Correct primary structure assessment and extensive glyco-profiling of cetuximab by a combination of intact, middle-up, middle-down and bottom-up ESI and MALDI mass spectrometry techniques

References

• Beck A, Wurch T, Bailly C, Corvaia N. Strategies and challenges for the next generation of therapeutic antibodies. Nat Rev Immunol 2010; 10:345 - 52; http://dx.doi.org/10.1038/nri2747; PMID: 20414207
   PubMed Web of Science ®Google Scholar
• Beck A. Biosimilar, biobetter and next generation therapeutic antibodies. MAbs 2011; 3:107 - 10; http://dx.doi.org/10.4161/mabs.3.2.14785; PMID: 21285536
   PubMed Web of Science ®Google Scholar
• Beck A, Sanglier-Cianférani S, Van Dorsselaer A. Biosimilar, biobetter, and next generation antibody characterization by mass spectrometry. Anal Chem 2012; 84:4637 - 46; http://dx.doi.org/10.1021/ac3002885; PMID: 22510259
   PubMed Web of Science ®Google Scholar
• Khawli LA, Goswami S, Hutchinson R, Kwong ZW, Yang J, Wang X, et al. Charge variants in IgG1: Isolation, characterization, in vitro binding properties and pharmacokinetics in rats. MAbs 2010; 2:613 - 24; http://dx.doi.org/10.4161/mabs.2.6.13333; PMID: 20818176
   PubMed Web of Science ®Google Scholar
• McCamish M, Woollett G. Worldwide experience with biosimilar development. MAbs 2011; 3:209 - 17; http://dx.doi.org/10.4161/mabs.3.2.15005; PMID: 21441787
   PubMed Web of Science ®Google Scholar
• Kálmán-Szekeres Z, Olajos M, Ganzler K. Analytical aspects of biosimilarity issues of protein drugs. J Pharm Biomed Anal 2012; 69:185 - 95; http://dx.doi.org/10.1016/j.jpba.2012.04.037; PMID: 22633839
   PubMed Web of Science ®Google Scholar
• Schneider CK, Kalinke U. Toward biosimilar monoclonal antibodies. Nat Biotechnol 2008; 26:985 - 90; http://dx.doi.org/10.1038/nbt0908-985; PMID: 18779806
   PubMed Web of Science ®Google Scholar
• Weise M, Bielsky MC, De Smet K, Ehmann F, Ekman N, Giezen TJ, et al. Biosimilars: what clinicians should know. Blood 2012; 120:5111 - 7; http://dx.doi.org/10.1182/blood-2012-04-425744; PMID: 23093622
   PubMed Web of Science ®Google Scholar
• Xie H, Chakraborty A, Ahn J, Yu YQ, Dakshinamoorthy DP, Gilar M, et al. Rapid comparison of a candidate biosimilar to an innovator monoclonal antibody with advanced liquid chromatography and mass spectrometry technologies. MAbs 2010; 2:2; PMID: 20458189
   PubMed Web of Science ®Google Scholar
• Beck A, Diemer H, Ayoub D, Debaene F, Wagner-Rousset E, Carapito C, et al. Trends in biosimilar antibody and Fc-fusion protein analytical characterization. Trends Analyt Chem 2013; In press http://dx.doi.org/10.1016/j.trac.2013.02.014
   Web of Science ®Google Scholar
• Tan Q, Guo Q, Fang C, Wang C, Li B, Wang H, et al. Characterization and comparison of commercially available TNF receptor 2-Fc fusion protein products. MAbs 2012; 4:761 - 74; http://dx.doi.org/10.4161/mabs.22276; PMID: 23032066
   PubMed Web of Science ®Google Scholar
• Goetze AM, Schenauer MR, Flynn GC. Assessing monoclonal antibody product quality attribute criticality through clinical studies. MAbs 2010; 2:500 - 7; http://dx.doi.org/10.4161/mabs.2.5.12897; PMID: 20671426
   PubMed Web of Science ®Google Scholar
• Jiang XR, Song A, Bergelson S, Arroll T, Parekh B, May K, et al. Advances in the assessment and control of the effector functions of therapeutic antibodies. Nat Rev Drug Discov 2011; 10:101 - 11; http://dx.doi.org/10.1038/nrd3365; PMID: 21283105
   PubMed Web of Science ®Google Scholar
• Anthony RM, Wermeling F, Ravetch JV. Novel roles for the IgG Fc glycan. Ann N Y Acad Sci 2012; 1253:170 - 80; http://dx.doi.org/10.1111/j.1749-6632.2011.06305.x; PMID: 22288459
   PubMed Web of Science ®Google Scholar
• Beck A, Wagner-Rousset E, Ayoub D, Van Dorsselaer A, Sanglier-Cianférani S. Characterization of therapeutic antibodies and related products. Anal Chem 2013; 85:715 - 36; http://dx.doi.org/10.1021/ac3032355; PMID: 23134362
   PubMed Web of Science ®Google Scholar
• Li S, Schmitz KR, Jeffrey PD, Wiltzius JJ, Kussie P, Ferguson KM. Structural basis for inhibition of the epidermal growth factor receptor by cetuximab. Cancer Cell 2005; 7:301 - 11; http://dx.doi.org/10.1016/j.ccr.2005.03.003; PMID: 15837620
   PubMed Web of Science ®Google Scholar
• Dubois M, Fenaille F, Clement G, Lechmann M, Tabet JC, Ezan E, et al. Immunopurification and mass spectrometric quantification of the active form of a chimeric therapeutic antibody in human serum. Anal Chem 2008; 80:1737 - 45; http://dx.doi.org/10.1021/ac7021234; PMID: 18225864
   PubMed Web of Science ®Google Scholar
• Chung CH, Mirakhur B, Chan E, Le QT, Berlin J, Morse M, 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
• Suckau D, Resemann A. T3-sequencing: targeted characterization of the N- and C-termini of undigested proteins by mass spectrometry. Anal Chem 2003; 75:5817 - 24; http://dx.doi.org/10.1021/ac034362b; PMID: 14588022
   PubMed Web of Science ®Google Scholar
• Hardouin J. Protein sequence information by matrix-assisted laser desorption/ionization in-source decay mass spectrometry. Mass Spectrom Rev 2007; 26:672 - 82; http://dx.doi.org/10.1002/mas.20142; PMID: 17492750
   PubMed Web of Science ®Google Scholar
• Sundaram S, Matathia A, Qian J, Zhang J, Hsieh MC, Liu T, et al. An innovative approach for the characterization of the isoforms of a monoclonal antibody product. MAbs 2011; 3:505 - 12; http://dx.doi.org/10.4161/mabs.3.6.18090; PMID: 22123057
   PubMed Web of Science ®Google Scholar
• Janin-Bussat MC, Tonini L, Huillet C, Colas O, Klinguer-Hamour C, Corvaïa N, et al. Cetuximab Fab and Fc N-glycan fast characterization using IdeS digestion and liquid chromatography coupled to electrospray ionization mass spectrometry. Methods Mol Biol 2013; 988:93 - 113; http://dx.doi.org/10.1007/978-1-62703-327-5_7; PMID: 23475716
   PubMedGoogle Scholar
• Qian J, Liu T, Yang L, Daus A, Crowley R, Zhou Q. Structural characterization of N-linked oligosaccharides on monoclonal antibody cetuximab by the combination of orthogonal matrix-assisted laser desorption/ionization hybrid quadrupole-quadrupole time-of-flight tandem mass spectrometry and sequential enzymatic digestion. Anal Biochem 2007; 364:8 - 18; http://dx.doi.org/10.1016/j.ab.2007.01.023; PMID: 17362871
   PubMed Web of Science ®Google Scholar
• Zhang Z, Pan H, Chen X. Mass spectrometry for structural characterization of therapeutic antibodies. Mass Spectrom Rev 2009; 28:147 - 76; http://dx.doi.org/10.1002/mas.20190; PMID: 18720354
   PubMed Web of Science ®Google Scholar
• Chevreux G, Tilly N, Bihoreau N. Fast analysis of recombinant monoclonal antibodies using IdeS proteolytic digestion and electrospray mass spectrometry. Anal Biochem 2011; 415:212 - 4; http://dx.doi.org/10.1016/j.ab.2011.04.030; PMID: 21596014
   PubMed Web of Science ®Google Scholar
• Beavis RC. Chemical mass of carbon in proteins. Anal Chem 1993; 65:496 - 7; http://dx.doi.org/10.1021/ac00052a030
   Web of Science ®Google Scholar
• Takayam MN. Cα bond cleavage of the peptide backbone via hydrogen abstraction. J Am Soc Mass Spectrom 2001; 12:1044 - 9; http://dx.doi.org/10.1016/S1044-0305(01)00289-6
   Web of Science ®Google Scholar
• Demeure K, Quinton L, Gabelica V, De Pauw E. Rational selection of the optimum MALDI matrix for top-down proteomics by in-source decay. Anal Chem 2007; 79:8678 - 85; http://dx.doi.org/10.1021/ac070849z; PMID: 17939742
   PubMed Web of Science ®Google Scholar
• Resemann A, Wunderlich D, Rothbauer U, Warscheid B, Leonhardt H, Fuchser J, et al. Top-down de Novo protein sequencing of a 13.6 kDa camelid single heavy chain antibody by matrix-assisted laser desorption ionization-time-of-flight/time-of-flight mass spectrometry. Anal Chem 2010; 82:3283 - 92; http://dx.doi.org/10.1021/ac1000515; PMID: 20329751
   PubMed Web of Science ®Google Scholar
• Wang X, Singh SK, Kumar S. Potential aggregation-prone regions in complementarity-determining regions of antibodies and their contribution towards antigen recognition: a computational analysis. Pharm Res 2010; 27:1512 - 29; http://dx.doi.org/10.1007/s11095-010-0143-5; PMID: 20422267
   PubMed Web of Science ®Google Scholar
• Wuhrer M, Catalina MI, Deelder AM, Hokke CH. Glycoproteomics based on tandem mass spectrometry of glycopeptides. J Chromatogr B Analyt Technol Biomed Life Sci 2007; 849:115 - 28; http://dx.doi.org/10.1016/j.jchromb.2006.09.041; PMID: 17049937
   PubMed Web of Science ®Google Scholar
• Rapp U, Resemann A, Mayer-Posner FJ, Schäfer W, Feichtinger K. The fragmentation behavior of glycopeptides using the PSD technique. In: Townsend A, Hotchkiss A, eds. Techniques in Glycobiology. New York: Marcel Dekker Inc., 1997:53-65.
   Google Scholar
• Senko M, Beu S, McLaffertycor F. Determination of monoisotopic masses and ion populations for large biomolecules from resolved isotopic distributions. J Am Soc Mass Spectrom 1995; 6:229 - 33; http://dx.doi.org/10.1016/1044-0305(95)00017-8
   PubMed Web of Science ®Google Scholar
• Tsybin YO, Fornelli L, Stoermer C, Luebeck M, Parra J, Nallet S, et al. Structural analysis of intact monoclonal antibodies by electron transfer dissociation mass spectrometry. Anal Chem 2011; 83:8919 - 27; http://dx.doi.org/10.1021/ac201293m; PMID: 22017162
   PubMed Web of Science ®Google Scholar
• Koster C. Mass spectrometry method for accurate mass determination of unknown ions. US Patent 6188064, 2001.
   Google Scholar
• Ranzinger R, Herget S, von der Lieth CW, Frank M. GlycomeDB--a unified database for carbohydrate structures. Nucleic Acids Res 2011; 39:Database issue D373 - 6; http://dx.doi.org/10.1093/nar/gkq1014; PMID: 21045056
   PubMedGoogle Scholar