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Glycan characterization of the NIST RM monoclonal antibody using a total analytical solution: From sample preparation to data analysis

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Pages 1349-1359 | Received 21 Jun 2017, Accepted 04 Sep 2017, Published online: 04 Oct 2017

References

  • Yu M, Brown D, Reed C, Chung S, Lutman J, Stefanich E, Wong A, Stephan JP, Bayer R. Production, characterization and pharmacokinetic properties of antibodies with N-linked Mannose-5 glycans. MAbs. 2012;4(4):475-87. https://doi.org/10.4161/mabs.20737 PMID:22699308
  • Ghaderi D, Taylor RE, Padler-Karavani V, Diaz S, Varki A. Implications of the presence of N-glycolylneuraminic acid in recombinant therapeutic glycoproteins. Nat Biotech. 2010;28(8):863-67. https://doi.org/10.1038/nbt.1651
  • 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-α-1,3-galactose. N Engl J Med. 2008;358(11):1109-17. https://doi.org/10.1056/NEJMoa074943 PMID:18337601
  • 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 Fc gamma RIII and antibody-dependent cellular toxicity. J Biol Chem. 2002;277(30):26733-40. https://doi.org/10.1074/jbc.M202069200 PMID:11986321
  • Shinkawa T, Nakamura K, Yamane N, Shoji-Hosaka E, Kanda Y, Sakurada M, Uchida K, Anazawa H, Satoh M, Yamasaki M, et al. The absence of fucose but not the presence of galactose or bisecting N-acetylglucosamine of human IgG1 complex-type oligosaccharides shows the critical role of enhancing antibody-dependent cellular cytotoxicity. J Bio Chem. 2003;278(5):3466-73. https://doi.org/10.1074/jbc.M210665200
  • Beck A. Biosimilar, biobetter and next generation therapeutic antibodies. MAbs. 2011;3(2):107-10. https://doi.org/10.4161/mabs.3.2.14785 PMID:21285536
  • Beck A, Sanglier-Cianferani S, Van Dorsselaer A. Biosimilar, biobetter, and next generation antibody characterization by mass spectrometry. Anal Chem. 2012;84(11):4637-46. https://doi.org/10.1021/ac3002885 PMID:22510259
  • Fang J, Doneanu C E, Alley W R, Yu Y Q, Beck A, Chen W. Advanced assessment of the physicochemical characteristics of Remicade® and Inflectra® by sensitive LC/MS techniques. MAbs. 2016;8(6):1021-34. https://doi.org/10.1080/19420862.2016.1193661 PMID:27260215
  • Xie H, Chakraborty A, Ahn J, Yu Y Q, Dakshinamoorthy DP, Gilar M, Chen W, Skilton SJ, Mazzeo JR. Rapid comparison of a candidate biosimilar to an innovator monoclonal antibody with advanced liquid chromatography and mass spectrometry technologies. MAbs. 2010;2(4):379-94. https://doi.org/10.4161/mabs.11986 PMID:20458189
  • 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(2):229-38. https://doi.org/10.1006/abio.1995.1468 PMID:7503412
  • Yoshino K, Takao T, Murata H, Shimonishi Y. Use of the derivatizing agent 4-aminobenzoic acid 2-(diethylamino)ethyl ester for high-sensitivity detection of oligosaccharides by electrospray ionization mass spectrometry. Anal Chem. 1995;67(21):4028-31. https://doi.org/10.1021/ac00117a034 PMID:8633763
  • Lauber MA, Yu YQ, Brousmiche DW, Hua Z, Koza SM, Magnelli P, Guthrie E, Taron CH, Fountain KJ. Rapid preparation of released N-glycans for HILIC analysis using a labeling reagent that facilitates sensitive fluorescence and ESI-MS detection. Anal Chem. 2015;87(10):5401-9. https://doi.org/10.1021/acs.analchem.5b00758 PMID:25927596
  • Ahn J, Bones J, Yu YQ, Rudd PM, Gilar M. Separation of 2-aminobenzamide labeled glycans using hydrophilic interaction chromatography columns packed with 1.7 microm sorbent. J Chromatogr B. 2010;878(3–4):403-8. https://doi.org/10.1016/j.jchromb.2009.12.013
  • Aldredge D, An H J, Tang N, Waddell K, Lebrilla C B. Annotation of a serum N-glycan library for rapid identification of structures. J Proteome Res. 2012;11(3):1958-68. https://doi.org/10.1021/pr2011439 PMID:22320385
  • Kronewitter SR, De Leoz ML, Strum JS, An HJ, Dimapasoc LM, Guerrero A, Miyamoto S, Lebrilla CB, Leiserowitz GS. The Glycolyzer: Automated glycan annotation software for high performance mass spectrometry and its application to ovarian cancer glycan biomarker discovery. Proteomics. 2012;12(15–16):2523-38. https://doi.org/10.1002/pmic.201100273 PMID:22903841
  • Schiel JE, Rogstad SM, Boyne MT 2nd. Comparison of traditional 2-AB fluorescence LC-MS/MS and automated LC-MS for the comparative glycan analysis of monoclonal antibodies. J Pharm Sci. 2015;104(8):2464-72. https://doi.org/10.1002/jps.24522 PMID:26053232
  • Campbell MP, Royle L, Radcliffe CM, Dwek RA, Rudd PM. GlycoBase and autoGU: Tools for HPLC-based glycan analysis. Bioinformatics. 2008;24(9):1214-6. https://doi.org/10.1093/bioinformatics/btn090 PMID:18344517
  • Guile GR, Rudd PM, Wing DR, Prime SB, Dwek RA. A rapid high-resolution high-performance liquid chromatographic method for separating glycan mixtures and analyzing oligosaccharide profiles. Anal Biochem. 1996;240(2):210-26. https://doi.org/10.1006/abio.1996.0351 PMID:8811911
  • Pabst M, Bondili JS, Stadlmann J, Mach L, Altmann F. Mass + retention time = structure: A strategy for the analysis of N-glycans by carbon LC-ESI-MS and its application to fibrin N-glycans. Anal Chem. 2007;79(13):5051-57. https://doi.org/10.1021/ac070363i PMID:17539604
  • Houel S, Hilliard M, Yu YQ, McLoughlin N, Martin SM, Rudd PM, Williams JP, Chen W. N- and O-glycosylation analysis of Etanercept using liquid chromatography and quadrupole time-of-flight mass spectrometry equipped with electron-transfer dissociation functionality. Anal Chem. 2014;86(1):576-84. https://doi.org/10.1021/ac402726h PMID:24308717
  • Bosques CJ, Collins BE, Meador JW, Sarvaiya H, Murphy JL, DelloRusso G, Bulik DA, Hsu IH, Washburn N, Sipsey SF, et al. Chinese hamster ovary cells can produce galactose-[alpha]-1,3-galactose antigens on proteins. Nat Biotech. 2010;28(11):1153-56. https://doi.org/10.1038/nbt1110-1153
  • Prien JM, Stöckmann H, Albrecht S, Martin SM, Varatta M, Furtado M, Hosselet S, Wang M, Formolo T, Rudd PM, Schiel JE. Orthogonal technologies for NISTmAb N-glycan structure elucidation and quantitation. In Schiel JE, Davis DL, Borisov OV, editors. State-of-the-art and emerging technologies for therapeutic monoclonal antibody characterization Volume 2. Biopharmaceutical characterization: The NISTmAb case study. Washington, D.C.: American Chemical Society; 2015. pp 185-235. https://doi.org/10.1021/bk-2015-1201.ch004.
  • 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(8):3457-81. https://doi.org/10.1007/s00216-010-3532-z PMID:20225063
  • Kang P, Mechref Y, Novotny MV. High-throughput solid-phase permethylation of glycans prior to mass spectrometry. Rapid Commun Mass Spectrom. 2008;22(5):721-34. https://doi.org/10.1002/rcm.3395 PMID:18265433