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High resolution mass spectrometric characterization of amino linked oligosaccharides — a preliminary study

  • Research Article
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Central European Journal of Chemistry

Abstract

In this study maltose, maltotriose and maltotetraose were for the first time, coupled to 4,4′-methylenedianiline (MDA). The aim of this preliminary work was to test the feasibility of oligo- and polysaccharide coupling to MDA and the characterization of the coupling products by high resolution mass spectrometry (MS). (+) nanoESI in combination with a quadrupole time of flight (QTOF) MS in full scan (MS) and MS/MS was optimized first on underivatized maltose, maltotriose and maltotetraose. The optimal screening and sequencing conditions were further applied to the MDA-functionalized oligosaccharides. The obtained results revealed a straightforward MS detection of the functionalized oligomers, high sequence coverage and a fragmentation pathway with the formation of B and Y ions as well as the complementary C and Z ions along with a typical cleavage of the aglycon. We consider that this methodology is fully applicable also to polydisperse mixtures of long chain polysaccharides, which due to the large number of components and their size require a systematic method of development and testing.

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References

  1. D. L. Nelson, M.M. Cox, Lehninger Principles of Biochemistry, 4th edition (W.H. Freeman and Co., New York, 2005)

    Google Scholar 

  2. S. Namkung, C.C. Chu, J. Biomater. Sci. Polym. 18, 901 (2007)

    Article  CAS  Google Scholar 

  3. A. Abed, B. Deval, N. Assoul, I. Bataille, P. Portes, L. Louedec, D. Henin, D. Letourneur, A. Meddahi-Pellé, Tissue Eng. Part A 14, 519 (2008)

    Article  CAS  Google Scholar 

  4. T. Zhang, R.E. Marchant, Macromolecules 27, 7302 (1994)

    Article  CAS  Google Scholar 

  5. I. Bita, J.K. Yang, Y.S. Jung, C.A. Ross, E.L. Thomas, K.K. Berggren, Science 321, 939 (2008)

    Article  CAS  Google Scholar 

  6. C. T. Black, Nat. Nanotechnol. 2, 464 (2007)

    Article  CAS  Google Scholar 

  7. R. Muppalla, S.K. Jewrajka, K. Prasad, J. Biomed. Mater Res. A. 101(6), 1637 (2012)

    Google Scholar 

  8. S. J. Rezaei, M.R. Nabid, H. Niknejad, A.A. Entezami, Int. J. Pharm. 437(1–2), 70 (2012)

    Article  CAS  Google Scholar 

  9. C. Hoskins, P.K. Thoo-Lin, W.P. Cheng, Ther. Deliv. 3(1), 59 (2012)

    Article  CAS  Google Scholar 

  10. Q. Zhang, N.R. Ko, J.K. Oh, Chem. Commun. (Camb). 48(61), 7542 (2012)

    Article  CAS  Google Scholar 

  11. P. Tanner, P. Baumann, R. Enea, O. Onaca, C. Palivan, W. Meier, Acc. Chem. Res. 44(10), 1039 (2011)

    Article  CAS  Google Scholar 

  12. Y. R. Kim, S. Jung, H. Ryu, Y.E. Yoo, S.M. Kim, T.J. Jeon, Sensors (Basel) 12(7), 9530 (2012)

    Article  CAS  Google Scholar 

  13. A. Doğan, M.E. Yalvaç, F. Şahin, A.V. Kabanov, A. Palotás, A.A. Rizvanov, Int. J. Nanomedicine 7, 4849 (2012)

    Google Scholar 

  14. J. Tan, W.G. McClung, J.L. Brash, J. Biomed. Mater. Res. A. 85(4), 873 (2008)

    CAS  Google Scholar 

  15. E. Sisu, W.T. Bosker, W. Norde, T.M. Slaghek, J.W. Timmermans, J. Peter Katalinić, M.A. Cohen-Stuart, A.D. Zamfir, Rapid Commun. Mass Spectrom. 20, 209 (2006)

    Article  CAS  Google Scholar 

  16. I. Perdivara, E. Sisu, I. Sisu, N. Dinca, K.B. Tomer, M. Przybylski, A.D. Zamfir, Rapid Commun. Mass Spectrom. 22, 773 (2008)

    Article  CAS  Google Scholar 

  17. I. Sisu, V. Udrescu, C. Flangea, S. Tudor, N. Dinca, L. Rusnac, A.D. Zamfir, E. Sisu, Cent. Eur. J. Chem. 7(1), 66 (2009)

    Article  CAS  Google Scholar 

  18. J. Zaia, Mass Spectrom. Rev. 23, 161 (2004)

    Article  CAS  Google Scholar 

  19. B. Domon, C.E. Costello, Glycoconj. J. 5, 397 (1988)

    Article  CAS  Google Scholar 

  20. C. Flangea, E. Sisu, D.G. Seidler, A.D. Zamfir, Anal. Biochem. 420, 155 (2012)

    Article  CAS  Google Scholar 

  21. A. D. Zamfir, A. Serb, Ž. Vukelić, C. Flangea, C. Schiopu, D. Fabris, S. Kalanj-Bognar, F. Capitan, E. Sisu, J. Am. Soc. Mass Spectrom. 22, 2145 (2011)

    Article  CAS  Google Scholar 

  22. C. Flangea, A. Serb, E. Sisu, A.D. Zamfir, Biochimica et Biophysica Acta 1811, 513 (2011)

    Article  CAS  Google Scholar 

  23. B. Stahl, M. Steup, M. Karras, F. Hillenkamp, Anal. Chem. 63(14), 1463 (1991)

    Article  CAS  Google Scholar 

  24. M. J. Deery, E. Stimson, C.G. Chappell, Rapid Commun. Mass Spectrom. 15, 2273 (2001)

    Article  CAS  Google Scholar 

  25. A. Pfenninger, M. Karas, B. Finke, B. Stahl, J. Am. Soc. Mass Spectrom. 13(11), 1331 (2002)

    Article  CAS  Google Scholar 

  26. U. Bahr, A. Pfenninger, M. Karas, B. Stahl, Anal. Chem. 69(22), 4530 (1997)

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Biochemistry, University of Medicine and Pharmacy “Victor Babes”, 300041, Timisoara, Romania

    Roxana M. Ghiulai, Ioana Sisu & Eugen Sisu

  2. Department of Chemistry and Biology, “Aurel Vlaicu” University of Arad, 310130, Arad, Romania

    Mirela Galusca & Alina D. Zamfir

  3. Department of Physics, West University Timisoara, 300223, Timisoara, Romania

    Mirela Galusca

  4. Mass Spectrometry Laboratory, National Institute for Research and Development in Electrochemistry and Condensed Matter, 300224, Timisoara, Romania

    Alina D. Zamfir

Authors
  1. Roxana M. Ghiulai
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  2. Mirela Galusca
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  3. Ioana Sisu
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  4. Eugen Sisu
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  5. Alina D. Zamfir
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Correspondence to Alina D. Zamfir.

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Ghiulai, R.M., Galusca, M., Sisu, I. et al. High resolution mass spectrometric characterization of amino linked oligosaccharides — a preliminary study. cent.eur.j.chem. 11, 1309–1319 (2013). https://doi.org/10.2478/s11532-013-0265-9

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  • DOI: https://doi.org/10.2478/s11532-013-0265-9

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