A detailed study of the periodate oxidation of sialic acids in glycoproteins.
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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
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Journal ArticleDOI
Specificity of Mild Periodate Oxidation of Oligosaccharidealditols: Relevance to the Analysis of the Core-Branching Pattern of O-Linked Glycoprotein Oligosaccharides.
TL;DR: The mild periodate oxidation reaction forms part of a strategy for determining the patterns of branching of the cores of O-linked glycoprotein oligosaccharides and other oligosACcharide-alditols.
Journal ArticleDOI
Structural analysis of a novel sialic-acid-containing trisaccharide from Rhodobacter capsulatus 37b4 lipopolysaccharide
TL;DR: Sialic-acid-containing lipopolysaccharides from Rhodobacter capsulatus 37b4, KB-1 and Sp 18 were investigated for the linkage and substitution of sialic acids and revealed the presence of the disaccharide Gal1-6Glc at the non-reducing end, probably with an alpha-anomeric configuration of the galactose residue.
Journal ArticleDOI
Isobaric Labeling of Intact Gangliosides toward Multiplexed LC–MS/MS-Based Quantitative Analysis
Rodell C. Barrientos,Qibin Zhang +1 more
TL;DR: This paper carried out the rapid, chemoselective oxidation of sialic acid side chain in common ganglioside core structures using NaIO4 followed by ligation with a carbonyl-reactive isobaric tandem mass tag (TMT) reagent and subsequent RPLC-MS/MS analysis and obtained overall sample-to-sample precision of <12% RSD and mean error of <10%.
Journal ArticleDOI
Recognition by human A and B influenza viruses of 8- and 7-carbon analogues of sialic acid modified in the polyhydroxyl side chain.
TL;DR: The assay described provides a new tool for the differentiation of influenza viruses according to receptor binding properties and for an investigation of molecular interactions in the receptor binding site of the virus.
Journal ArticleDOI
Modulating the Bioactivity of Mucin Hydrogels with Crosslinking Architecture
Kun Jiang,Kun Jiang,Hongji Yan,Hongji Yan,Carolin A. Rickert,Matthias Marczynski,Kajsa Sixtensson,Francisco Vilaplana,Oliver Lieleg,Thomas Crouzier,Thomas Crouzier +10 more
TL;DR: It is shown that bovine submaxillary mucins, a highly glycosylated and immune‐modulating protein, exhibit strikingly different bioactivities whether they are crosslinked through their glycans or their protein domains.
References
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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.
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