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Quantitative gas chromatography/mass spectrometry determination of C-mannosylation of tryptophan residues in glycoproteins.
MedLine Citation:
PMID:  15158478     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
C-mannosylation of Trp residue is one of the most recently discovered types of glycosylation, but the identification of these mannosylated residues in proteins is rather tedious. In a previous paper, it was reported that the complete analysis of all constituents of glycoproteins (sialic acids, monosaccharides, and amino acids) could be determined on the same sample in three different steps of gas chromatography/mass spectrometry of heptafluorobutyrate derivatives. It was observed that during the acid-catalyzed methanolysis step used for liberation of monosaccharide from classical O- and N-glycans, Trp and His were quantitatively transformed by the addition of a methanol molecule on their indole and imidazole groups, respectively. These derivatives were stable to acid hydrolysis used for the liberation of amino acids. Since monosaccharide derivatives were also stabilized as heptafluorobutyrate derivatives of O-methyl-glycosides, it was suggested that C-mannosides of Trp residues could quantitatively be recovered. Based on the analyses of standard compounds, peptides and RNase 2 from human urine, we report that C((2))-mannosylated Trp could be quantitatively recovered and identified during the step of amino acid analysis. Analyses of different samples indicated that this type of glycosylation is absent in bacteria and yeasts.
Authors:
Jean-Pierre Zanetta; Alexandre Pons; Colette Richet; Guillemette Huet; Philippe Timmerman; Yves Leroy; Anne Bohin; Jean-Pierre Bohin; Pierre-André Trinel; Daniel Poulain; Jan Hofsteenge
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Analytical biochemistry     Volume:  329     ISSN:  0003-2697     ISO Abbreviation:  Anal. Biochem.     Publication Date:  2004 Jun 
Date Detail:
Created Date:  2004-05-25     Completed Date:  2005-01-11     Revised Date:  2009-11-19    
Medline Journal Info:
Nlm Unique ID:  0370535     Medline TA:  Anal Biochem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  199-206     Citation Subset:  IM    
Affiliation:
CNRS Unité Mixte de Recherche 8576, Glycobiologie Structurale et Fonctionnelle, Université des Sciences et Technologies de Lille Bâtiment C9, 59655 Villeneuve d'Ascq Cedex, France. Jean-Pierre.Zanetta@univ-lille.fr
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MeSH Terms
Descriptor/Qualifier:
Bacteria / chemistry
Candida albicans / chemistry
Chemistry Techniques, Analytical / methods*
Chromatography, Gas / methods
Glycoproteins / chemistry*
Spectrometry, Mass, Electrospray Ionization / methods
Tryptophan / analogs & derivatives*,  chemistry*
Chemical
Reg. No./Substance:
0/C(2)-mannosyltryptophan; 0/Glycoproteins; 73-22-3/Tryptophan

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