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A detailed study of the periodate oxidation of sialic acids in glycoproteins

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Abstract

Periodate oxidation of terminalN-acetyl- andN-glycoloylneuraminic acid residues in the mucins from edible bird nest substance and pig submandibular gland, respectively, can be carried out under conditions which exclusively give rise to the formation of the C-7 analogues of these sialic acids. In contrast, the C-8 compounds can be obtained in a maximum yield of about 40%. Under identical conditions,N-glycoloylneuraminic acid is oxidized about 1.5 times faster than theN-acetylated derivative. After release of the sialic acids by acid hydrolysis, the characterization of the oxidation products was carried out by TLC, by GLC and GLC-MS of the corresponding pertrimethylsilyl derivatives, and by 500-MHz1H-NMR spectroscopy. In addition, molar response factors for GLC analysis and extinction coefficients in the orcinol/Fe3+/HCl assay were determined.

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Authors and Affiliations

  1. Biochemisches Institut, Christian-Albrechts-Universität, Olshausenstrasse 40, D-2300, Kiel, F.R.G.

    Gerd Reuter, Roland Schauer & Claudia Szeiki

  2. Department of Bio-Organic Chemistry, Utrecht University, Transitorium III, P.O. Box 80075, NL-3508 TB, Utrecht, The Netherlands

    Johannis P Kamerling & Johannes FG Vliegenthart

Authors
  1. Gerd Reuter
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  2. Roland Schauer
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  3. Claudia Szeiki
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  4. Johannis P Kamerling
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  5. Johannes FG Vliegenthart
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Reuter, G., Schauer, R., Szeiki, C. et al. A detailed study of the periodate oxidation of sialic acids in glycoproteins. Glycoconjugate J 6, 35–44 (1989). https://doi.org/10.1007/BF01047888

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  • DOI: https://doi.org/10.1007/BF01047888

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