A detailed study of the periodate oxidation of sialic acids in glycoproteins.
Reads0
Chats0
TLDR
Periodate oxidation of terminalN-acetyl- andN-glycoloylneuraminic acid residues in the mucins from edible bird nest substance and pig submandibular gland can be carried out under conditions which exclusively give rise to the formation of the C-7 analogues of these sialic acids.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.read more
Citations
More filters
Journal ArticleDOI
A novel method for rapid elimination of sturgeon egg stickiness using sodium hypochlorite
TL;DR: A novel approach to sturgeon egg de-adhesion involving oxidation of egg surface is described, which requires little time, is low cost, and disinfects and softens the egg surface, which facilitates hatching.
Journal ArticleDOI
Rapid and reversible hydrazone bioconjugation in cells without the use of extraneous catalysts
TL;DR: AHydrazine scaffold-o-amino benzyl hydrazine-that rapidly forms hydrazones via intramolecular nucleophilic catalysis, thereby obviating the use of extraneous catalysts is reported.
Journal ArticleDOI
Theoretical Studies on the Electronic Structure Parameters and Reactive Activity of Neu5Gc and Neu5Ac under Food Processing Solvent Environment.
Rui Chang,Bowen Yang,Qiujin Zhu +2 more
TL;DR: The orbital analysis showed that the amide group and carboxyl group confer the sites with susceptibility to nucleophilic and electrophilic attack, respectively, and the solvent effect showed that polar solvents, such as formic acid and water, can enhance the two molecules’ nucleophile activity.
Journal ArticleDOI
Improving Analytical Characterization of Glycoconjugate Vaccines through Combined High-Resolution MS and NMR: Application to Neisseria meningitidis Serogroup B Oligosaccharide-Peptide Glycoconjugates.
TL;DR: A synergistic combination of high-resolution mass spectrometry (MS) and nuclear magnetic resonance spectroscopy (NMR) for the analysis of glycoconjugates is presented and can be applied to enhance the characterization of polysaccharide conjugate vaccines.
Journal ArticleDOI
Binding of fluorescently labeled cholera toxin subunit B to glycolipids in the human submandibular gland and inhibition of binding by periodate oxidation and by galactose.
TL;DR: FITC-labeled cholera toxin subunit B (CTB) stained the surfaces of cells of mucous acini in the submandibular gland, suggesting that inhibition of the GM1 receptor binding to cholERA toxin has potential for protection of humans againstCholera.
References
More filters
Journal ArticleDOI
The thiobarbituric acid assay of sialic acids.
TL;DR: This chapter discusses the different aspects of thiobarbituric acid assay of sialic acid, which is suitable for measuring the release of bound sialoic acid by sialidase and hydrolysis of sIALic acid-containing material must be carried out for the measurement of total sialsic acids.
Book ChapterDOI
High-Resolution, 1H-Nuclear Magnetic Resonance Spectroscopy as a Tool in the Structural Analysis of Carbohydrates Related to Glycoproteins
TL;DR: This chapter presents literature data on the high-resolution, 1H-NMR spectroscopy of carbohydrates derived from glycoconjugates and discusses the results for carbohydrates related to the glycoproteins of N-glycosylic type.
Journal ArticleDOI
Selective radioactive labeling of cell surface sialoglycoproteins by periodate-tritiated borohydride.
TL;DR: This simple method of specifically introducing a radioactive label into cell surface sialic acids is useful in the study of cell surfaceSialic acid-containing glycoproteins.
Book ChapterDOI
Occurrence of Sialic Acids
TL;DR: The discovery and the widespread occurrence of the sialic acids in mammalian tissues has been correlated with a range of different biological functions (see chapter J), and the known spectrum of derivatives covered in this chapter continues to expand.
Related Papers (5)
Studies on the chemical and enzymatic modification of glycoproteins. A general method for the tritiation of sialic acid-containing glycoproteins.
Lee Van Lenten,Gilbert Ashwell +1 more
Immunochemistry of groups A, B, and C meningococcal polysaccharide-tetanus toxoid conjugates.
H J Jennings,C Lugowski +1 more