Use of Wisteria floribunda agglutinin affinity chromatography in the structural analysis of the bovine lactoferrin N-linked glycosylation

Biochimica et Biophysica Acta - General Subjects

Volumn 1820, Issue 9, 2012, Pages 1444-1455

  Van Leeuwen, Sander S ^a   Schoemaker, Ruud J W ^b   Timmer, Christel J A M ^b   Kamerling, Johannis P ^a   Dijkhuizen, Lubbert ^a  

^a UNIVERSITY OF GRONINGEN   (Netherlands)

^b FRIESLANDCAMPINA   (Netherlands)

Author keywords

Gal; Bovine lactoferrin N glycosylation; LacdiNAc; Lectin affinity; Neu5Gc; Wisteria floribunda agglutinin

Indexed keywords

AGGLUTININ; EPITOPE; GLYCAN; LACTOFERRIN; LECTIN; MANNOSE OLIGOSACCHARIDE; MILK PROTEIN; SIALIC ACID;

ACCURACY; AFFINITY CHROMATOGRAPHY; ARTICLE; BREAST MILK; CHEMICAL COMPOSITION; CHEMICAL LABELING; COMPLEX FORMATION; CONTROLLED STUDY; FLUORESCENCE ANALYSIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; PHASE SEPARATION; PREDICTION; PRIORITY JOURNAL; PROCESS DEVELOPMENT; PROTEIN ANALYSIS; PROTEIN EXPRESSION; PROTEIN GLYCOSYLATION; PROTEIN SECRETION; SENSITIVITY AND SPECIFICITY; STRUCTURE ANALYSIS; WISTERIA; WISTERIA FLORIBUNDA;

ANIMALS; CARBOHYDRATE SEQUENCE; CATTLE; CHROMATOGRAPHY, AFFINITY; GLYCOSYLATION; LACTOFERRIN; MILK; MODELS, BIOLOGICAL; MOLECULAR SEQUENCE DATA; MOLECULAR STRUCTURE; PLANT LECTINS; POLYSACCHARIDES; RECEPTORS, N-ACETYLGLUCOSAMINE;

BOVINAE; WISTERIA FLORIBUNDA;

EID: 84862895249     PISSN: 03044165     EISSN: 18728006     Source Type: Journal    
DOI: 10.1016/j.bbagen.2011.12.014     Document Type: Article

References (57)

1. M. Gahr, C.P. Speer, B. Damerau, G. Sawatzki, Influence of lactoferrin on the function of human polymorphonuclear leukocytes and monocytes, J. Leukoc. Biol. 49 (1991) 427-433.
2. K. Sorimachi, K. Akimoto, Y. Hattori, T. Ieiri, A. Niwa, Activation of macrophages by lactoferrin: secretion of TNF-α, IL-8 and NO, IUBMB Life 43 (1997) 79-87. (Pubitemid 28297194)
3. C.S. Curran, K.P. Demick, J.M. Mansfield, Lactoferrin activates macrophages via TLR4-dependent and -independent signaling pathways, Cell. Immunol. 242 (2006) 23-30. (Pubitemid 44894393)
4. K.-N. Son, J.Park,C.-K. Chung, D.K. Chung, D.-Y.Yu,K.-K. Lee, J.Kim,Human lactoferrin activates transcription of IL-1β gene inmammalian cells, Biochem. Biophys. Res. Commun. 290 (2002) 236-241. (Pubitemid 34694489)
5. B.J. Appelmelk, Y.-Q. An, M. Geerts, B.G. Thijs, H.A. de Boer, D.M. MacLaren, J. de Graaff, J.H. Nuijens, Lactoferrin is a lipid A-binding protein, Infect. Immun. 62 (1994) 2628-2632. (Pubitemid 24157102)
6. E. Elass-Rochard, A. Roseanu, D. Legrand, M. Trif, V. Salmon, C. Motas, J. Montreuil, G. Spik, Lactoferrin-lipopolysaccharide interaction: involvement of the 28-34 loop region of human lactoferrin in the high-affinity binding to Escherichia coli 055B5 lipopolysaccharide, Biochem. J. 312 (1995) 839-845. (Pubitemid 26005997)
7. Y.A. Suzuki, V. Lopez, B. Lönnerdal, Mammalian lactoferrin receptors: structure and function, Cell. Mol. Life Sci. 62 (2005) 2560-2575. (Pubitemid 41721230)
8. B. Lönnerdal, A. Bryant, Absorption of iron from recombinant human lactoferrin in young US women, Am. J. Clin. Nutr. 83 (2006) 305-309. (Pubitemid 44713191)
9. M. Konishi, M. Iwasa, K. Yamauchi, R. Sugimoto, N. Fujita, Y. Kobayashi, S. Watanabe, S. Taraguchi, Y. Adachi, M. Kaito, Lactoferrin inhibits lipid peroxidation in patients with chronic hepatitis C, Hepatol. Res. 36 (2006) 27-32. (Pubitemid 44309286)
10. J.H. Nuijens, P.H.C. van Berkel, F.L. Schanbacher, Structure and biological actions of lactoferrin, J. Mammary Gland Biol. Neoplasia 1 (1996) 285-295.
11. D. Naot, A. Grey, I.R. Reid, J. Cornish, Lactoferrin - a novel bone growth factor, Clin. Med. Res. 3 (2005) 93-101.
12. H. Tsuda, K. Sekine, K. Fujita, M. Iigo, Cancer prevention by bovine lactoferrin and underlying mechanisms - a review of experimental and clinical studies, Biochem. Cell Biol. 80 (2002) 131-136. (Pubitemid 34194239)
13. H. Tsuda, Y. Ohshima, H. Nomoto, K. Fujita, E. Matsuda, M. Iigo, N. Takasuka, M.A. Moore, Cancer prevention by natural compounds, Drug Metab. Pharmacokinet. 19 (2004) 245-263.
14. A. Varadhachary, J.S. Wolf, K. Petrak, B.W. O'Malley Jr., M. Spadaro, C. Curcio, G. Forni, F. Pericle, Oral lactoferrin inhibits growth of established tumors and potentiates conventional chemotherapy, Int. J. Cancer 111 (2004) 398-403. (Pubitemid 38998820)
15. M. Benaïssa, J.-P. Peyrat, L. Hornez, C. Mariller, J. Mazurier, A. Pierce, Expression and prognostic value of lactoferrin mRNA isoforms in human breast cancer, Int. J. Cancer 114 (2005) 299-306. (Pubitemid 40194300)
16. M. Iigo, T. Kuhara, Y.Ushida, K. Sekine,M.A.Moore,H. Tsuda, Inhibitory effects of bovine lactoferrin on colon carcinoma 26 lung metastasis in mice, Clin. Exp. Metastasis 17 (1999) 35-40. (Pubitemid 29284562)
17. G. Spik, B. Coddeville, J. Mazurier, Y. Bourne, C. Camillaut, J. Montreuil, Primary and three-dimensional structure of lactotransferrin (lactoferrin) glycans, Adv. Exp. Med. Biol. 357 (1994) 21-32.
18. Z.Wei, T. Nishimura, S. Yoshida, Characterization of glycans in a lactoferrin isoform, lactoferrin-a, J. Dairy Sci. 84 (2001) 2584-2590. (Pubitemid 33609742)
19. Z.Wei, T. Nishimura, S. Yoshida, Presence of a glycan at a potential N-glycosylation site, Asn-281, of bovine lactoferrin, J. Dairy Sci. 83 (2000) 683-689.
20. M. Hamosh, Bioactive factors in human milk, Pediatr. Clin. North Am. 48 (2001) 69-86. (Pubitemid 32193128)
21. J.M. Steijns, A.C.M. van Hooijdonk, Occurrence, structure, biochemical properties and technological characteristics of lactoferrin, Br. J. Nutr. 84 (Suppl. 1) (2000) S11-S17. (Pubitemid 32106825)
22. A. Pierce, D. Colavizza,M. Benaissa, P. Maes, A. Tartar, J.Montreuil, G. Spik, Molecular cloning and sequence analysis of bovine lactotransferrin, Eur. J. Biochem. 196 (1991) 177-184.
23. S.A. Moore, B.F. Anderson, C.R. Groom, M. Haridas, E.N. Baker, Three-dimensional structure of diferric bovine lactoferrin at 2.8 Å resolution, J. Mol. Biol. 274 (1997) 222-236. (Pubitemid 27520608)
24. M. Haridas, B.F. Anderson, E.N. Baker, Structure of human diferric lactoferrin refined at 2.2 Å resolution, Acta Crystallogr. D: Biol. Crystallogr. 51 (1995) 629-646.
25. G. Spik, G. Strecker, B. Fournet, S. Bouquelet, J.Montreuil, L. Dorland, H. van Halbeek, J.F.G. Vliegenthart, Primary structure of the glycans from human lactotransferrin, Eur. J. Biochem. 121 (1982) 413-419. (Pubitemid 12178695)
26. P.H.C. van Berkel,H.A. van Veen,M.E.J. Geerts,H.A. de Boer, J.H.Nuijens,Heterogeneity in utilization of N-glycosylation sites Asn624 and Asn138 in human lactoferrin: a study with glycosylation-site mutants, Biochem. J. 319 (1996) 117-122.
27. S. Yoshida, Z. Wei, Y. Shinmura, N. Fukunaga, Separation of lactoferrin-a and -b from bovine colostrum, J. Dairy Sci. 83 (2000) 2211-2215.
28. S.P. Commins, H.R. James, L.A. Kelly, S.L. Pochan, L.J. Workman, M.S. Perzanowski, K.M. Kocan, J.V. Fahy, L.W. Nganga, E. Ronmark, P.J. Cooper, T.A.E. Platts-Mills, The relevance of tick bites to the production of IgE antibodies to the mammalian oligosaccharide galactose-α-1,3-galactose, J. Allergy Clin. Immunol. 127 (2011) 1286-1293.
29. U. Galili, C.B. Basbaum, S.B. Shohet, J. Beuhler, B.A.Macher, Identification of erythrocyte Galα1-3Gal glycosphingolipids with a mouse monoclonal antibody, Gal-13, J. Biol. Chem. 262 (1987) 4683-4688. (Pubitemid 17102838)
30. A.A. Bergwerff, J. van Oostrum, J.P. Kamerling, J.F.G. Vliegenthart, The major N-linked carbohydrate chains from human urokinase. The occurrence of 4-O-sulfated, (α2-6)- sialylated or (α1-3)-fucosylated N-acetylgalactosamine(β1-4)-N-acetylglucosamine elements, Eur. J. Biochem. 228 (1995) 1009-1019.
31. G.Weisshaar, J.Hiyama, A.G.C. Renwick,M.Nimtz,NMR investigations of the N-linked oligosaccharides at individual glycosylation sites of human lutropin, Eur. J. Biochem. 195 (1991) 257-268.
32. A. Dell, H.R. Morris, R.L. Easton, M. Panico, M. Pantakar, S. Oehninger, R. Koistinen, H. Koistinen, M. Seppala, G.F. Clark, Structural analysis of the oligosaccharides derived from glycodelin, a human glycoprotein with potent immunosuppressive and contraceptive activities, J. Biol. Chem. 270 (1995) 24116-24126.
33. B.W. Grinnell, R.B. Hermann, S.B. Yan, Human protein C inhibits selectin-mediated cell adhesion: role of unique fucosylated oligosaccharide, Glycobiology 4 (1994) 221-225. (Pubitemid 24147897)
34. J.J.M. van Rooijen, J.P. Kamerling, J.F.G. Vliegenthart, Sulfated di-, tri- and tetraantennary N-glycans in humanTamm-Horsfall glycoprotein, Eur. J. Biochem. 256 (1998) 471-487. (Pubitemid 28404813)
35. N. Tomiya, J. Awaya, M. Kurono, H. Hanzawa, I. Shimada, Y. Arata, T. Yoshida, N. Takahashi, Structural elucidation of a variety of GalNAc-containing N-linked oligosaccharides from human urinary kallidinogenase, J. Biol. Chem. 268 (1993) 113-126. (Pubitemid 23021293)
36. A. Dell, S.M. Haslam, H.R.Morris, K.-H. Khoo, Immunogenic glycoconjugates implicated in parasitic nematode disease, Biochim. Biophys. Acta 1455 (1999) 353-362. (Pubitemid 29436000)
37. R. Schauer, J.P. Kamerling, Chemistry, biochemistry and biology of sialic acids, in: J. Montreuil, J.F.G. Vliegenthart, H. Schachter (Eds.), Glycoproteins II, New Comprehensive Biochem., 29b, Elsevier Science BV, Amsterdam, 1997, pp. 243-402.
38. V. Padler-Karavani, H. Yu, H. Cao, H. Chokhawala, F. Karp, N. Varki, X. Chen, A. Varki, Diversity in specificity, abundance, and composition of anti-Neu5Gc antibodies in normal humans: potential implications for disease, Glycobiology 18 (2008) 818-830.
39. M. Bardor, D.H. Nguyen, S. Diaz, A. Varki, Mechanism of uptake and incorporation of the non-human sialic acid N-glycolylneuraminic acid into human cells, J. Biol. Chem. 280 (2005) 4228-4237. (Pubitemid 40288589)
40. G. Spik, B. Coddeville, J. Montreuil, Comparative study of the primary structures of sero-, lacto- and ovotransferrin glycans from different species, Biochimie 70 (1988) 1459-1469.
41. B. Coddeville, G. Strecker, J.-M.Wieruszeski, J.F.G. Vliegenthart, H. van Halbeek, J. Peter- Katalinić, H. Egge, G. Spik, Heterogeneity of bovine lactotransferrin glycans. Characterization of α-D-Galp-(1→3)-β- D-Gal- and α-NeuAc-(2→6)-β-D-GalpNAc-(1→4)-β-DGlcNAc- substituted N-linked glycans, Carbohydr. Res. 236 (1992) 145-164. (Pubitemid 23013604)
42. T. Yu, C. Guo, J. Wang, P. Hao, S. Sui, X. Cheng, R. Zhang, P. Wang, G. Yu, L. Zhang, Y. Dai, N. Li, Comprehensive characterization of the site-specific N-glycosylation of wild-type and recombinant lactoferrin expressed in the milk of transgenic cloned cattle, Glycobiology 21 (2011) 206-224.
43. J.P. Kamerling, J.F.G. Vliegenthart, Carbohydrates, in: A.M. Lawson (Ed.), Clinical Biochemistry - Principles, Methods, Applications, Mass Spectrometry, Vol. 1, Walter de Gruyter, Berlin, 1989, pp. 176-263.
44. J.S. Rohrer, J. Thayer, M. Weitzhandler, N. Avdalovic, Analysis of the N-acetylneuraminic acid and N-glycolylneuraminic acid contents of glycoproteins by high-pH anion-exchange chromatography with pulsed amperometric detection (HPAEC/PAD), Glycobiology 8 (1998) 35-43. (Pubitemid 28066359)
45. S. Hara, Y. Takemori, M. Yamaguchi, M. Nakamura, Y. Ohkura, Fluorometric high-performance liquid chromatography of N-acetyl- and N-glycolylneuraminic acids and its application to their microdetermination in human and animal sera, glycoproteins, and glycolipids, Anal. Biochem. 164 (1987) 138-145. (Pubitemid 17099609)
46. J.C. Bigge, T.P. Patel, J.A. Bruce, P.N. Goulding, S.M. Charles, R.B. Parekh, Nonselective and efficient fluorescent labeling of glycans using 2-amino benzamide and anthranilic acid, Anal. Biochem. 230 (1995) 229-238.
47. A. Kinoshita, K. Sugahara, Microanalysis of glycosaminoglycan-derived oligosaccharides labeled with a fluorophore 2-aminobenzamide by high-performance liquid chromatography: application to disaccharide composition analysis and exosequencing of oligosaccharides, Anal. Biochem. 269 (1999) 367-378. (Pubitemid 29201038)
48. M.P. Campbell, L. Royle, C.M. Radcliffe, R.A. Dwek, P.M. Rudd, GlycoBase and autoGU: tools for HPLC-based glycan analysis, Bioinformatics 24 (2008) 1214-1216. (Pubitemid 351594175)
49. V. Spichtig, J.Michaud, S. Austin,Determination of sialic acids inmilks and milk-based products, Anal. Biochem. 405 (2010) 28-40.
50. Y. Wada, P. Azadi, C.E. Costello, A. Dell, R.A. Dwek, H. Geyer, R. Geyer, K. Kakehi, N.G. Karlsson, K. Kato, N. Kawasaki, K.-H. Khoo, S. Kim, A. Kondo, E. Lattova, Y. Mechref, E. Miyoshi, K. Nakamura, H. Narimatsu, M.V. Novotny, N.H. Packer, H. Perreault, J. Peter-Katalinić, G. Pohlentz, V.N. Reinhold, P.M. Rudd, A. Suzuki, N. Taniguchi, Comparison of the methods for profiling glycoprotein glycans -HUPO human disease glycomics/proteome initiative multi-institutional study, Glycobiology 17 (2007) 411-422. (Pubitemid 46432012)
51. S. Thobhani, C.-T. Yuen, M.J.A. Bailey, C. Jones, Identification and quantification of N-linked oligosaccharides released from glycoproteins: an inter-laboratory study, Glycobiology 19 (2009) 201-211.
52. A.G. McDonald, K.F. Tipton, C.J.M. Stroop, G.P. Davey, GlycoForm and Glycologue: two software applications for the rapid construction and display of N-glycans from mammalian sources, BMC Res. Notes 3 (2010) 173.
53. D.H. van den Eijnden, D.H. Joziasse, L. Dorland, H. van Halbeek, J.F.G. Vliegenthart, K. Schmid, Specificity in the enzymic transfer of sialic acid to the oligosaccharide branches of bi- and triantennary glycopeptides of α1-acid glycoprotein, Biochem. Biophys. Res. Commun. 92 (1980) 839-845.
54. 1H-NMR study, Biochem. Biophys. Res. Commun. 110 (1983) 124-131.
55. 1H-NMR spectroscopy, Biochem. Biophys. Res. Commun. 122 (1984) 859-866.
56. D.H. Joziasse, M.L.E. Bergh, H.G.J. ter Hart, P.L. Koppen, G.J.M. Hooghwinkel, D.H. van den Eijnden, Purification and enzymatic characterization of CMP-sialic acid: β-galactosyl 1→3-N-acetylgalactosamine α2→3-sialyltransferase from human placenta, J. Biol. Chem. 260 (1985) 4941-4951. (Pubitemid 15038690)
57. D.H. Joziasse,W.E.C.M. Schiphorst, D.H. van den Eijnden, J.A. van Kuik, H. van Halbeek, J.F.G. Vliegenthart, Branch specificity of bovine colostrum CMP-sialic acid: Galß1→4GlcNAc-R α2→6-sialyltransferase: sialylation of bi-, tri-, and tetraantennary oligosaccharides and glycopeptides of the N-acetyllactosamine type, J. Biol. Chem. 262 (1987) 2025-2033.