Small scale affinity purification and high sensitivity reversed phase nanoLC-MS N-glycan characterization of mAbs and fusion proteins

References

• Walsh G. Biopharmaceutical benchmarks 2010. Nat Biotechnol 2010; 28:917 - 24; http://dx.doi.org/10.1038/nbt0910-917; PMID: 20829826
   PubMed Web of Science ®Google Scholar
• Chung CH, Mirakhur B, Chan E, Le QT, Berlin J, Morse M, Murphy BA, Satinover SM, Hosen J, Mauro D, et al. Cetuximab-induced anaphylaxis and IgE specific for galactose-alpha-1,3-galactose. N Engl J Med 2008; 358:1109 - 17; http://dx.doi.org/10.1056/NEJMoa074943; PMID: 18337601
   PubMed Web of Science ®Google Scholar
• Morell AG, Gregoriadis G, Scheinberg IH, Hickman J, Ashwell G. The role of sialic acid in determining the survival of glycoproteins in the circulation. J Biol Chem 1971; 246:1461 - 7; PMID: 5545089
   PubMed Web of Science ®Google Scholar
• Shields RL, Lai J, Keck R, O’Connell LY, Hong K, Meng YG, Weikert SH, Presta LG. Lack of fucose on human IgG1 N-linked oligosaccharide improves binding to human Fcgamma RIII and antibody-dependent cellular toxicity. J Biol Chem 2002; 277:26733 - 40; http://dx.doi.org/10.1074/jbc.M202069200; PMID: 11986321
   PubMed Web of Science ®Google Scholar
• Jefferis R. Glycosylation as a strategy to improve antibody-based therapeutics. Nat Rev Drug Discov 2009; 8:226 - 34; http://dx.doi.org/10.1038/nrd2804; PMID: 19247305
   PubMed Web of Science ®Google Scholar
• Liu C, Dong S, Xu X-J, Yin Y, Shriver Z, Capila I, Myette J, Venkataraman G. Assessment of the quality and structural integrity of a complex glycoprotein mixture following extraction from the formulated biopharmaceutical drug product. J Pharm Biomed Anal 2011; 54:27 - 36; http://dx.doi.org/10.1016/j.jpba.2010.07.044; PMID: 20800406
   PubMed Web of Science ®Google Scholar
• Favalli EG, Desiati F, Atzeni F, Sarzi-Puttini P, Caporali R, Pallavicini FB, Gorla R, Filippini M, Marchesoni A. Serious infections during anti-TNFalpha treatment in rheumatoid arthritis patients. Autoimmun Rev 2009; 8:266 - 73; http://dx.doi.org/10.1016/j.autrev.2008.11.002; PMID: 19022409
   PubMed Web of Science ®Google Scholar
• Raju TS. Terminal sugars of Fc glycans influence antibody effector functions of IgGs. Curr Opin Immunol 2008; 20:471 - 8; http://dx.doi.org/10.1016/j.coi.2008.06.007; PMID: 18606225
   PubMed Web of Science ®Google Scholar
• Abd Hamid UM, Royle L, Saldova R, Radcliffe CM, Harvey DJ, Storr SJ, Pardo M, Antrobus R, Chapman CJ, Zitzmann N, et al. A strategy to reveal potential glycan markers from serum glycoproteins associated with breast cancer progression. Glycobiology 2008; 18:1105 - 18; http://dx.doi.org/10.1093/glycob/cwn095; PMID: 18818422
   PubMed Web of Science ®Google Scholar
• Ruhaak LR, Huhn C, Waterreus W-J, de Boer AR, Neusüss C, Hokke CH, Deelder AM, Wuhrer M. Hydrophilic interaction chromatography-based high-throughput sample preparation method for N-glycan analysis from total human plasma glycoproteins. Anal Chem 2008; 80:6119 - 26; http://dx.doi.org/10.1021/ac800630x; PMID: 18593198
   PubMed Web of Science ®Google Scholar
• Bones J, Mittermayr S, O’Donoghue N, Guttman A, Rudd PM. Ultra performance liquid chromatographic profiling of serum N-glycans for fast and efficient identification of cancer associated alterations in glycosylation. Anal Chem 2010; 82:10208 - 15; http://dx.doi.org/10.1021/ac102860w; PMID: 21073175
   PubMed Web of Science ®Google Scholar
• Ruhaak LR, Uh H-W, Beekman M, Hokke CH, Westendorp RGJ, Houwing-Duistermaat J, Wuhrer M, Deelder AM, Slagboom PE. Plasma protein N-glycan profiles are associated with calendar age, familial longevity and health. J Proteome Res 2011; 10:1667 - 74; http://dx.doi.org/10.1021/pr1009959; PMID: 21184610
   PubMed Web of Science ®Google Scholar
• Malhotra R, Wormald MR, Rudd PM, Fischer PB, Dwek RA, Sim RB. Glycosylation changes of IgG associated with rheumatoid arthritis can activate complement via the mannose-binding protein. Nat Med 1995; 1:237 - 43; http://dx.doi.org/10.1038/nm0395-237; PMID: 7585040
   PubMed Web of Science ®Google Scholar
• Yamada E, Tsukamoto Y, Sasaki R, Yagyu K, Takahashi N. Structural changes of immunoglobulin G oligosaccharides with age in healthy human serum. Glycoconj J 1997; 14:401 - 5; http://dx.doi.org/10.1023/A:1018582930906; PMID: 9147063
   PubMed Web of Science ®Google Scholar
• Wuhrer M, Stam JC, van de Geijn FE, Koeleman CA, Verrips CT, Dolhain RJ, Hokke CH, Deelder AM. Glycosylation profiling of immunoglobulin G (IgG) subclasses from human serum. Proteomics 2007; 7:4070 - 81; http://dx.doi.org/10.1002/pmic.200700289; PMID: 17994628
   PubMed Web of Science ®Google Scholar
• Kodar K, Stadlmann J, Klaamas K, Sergeyev B, Kurtenkov O. Immunoglobulin G Fc N-glycan profiling in patients with gastric cancer by LC-ESI-MS: relation to tumor progression and survival. Glycoconj J 2012; 29:57 - 66; http://dx.doi.org/10.1007/s10719-011-9364-z; PMID: 22179780
   PubMed Web of Science ®Google Scholar
• Higel F, Demelbauer U, Seidl A, Friess W, Sörgel F. Reversed-phase liquid-chromatographic mass spectrometric N-glycan analysis of biopharmaceuticals. Anal Bioanal Chem 2013; 405:2481 - 93; http://dx.doi.org/10.1007/s00216-012-6690-3; PMID: 23371526
   PubMed Web of Science ®Google Scholar
• Mariño K, Bones J, Kattla JJ, Rudd PM. A systematic approach to protein glycosylation analysis: a path through the maze. Nat Chem Biol 2010; 6:713 - 23; http://dx.doi.org/10.1038/nchembio.437; PMID: 20852609
   PubMed Web of Science ®Google Scholar
• Wuhrer M, Koeleman CA, Deelder AM, Hokke CH. Normal-phase nanoscale liquid chromatography-mass spectrometry of underivatized oligosaccharides at low-femtomole sensitivity. Anal Chem 2004; 76:833 - 8; http://dx.doi.org/10.1021/ac034936c; PMID: 14750882
   PubMed Web of Science ®Google Scholar
• Kalay H, Ambrosini M, van Berkel PHC, Parren PWHI, van Kooyk Y, García Vallejo JJ. Online nanoliquid chromatography-mass spectrometry and nanofluorescence detection for high-resolution quantitative N-glycan analysis. Anal Biochem 2012; 423:153 - 62; http://dx.doi.org/10.1016/j.ab.2012.01.015; PMID: 22330744
   PubMed Web of Science ®Google Scholar
• Ritamo I, Räbinä J, Natunen S, Valmu L. Nanoscale reversed-phase liquid chromatography-mass spectrometry of permethylated N-glycans. Anal Bioanal Chem 2013; 405:2469 - 80; http://dx.doi.org/10.1007/s00216-012-6680-5; PMID: 23307132
   PubMed Web of Science ®Google Scholar
• Prien JM, Prater BD, Qin Q, Cockrill SL. Mass spectrometric-based stable isotopic 2-aminobenzoic acid glycan mapping for rapid glycan screening of biotherapeutics. Anal Chem 2010; 82:1498 - 508; http://dx.doi.org/10.1021/ac902617t; PMID: 20108906
   PubMed Web of Science ®Google Scholar
• Gong B, Hoyt E, Lynaugh H, Burnina I, Moore R, Thompson A, Li H. N-glycosylamine-mediated isotope labeling for mass spectrometry-based quantitative analysis of N-linked glycans. Anal Bioanal Chem 2013; 405:5825 - 31; http://dx.doi.org/10.1007/s00216-013-6988-9; PMID: 23670280
   PubMed Web of Science ®Google Scholar
• Ruhaak LR, Zauner G, Huhn C, Bruggink C, Deelder AM, Wuhrer M. Glycan labeling strategies and their use in identification and quantification. Anal Bioanal Chem 2010; 397:3457 - 81; http://dx.doi.org/10.1007/s00216-010-3532-z; PMID: 20225063
   PubMed Web of Science ®Google Scholar
• Watanabe T, Inoue N, Kutsukake T, Matsuki S, Takeuchi M. Labeling conditions using a 2-aminobenzamide reagent for quantitative analysis of sialo-oligosaccharides. Biol Pharm Bull 2000; 23:269 - 73; http://dx.doi.org/10.1248/bpb.23.269; PMID: 10726877
   PubMed Web of Science ®Google Scholar
• Bigge JC, Patel TP, Bruce JA, Goulding PN, Charles SM, Parekh RB. Nonselective and efficient fluorescent labeling of glycans using 2-amino benzamide and anthranilic acid. Anal Biochem 1995; 230:229 - 38; http://dx.doi.org/10.1006/abio.1995.1468; PMID: 7503412
   PubMed Web of Science ®Google Scholar
• Melmer M, Stangler T, Schiefermeier M, Brunner W, Toll H, Rupprechter A, Lindner W, Premstaller A. HILIC analysis of fluorescence-labeled N-glycans from recombinant biopharmaceuticals. Anal Bioanal Chem 2010; 398:905 - 14; http://dx.doi.org/10.1007/s00216-010-3988-x; PMID: 20640408
   PubMed Web of Science ®Google Scholar
• Chen X, Flynn GC. Analysis of N-glycans from recombinant immunoglobulin G by on-line reversed-phase high-performance liquid chromatography/mass spectrometry. Anal Biochem 2007; 370:147 - 61; http://dx.doi.org/10.1016/j.ab.2007.08.012; PMID: 17880905
   PubMed Web of Science ®Google Scholar
• Prater BD, Connelly HM, Qin Q, Cockrill SL. High-throughput immunoglobulin G N-glycan characterization using rapid resolution reverse-phase chromatography tandem mass spectrometry. Anal Biochem 2009; 385:69 - 79; http://dx.doi.org/10.1016/j.ab.2008.10.023; PMID: 19000897
   PubMed Web of Science ®Google Scholar
• Reusch D, Haberger M, Selman MHJ, Bulau P, Deelder AM, Wuhrer M, Engler N. High-throughput work flow for IgG Fc-glycosylation analysis of biotechnological samples. Anal Biochem 2013; 432:82 - 9; http://dx.doi.org/10.1016/j.ab.2012.09.032; PMID: 23026777
   PubMed Web of Science ®Google Scholar
• Ruhaak LR, Steenvoorden E, Koeleman CA, Deelder AM, Wuhrer M. 2-picoline-borane: a non-toxic reducing agent for oligosaccharide labeling by reductive amination. Proteomics 2010; 10:2330 - 6; http://dx.doi.org/10.1002/pmic.200900804; PMID: 20391534
   PubMed Web of Science ®Google Scholar
• Flynn GC, Chen X, Liu YD, Shah B, Zhang Z. Naturally occurring glycan forms of human immunoglobulins G1 and G2. Mol Immunol 2010; 47:2074 - 82; http://dx.doi.org/10.1016/j.molimm.2010.04.006; PMID: 20444501
   PubMed Web of Science ®Google Scholar
• Miyoshi E, Moriwaki K, Nakagawa T. Biological function of fucosylation in cancer biology. J Biochem 2008; 143:725 - 9; http://dx.doi.org/10.1093/jb/mvn011; PMID: 18218651
   PubMed Web of Science ®Google Scholar
• Stöckmann H, Adamczyk B, Hayes J, Rudd PM. Automated, high-throughput IgG-antibody glycoprofiling platform. Anal Chem 2013; 85:8841 - 9; http://dx.doi.org/10.1021/ac402068r; PMID: 23919734
   PubMed Web of Science ®Google Scholar
• Burnina I, Hoyt E, Lynaugh H, Li H, Gong B. A cost-effective plate-based sample preparation for antibody N-glycan analysis. J Chromatogr A 2013; 1307:201 - 6; http://dx.doi.org/10.1016/j.chroma.2013.07.104; PMID: 23932029
   PubMed Web of Science ®Google Scholar