Characterization of N-glycan heterogeneities of erythropoietin products by liquid chromatography/mass spectrometry and multivariate analysis

Rapid Communications in Mass Spectrometry

Volumn 28, Issue 8, 2014, Pages 921-932

  Hashii, Noritaka ^a   Harazono, Akira ^a   Kuribayashi, Ryosuke ^a   Takakura, Daisuke ^a   Kawasaki, Nana ^a  

^a NATIONAL INSTITUTE OF HEALTH SCIENCES   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

LEAST SQUARES APPROXIMATIONS; LIQUID CHROMATOGRAPHY; MASS SPECTROMETERS; MASS SPECTROMETRY; MULTIVARIANT ANALYSIS; POLYSACCHARIDES;

BIOSIMILAR; CRITICAL QUALITY; GLYCANS; HUMAN ERYTHROPOIETIN; LIQUID CHROMATOGRAPHY - MASS SPECTROMETRIES; MASS SPECTROMETRY ANALYSIS; MULTI VARIATE ANALYSIS; N-GLYCAN; PARTIAL LEAST SQUARES DISCRIMINATION ANALYSIS; PRINCIPAL-COMPONENT ANALYSIS;

PRINCIPAL COMPONENT ANALYSIS;

ERYTHROPOIETIN; POLYSACCHARIDE; RECOMBINANT PROTEIN;

ARTICLE; CHEMISTRY; HUMAN; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; METHODOLOGY; MULTIVARIATE ANALYSIS; PRINCIPAL COMPONENT ANALYSIS;

CHROMATOGRAPHY, LIQUID; ERYTHROPOIETIN; HUMANS; MASS SPECTROMETRY; MULTIVARIATE ANALYSIS; POLYSACCHARIDES; PRINCIPAL COMPONENT ANALYSIS; RECOMBINANT PROTEINS;

EID: 84896127013     PISSN: 09514198     EISSN: 10970231     Source Type: Journal    
DOI: 10.1002/rcm.6858     Document Type: Article

References (35)

1. A. Harazono, N. Hashii, R. Kuribayashi, S. Nakazawa, N. Kawasaki,. Mass spectrometric glycoform profiling of the innovator and biosimilar erythropoietin and darbepoetin by LC/ESI-MS. J. Pharm. Biomed. Anal. 2013, 83, 65.
2. J. S. Lee, T. K. Ha, S. J. Lee, G. M. Lee,. Current state and perspectives on erythropoietin production. Appl. Microbiol. Biotechnol. 2012, 95, 1405.
3. E. Llop, R. Gutierrez-Gallego, J. Segura, J. Mallorqui, J. A. Pascual,. Structural analysis of the glycosylation of gene-activated erythropoietin (epoetin delta, Dynepo). Anal. Biochem. 2008, 383, 243.
4. A. Taichrib, M. Pioch, C. Neususs,. Multivariate statistics for the differentiation of erythropoietin preparations based on intact glycoforms determined by CE-MS. Anal Bioanal. Chem. 2012, 403, 797.
5. S. Itoh, N. Kawasaki, M. Ohta, M. Hyuga, S. Hyuga, T. Hayakawa,. Simultaneous microanalysis of N-linked oligosaccharides in a glycoprotein using microbore graphitized carbon column liquid chromatography-mass spectrometry. J. Chromatogr. A 2002, 968, 89.
6. E. Goldwasser, C. K. Kung, J. Eliason,. On the mechanism of erythropoietin-induced differentiation. 13. The role of sialic acid in erythropoietin action. J. Biol. Chem. 1974, 249, 4202.
7. S. Elliott, J. Egrie, J. Browne, T. Lorenzini, L. Busse, N. Rogers, I. Ponting,. Control of rHuEPO biological activity: the role of carbohydrate. Exp. Hematol. 2004, 32, 1146.
8. J. C. Egrie, J. K. Browne,. Development and characterization of novel erythropoiesis stimulating protein (NESP). Br. J. Cancer 2001, 84 Suppl 1, 3.
9. S. Yanagihara, Y. Taniguchi, M. Hosono, E. Yoshioka, R. Ishikawa, Y. Shimada, T. Kadoya, K. Kutsukake,. Measurement of sialic acid content is insufficient to assess bioactivity of recombinant human erythropoietin. Biol. Pharm. Bull. 2010, 33, 1596.
10. C. T. Yuen, P. L. Storring, R. J. Tiplady, M. Izquierdo, R. Wait, C. K. Gee, P. Gerson, P. Lloyd, J. A. Cremata,. Relationships between the N-glycan structures and biological activities of recombinant human erythropoietins produced using different culture conditions and purification procedures. Br. J. Haematol. 2003, 121, 511.
11. N. Hashii, N. Kawasaki, S. Itoh, M. Hyuga, T. Kawanishi, T. Hayakawa,. Glycomic/glycoproteomic analysis by liquid chromatography/mass spectrometry: analysis of glycan structural alteration in cells. Proteomics 2005, 5, 4665.
12. S. Itoh, N. Kawasaki, N. Hashii, A. Harazono, Y. Matsuishi, T. Hayakawa, T. Kawanishi,. N-linked oligosaccharide analysis of rat brain Thy-1 by liquid chromatography with graphitized carbon column/ion trap-Fourier transform ion cyclotron resonance mass spectrometry in positive and negative ion modes. J. Chromatogr. A 2006, 1103, 296.
13. T. Oyama, M. Yodohsi, A. Yamane, K. Kakehi, T. Hayakawa, S. Suzuki,. Rapid and sensitive analyses of glycoprotein-derived oligosaccharides by liquid chromatography and laser-induced fluorometric detection capillary electrophoresis. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 2011, 879, 2928.
14. M. Pioch, S. C. Bunz, C. Neususs,. Capillary electrophoresis/mass spectrometry relevant to pharmaceutical and biotechnological applications. Electrophoresis 2012, 33, 1517.
15. M. Pabst, F. Altmann,. Glycan analysis by modern instrumental methods. Proteomics 2011, 11, 631.
16. G. Ivosev, L. Burton, R. Bonner,. Dimensionality reduction and visualization in principal component analysis. Anal. Chem. 2008, 80, 4933.
17. K. Laursen, U. Justesen, M. A. Rasmussen,. Enhanced monitoring of biopharmaceutical product purity using liquid chromatography-mass spectrometry. J. Chromatogr. A 2011, 1218, 4340.
18. J. D. Hu, H. Q. Tang, Q. Zhang, J. Fan, J. Hong, J. Z. Gu, J. L. Chen,. Prediction of gastric cancer metastasis through urinary metabolomic investigation using GC/MS. World J. Gastroenterol. 2011, 17, 727.
19. K. Kaplan, P. Dwivedi, S. Davidson, Q. Yang, P. Tso, W. Siems, H. H. Hill, Jr,. Monitoring dynamic changes in lymph metabolome of fasting and fed rats by electrospray ionization-ion mobility mass spectrometry (ESI-IMMS). Anal. Chem. 2009, 81, 7944.
20. T. Chaze, M. C. Slomianny, F. Milliat, G. Tarlet, T. Lefebvre-Darroman, P. Gourmelon, E. Bey, M. Benderitter, J. C. Michalski, O. Guipaud,. Alteration of the serum N-glycome of mice locally exposed to high doses of ionizing radiation. Mol. Cell. Proteomics 2013, 12, 283.
21. M. M. Gaye, S. J. Valentine, Y. Hu, N. Mirjankar, Z. T. Hammoud, Y. Mechref, B. K. Lavine, D. E. Clemmer,. Ion mobility-mass spectrometry analysis of serum N-linked glycans from esophageal adenocarcinoma phenotypes. J. Proteome Res. 2012, 11, 6102.
22. E. S. Berman, K. S. Kulp, M. G. Knize, L. Wu, E. J. Nelson, D. O. Nelson, K. J. Wu,. Distinguishing monosaccharide stereo- and structural isomers with TOF-SIMS and multivariate statistical analysis. Anal. Chem. 2006, 78, 6497.
23. H. B. Oh, F. E. Leach, 3rd, S. Arungundram, K. Al-Mafraji, A. Venot, G. J. Boons, I. J. Amster,. Multivariate analysis of electron detachment dissociation and infrared multiphoton dissociation mass spectra of heparan sulfate tetrasaccharides differing only in hexuronic acid stereochemistry. J. Am. Soc. Mass Spectrom. 2011, 22, 582.
24. F. E. Leach, 3rd, M. Ly, T. N. Laremore, J. J. Wolff, J. Perlow, R. J. Linhardt, I. J. Amster,. Hexuronic acid stereochemistry determination in chondroitin sulfate glycosaminoglycan oligosaccharides by electron detachment dissociation. J. Am. Soc. Mass Spectrom. 2012, 23, 1488.
25. Z. T. Hammoud, Y. Mechref, A. Hussein, S. Bekesova, M. Zhang, K. A. Kesler, M. V. Novotny,. Comparative glycomic profiling in esophageal adenocarcinoma. J. Thorac. Cardiovasc. Surg. 2010, 139, 1216.
26. N. Kaneshiro, Y. Xiang, K. Nagai, M. S. Kurokawa, K. Okamoto, M. Arito, K. Masuko, K. Yudoh, T. Yasuda, N. Suematsu, K. Kimura, T. Kato,. Comprehensive analysis of short peptides in sera from patients with IgA nephropathy. Rapid Commun. Mass Spectrom. 2009, 23, 3720.
27. H. Tsutsui, T. Maeda, J. Z. Min, S. Inagaki, T. Higashi, Y. Kagawa, T. Toyo'oka,. Biomarker discovery in biological specimens (plasma, hair, liver and kidney) of diabetic mice based upon metabolite profiling using ultra-performance liquid chromatography with electrospray ionization time-of-flight mass spectrometry. Clin. Chim. Acta 2011, 412, 861.
28. H. Sasaki, B. Bothner, A. Dell, M. Fukuda,. Carbohydrate structure of erythropoietin expressed in Chinese hamster ovary cells by a human erythropoietin cDNA. J. Biol. Chem. 1987, 262, 12059.
29. V. Skibeli, G. Nissen-Lie, P. Torjesen,. Sugar profiling proves that human serum erythropoietin differs from recombinant human erythropoietin. Blood 2001, 98, 3626.
30. M. Takeuchi, S. Takasaki, H. Miyazaki, T. Kato, S. Hoshi, N. Kochibe, A. Kobata,. Comparative study of the asparagine-linked sugar chains of human erythropoietins purified from urine and the culture medium of recombinant Chinese hamster ovary cells. J. Biol. Chem. 1988, 263, 3657.
31. P. L. Storring, R. J. Tiplady, R. E. Gaines Das, B. E. Stenning, A. Lamikanra, B. Rafferty, J. Lee,. Epoetin alfa and beta differ in their erythropoietin isoform compositions and biological properties. Br. J. Haematol. 1998, 100, 79.
32. N. Kawasaki, M. Ohta, S. Itoh, M. Hyuga, S. Hyuga, T. Hayakawa,. Usefulness of sugar mapping by liquid chromatography/mass spectrometry in comparability assessments of glycoprotein products. Biologicals 2002, 30, 113.
33. N. Kawasaki, Y. Haishima, M. Ohta, S. Itoh, M. Hyuga, S. Hyuga, T. Hayakawa,. Structural analysis of sulfated N-linked oligosaccharides in erythropoietin. Glycobiology 2001, 11, 1043.
34. EMA. Epoetin alfa Hexal. EPAR-Scientific Discussion, 2007.
35. M. Nimtz, V. Wray, A. Rudiger, H. S. Conradt,. Identification and structural characterization of a mannose-6-phosphate containing oligomannosidic N-glycan from human erythropoietin secreted by recombinant BHK-21 cells. FEBS Lett. 1995, 365, 203.