Cetuximab fab and Fc N-glycan fast characterization using IdeS digestion and liquid chromatography coupled to electrospray ionization mass spectrometry

Methods in Molecular Biology

Volumn 988, Issue , 2013, Pages 93-113

  Janin Bussat, Marie Claire ^a   Tonini, Laure ^a   Huillet, Céline ^a   Colas, Olivier ^a   Klinguer Hamour, Christine ^a   Corvaïa, Nathalie ^a   Beck, Alain ^a  

^a INSTITUT DE RECHERCHE PIERRE FABRE   (France)

Author keywords

Biobetter; Biosimilar; Charge variants; Fab and Fc domains; Gala 1,3 Gal; High performance liquid chromatography; Hydrophobicity; Immunoglobulin degrading enzyme of Streptococcus pyogenes; Mass spectrometry; Middle up and down; Monoclonal antibody; Oligosaccharides; Sialic acids

Indexed keywords

CETUXIMAB; CYSTEINE; EDETIC ACID; IMMUNOGLOBULIN F(AB) FRAGMENT; OLIGOSACCHARIDE; PROTEINASE; SIALIDASE; BACTERIAL PROTEIN; BUFFER; CYSTEINE PROTEINASE; DITHIOTHREITOL; GLYCOPEPTIDASE; IMMUNOGLOBULIN FC FRAGMENT; MAC 1 LIKE PROTEIN, STREPTOCOCCUS; MAC-1-LIKE PROTEIN, STREPTOCOCCUS; MONOCLONAL ANTIBODY; POLYSACCHARIDE; REDUCING AGENT;

ARTICLE; DEGLYCOSYLATION; DISULFIDE BOND; ELECTROSPRAY; ELECTROSPRAY MASS SPECTROMETRY; GLYCOSYLATION; HUMAN; HYDROLYSIS; HYDROPHOBICITY; LIQUID CHROMATOGRAPHY; PH; PRIORITY JOURNAL; PROTEIN DEGRADATION; REVERSED PHASE LIQUID CHROMATOGRAPHY; STREPTOCOCCUS PYOGENES; TIME OF FLIGHT MASS SPECTROMETRY; ULTRA PERFORMANCE LIQUID CHROMATOGRAPHY; AMINO ACID SEQUENCE; ANIMAL; CARBOHYDRATE ANALYSIS; CHEMISTRY; CONFORMATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOLATION AND PURIFICATION; METHODOLOGY; MOLECULAR GENETICS; MOUSE; PROTEIN PROCESSING;

AMINO ACID SEQUENCE; ANIMALS; ANTIBODIES, MONOCLONAL, HUMANIZED; BACTERIAL PROTEINS; BUFFERS; CARBOHYDRATE CONFORMATION; CARBOHYDRATE SEQUENCE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CYSTEINE ENDOPEPTIDASES; DITHIOTHREITOL; GLYCOSYLATION; HUMANS; IMMUNOGLOBULIN FC FRAGMENTS; MICE; MOLECULAR SEQUENCE DATA; NEURAMINIDASE; PEPTIDE-N4-(N-ACETYL-BETA-GLUCOSAMINYL) ASPARAGINE AMIDASE; POLYSACCHARIDES; PROTEIN PROCESSING, POST-TRANSLATIONAL; PROTEOLYSIS; REDUCING AGENTS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

EID: 84883040920     PISSN: 10643745     EISSN: None     Source Type: Book Series    
DOI: 10.1007/978-1-62703-327-5_7     Document Type: Article

References (31)

1. Janin-Bussat MC, Wagner-Rousset E, Klinguer-Hamour C, Corvaïa N, Van Dorsselaer A, Beck A (2010) Antibody glycans characterization. In: Kontermann RE, Dübel S (eds) Antibody engineering. Springer, Berlin, pp 635-656
2. Yan B, Valliere-Douglass J, Brady L, Steen S, Han M, Pace D et al (2007) Analysis of posttranslational modifications in recombinant monoclonal antibody IgG1 by reversed-phase liquid chromatography/mass spectrometry. J Chromatogr A 1164: 153-161
3. Yu L, Vizel A, Huff MB, Young M, Remmele RL Jr, He B (2006) Investigation of N-terminal glutamate cyclization of recombinant monoclonal antibody in formulation development. J Pharm Biomed Anal 42: 455-463
4. Chelius D, Jing K, Lueras A, Rehder DS, Dillon TM, Vizel A et al (2006) Formation of pyroglutamic acid from N-terminal glutamic acid in immunoglobulin gamma antibodies. Anal Chem 78: 2370-2376
5. Sundaram S, Matathia A, Qian J, Zhang J, Hsieh MC, Liu T et al (2011) An innovative approach for the characterization of the isoforms of a monoclonal antibody product. MAbs 3: 505-5012
6. Beck A, Wagner-Rousset E, Bussat MC, Lokteff M, Klinguer-Hamour C, Haeuw JF et al (2008) Trends in glycosylation, glycoanalysis and glycoengineering of therapeutic antibodies and Fc-fusion proteins. Curr Pharm Biotechnol 9: 482-501
7. Janin-Bussat MC, Strub JM, Wagner-Rousset E, Colas O, Klinguer-Hamour C, Corvaïa N et al (2010) Structural characterization of antibodies by mass spectrometry. In: Kontermann RE, Dübel S (eds) Antibody engineering. Springer, Berlin, pp 613-634
8. Jefferis R (2005) Glycosylation of recombinant antibody therapeutics. Biotechnol Prog 21: 11-16
9. Huang LH, Biolsi S, Bales KR, Kuchibhotla U (2006) Impact of variable domain glycosylation on antibody clearance: an LC/MS characterization. Anal Biochem 349: 197-207
10. Beck A, Cochet O, Wurch T (2010) GlycoFi's technology to control the glycosylation of recombinant therapeutic proteins. Expert Opin Drug Discov 5: 95-111
11. Lammerts van Bueren JJ, Rispens T, Verploegen S, Palen-Merkus T, Stapel S, Workman LJ et al (2011) Anti-galactose-alpha-1, 3-galactose IgE from allergic patients does not bind alpha-galactosylated glycans on intact therapeutic antibody Fc domains. Nat Biotechnol 29: 574-576
12. Qian J, Liu T, Yang L, Daus A, Crowley R, Zhou Q (2007) 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 364: 8-18
13. Chung CH, Mirakhur B, Chan E, Le QT, Berlin J, Morse M et al (2008) Cetuximabinduced anaphylaxis and IgE specific for galactose- alpha-1, 3-galactose. N Engl J Med 358: 1109-1117
14. Dillon TM, Bondarenko PV, Speed RM (2004) Development of an analytical reversed-phase high-performance liquid chromatographyelectrospray ionization mass spectrometry method for characterization of recombinant antibodies. J Chromatogr A 1053: 299-305
15. Dillon TM, Bondarenko PV, Rehder DS, Pipes GD, Kleemann GR, Ricci MS (2006) Optimization of a reversed-phase high-performance liquid chromatography/mass spectrometry method for characterizing recombinant antibody heterogeneity and stability. J Chromatogr A 1120: 112-120
16. Gadgil HS, Pipes GD, Dillon TM, Treuheit MJ, Bondarenko PV (2006) Improving mass accuracy of high performance liquid chromatography/electrospray ionization time-of-flight mass spectrometry of intact antibodies. J Am Soc Mass Spectrom 17: 867-872
17. Zhang Z, Pan H, Chen X (2009) Mass spectrometry for structural characterization of therapeutic antibodies. Mass Spectrom Rev 28: 147-176
18. Akesson P, Moritz L, Truedsson M, Christensson B, Pawel-Rammingen U (2006) IdeS, a highly specific immunoglobulin G (IgG)-cleaving enzyme from Streptococcus pyogenes, is inhibited by specific IgG antibodies generated during infection. Infect Immun 74: 497-503
19. Chevreux G, Tilly N, Bihoreau N (2011) Fast analysis of recombinant monoclonal antibodies using IdeS proteolytic digestion and electrospray mass spectrometry. Anal Biochem 415: 212-214
20. Vincents B, Pawel-Rammingen U, Bjorck L, Abrahamson M (2004) Enzymatic characterization of the streptococcal endopeptidase, IdeS, reveals that it is a cysteine protease with strict specificity for IgG cleavage due to exosite binding. Biochemistry 43: 15540-15549
21. Pawel-Rammingen U, Bjorck L (2003) IdeS and SpeB: immunoglobulin- degrading cysteine proteinases of streptococcus pyogenes. Curr Opin Microbiol 6: 50-55
22. Pawel-Rammingen U, Johansson BP, Bjorck L (2002) IdeS, a novel streptococcal cysteine proteinase with unique specificity for immunoglobulin G. EMBO J 21: 1607-1615
23. Wenig K, Chatwell L, Pawel-Rammingen U, Bjorck L, Huber R, Sondermann P (2004) Structure of the streptococcal endopeptidase IdeS, a cysteine proteinase with strict specificity for IgG. Proc Natl Acad Sci U S A 101: 17371-17376
24. Ren D, Pipes GD, Hambly DM, Bondarenko PV, Treuheit MJ, Brems DN et al (2007) Reversed-phase liquid chromatography of immunoglobulin G molecules and their fragments with the diphenyl column. J Chromatogr A 1175: 63-68
25. Sinha S, Pipes G, Topp EM, Bondarenko PV, Treuheit MJ, Gadgil HS (2008) Comparison of LC and LC/MS methods for quantifying N-glycosylation in recombinant IgGs. J Am Soc Mass Spectrom 19: 1643-1654
26. Pipes GD, Campbell P, Bondarenko PV, Kerwin BA, Treuheit MJ, Gadgil HS (2010) Middle-down fragmentation for the identification and quantitation of site-specific methionine oxidation in an IgG1 molecule. J Pharm Sci 99: 4469-4476
27. Damen CW, Chen W, Chakraborty AB, van Oosterhout M, Mazzeo JR, Gebler JC et al (2009) Electrospray ionization quadrupole ion-mobility time-of-flight mass spectrometry as a tool to distinguish the lot-to-lot heterogeneity in N-glycosylation profile of the therapeutic monoclonal antibody trastuzumab. J Am Soc Mass Spectrom 20: 2021-2033
28. Inouye K, Ohnaka S (2001) Pepsin digestion of a mouse monoclonal antibody of IgG1 class formed F(ab')(2) fragments in which the light chains as well as the heavy chains were truncated. J Biochem Biophys Methods 48: 23-32
29. Lau H, Pace D, Yan B, McGrath T, Smallwood S, Patel K et al (2010) Investigation of degradation processes in IgG1 monoclonal antibodies by limited proteolysis coupled with weak cation-exchange HPLC. J Chromatogr B Analyt Technol Biomed Life Sci 878: 868-876
30. Volkin DB, Mach H, Middaugh CR (1997) Degradative covalent reactions important to protein stability. Mol Biotechnol 8: 105-122
31. Kamoda S, Ishikawa R, Kakehi K (2006) Capillary electrophoresis with laser-inducedfluorescence detection for detailed studies on N-linked oligosaccharide profile of therapeutic recombinant monoclonal antibodies. J Chromatogr A 1133: 332-339