correct, Glycobiology 3 (1993) 97-130.
4. T.W. Rademacher, R.B. Parekh, R.A. Dwek, Glycobiology, Annu. Rev. Biochem. 57 (1988) 785-838.
5. R. Kornfeld, S. Kornfeld, Assembly of asparagine-linked oligosaccharides, Annu. Rev. Biochem. 54 (1985) 631-664.
6. P.M. Rudd, H.C. Joao, E. Coghill, P. Fiten, M.R. Saunders, G. Opdenakker, R.A. Dwek, Glycoforms modify the dynamic stability and functional activity of an enzyme, Biochemistry 33 (1994) 17-22.
7. R.M. Bill, S.L. Flitsch, Chemical and biological approaches to glycoprotein synthesis, Chem. Biol. 3 (1996) 145-149.
8. Y. Ichikawa, G.C. Look, C.-H. Wong, Enzyme-catalyzed oligosaccharide synthesis, Anal. Biochem. 202 (1992) 215-238.
9. M.M. Palcic, Glycosyltransferases in glycobiology, Methods Enzymol. 230 (1994) 300-316.
10. M.C. Field, L.J. Wainwright, Molecular cloning of eukaryotic glycoprotein and glycolipid glycosyltransferases : a survey, Glycobiology 5 (1995) 463-472 (Errata: M.C. Field, L.J. Wainwright, Glycobiology 6 (1996) 5).
11. N.J. Davis, S.L. Flitsch, A novel method for the specific glycosylation of proteins, Tetrahedron Lett. 32 (1991) 6793-6796.
12. L. Revers, I.B.H. Wilson, M.C. Webberley, S.L. Flitsch, The potential dolichol recognition sequence of β-1,4-mannosyltransferase is not required for enzyme activity using phytanyl-pyrophosphoryl-α-N,N′-diacetylchitobioside as acceptor, Biochem. J. 299 (1994) 23-27.
13. I.B.H. Wilson, M.C. Webberley, L. Revers, S.L. Flitsch, Dolichol is not a necessary moiety for lipid-linked oligosaccharide substrates of the mannosyltransferases involved in in vitro N-linked oligosaccharide assembly, Biochem. J. 310 (1995) 909-916.
14. G.M. Watt, L. Revers, M.C. Webberley, I.B.H. Wilson, S.L. Flitsch, Efficient enzymatic synthesis of the core trisaccharide of N-glycans with a recombinant β-mannosyltransferase, Angew. Chem. Int. Ed. Engl. 36 (1997) 2354-2356.
15. S.L. Flitsch, D.M. Goodridge, B. Guilbert, L. Revers, M.C. Webberley, I.B.H. Wilson, The chemoenzymatic synthesis of neoglycolipids and lipid-linked oligosaccharides using glycosyltransferases, Bioorg. Med. Chem. 2 (1994) 1243-1250.
16. G.M. Watt, L. Revers, M.C. Webberley, I.B.H. Wilson, S.L. Flitsch, The chemoenzymatic synthesis of the core trisaccharide of N-linked oligosaccharides using a recombinant β-mannosyltransferase, Carbohydr. Res. 305 (1998) 533-541.
17. H. Paulsen, Advances in selective chemical synthesis of complex oligosaccharides, Angew. Chem. Int. Ed. Engl. 21 (1982) 155-173.
18. C.F. Albright, P.W. Robbins, The sequence and transcript heterogeneity of the yeast gene ALG1, an essential mannosyltransferase involved in N-glycosylation, J. Biol. Chem. 265 (1990) 7042-7049.
19. S.K. Lee, G. Li, S.L. Yu, H. Alexander, S. Alexander, The Dictyostelium discoideum β-1,4-mannosyltransferase gene, mntA, has two periods of developmental expression, Gene 204 (1997) 251-258.
20. C.B. Sharma, L. Lehle, W. Tanner, Solubilisation and characterisation of the initial enzymes of the dolichol pathway from yeast, Eur. J. Biochem. 126 (1982) 319-325.
21. G.P. Kaushal, A.D. Elbein, Purification and properties of β-mannosyltransferase that synthesizes Man-β-GlcNAc-GlcNAc-pyrophosphoryl-dolichol, Arch. Biochem. Biophys. 250 (1986) 38-47.
22. G.P. Kaushal, A.D. Elbein, Partial purification and characterisation of β-mannosyltransferase from suspension-cultured soybean cells, Biochemistry 26 (1987) 7953-7960.
23. T. Chojnacki, G. Dallner, The biological role of dolichol, Biochem. J. 251 (1988) 1-9.
24. J. Sambrook, E.F. Fritsch, T. Maniatis (Eds.), Molecular Cloning: A Laboratory Manual, 2nd edn., Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY, 1989.
25. W.W. Colby, E.Y. Chen, D.H. Smith, A.D. Levinson, Identification and nucleotide sequence of a human locus homologous to the v-myc oncogene of avian myelocytomatosis virus MC29, Nature 301 (1983) 722-725.
26. G.L. Peterson, A simplification of the protein assay method of Lowry, et al. which is more generally applicable, Anal. Biochem. 83 (1977) 346-356.
27. U.K. Laemmli, Cleavage of structural proteins during the assembly of the head of bacteriophage T4, Nature 277 (1970) 680-685.
28. F.M. Ausubel, R. Brent, R.E. Kingston, D.D. Moore, J.G. Seidman, J.A. Smith, K. Struhl (Eds.), Current Protocols in Molecular Biology, John Wiley and Sons, New York, 1989.
29. I.B.H. Wilson, J.P. Taylor, M.C. Webberley, N.J. Turner, S.L. Flitsch, A novel mono-branched lipid phosphate acts as a substrate for dolichyl phosphate mannose synthetase, Biochem. J. 295 (1993) 195-201.
30. F.W. Studier, A.H. Rosenberg, J.J. Dünn, J.W. Dubendorff, Use of T7 RNA polymerase to direct expression of cloned genes, Methods Enzymol. 185 (1990) 60-89.
31. P.A. Kolodziej, R.A. Young, Epitope tagging and protein surveillance, Methods Enzymol. 194 (1991) 508-519.
32. J. Tan, G.A.F. D'Agostaro, B. Bendiak, F. Reck, M. Sarkar, J.A. Squire, P. Leong, H. Schachter, The human UDP-N-acetylglucosamine: α-6-D-mannoside-β-1,2-N-acetylglucosaminyltransferase II gene (MGAT2). Cloning of genomic DNA, localization to chromosome 14q21, expression in insect cells and purification of the recombinant protein, Eur. J. Biochem. 231 (1995) 317-328.
33. L. Chen, N. Zhang, B. Adler, J. Browne, N. Freigen, M. Pierce, Preparation of antisera to recombinant, soluble N-acetylglucosaminyltransferase V and its visualization in situ, Glycoconj. J. 12 (1995) 813-823.
34. L. Goldstein, Kinetic behaviour of immobilised enzyme systems, Methods Enzymol. 44 (1976) 397-443.
35. J.T. Kellis Jr., R.J. Todd, F.H. Arnold, Protein stabilisation by engineering metal chelation, Bio/Technology 9 (1991) 994-995.
36. A. Kobata, Size fractionation of oligosaccharides, Methods Enzymol. 230 (1994) 200-208.
37. K. Yamashita, T. Mizuochi, A. Kobata, Analysis of oligosaccharides by gel filtration, Methods Enzymol. 83 (1982) 105-126.
38. R.C. Bruch, M.D. Bruch, J.H. Noggle, H.B. White III, Characterisation of virtual coupling in the proton nuclear magnetic resonance spectrum of N,N′-diacetylchitobiose by two-dimensional J-resolved spectroscopy, Biochem. Biophys. Res. Commun. 123 (1984) 555-561.
39. J.R. Couto, T.C. Huffaker, P.W. Robbins, Cloning and expression in Escherichia coli of a yeast mannosyltransferase from the asparagine-linked glycosylation pathway, J. Biol. Chem. 259 (1984) 378-382.
40. F.H. Arnold, Metal affinity separations: a new dimension in protein processing, Bio/Technology 9 (1991) 151-156.
41. R. Kleene, E.G. Berger, The molecular and cell biology of glycosyltransferases, Biochim. Biophys. Acta 1154 (1993) 283-325.
42. C. D'Souza, C.B. Sharma, A.D. Elbein, Biosynthesis of lipid-linked oligosaccharides I: preparation of lipid-linked oligosaccharide substrates, Anal. Biochem. 203 (1992) 211-217.
43. Y. Ichikawa, R. Wang, C.-H. Wong, Regeneration of sugar nucleotide for enzymatic oligosaccharide synthesis, Methods Enzymol. 247 (1994) 107-127.