Major O-glycans from the nest of Vespula germanica contain phospho-ethanolamine

[Display omitted] We describe here the structural deciphering of four wasp O-glycans. Following purification of a mixture of glycoproteins from nests of the common wasp Vespula germanica L. (Hymenoptera), their substituting O-glycans were liberated by reducing β-elimination and characterised using a...

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Bibliographic Details
Published in:Carbohydrate research 2005-08, Vol.340 (11), p.1852-1858
Main Authors: Maes, Emmanuel, Garénaux, Estelle, Strecker, Gérard, Leroy, Yves, Wieruszeski, Jean-Michel, Brassart, Colette, Guérardel, Yann
Format: Article
Language:English
Subjects:
Animals
Biochemistry, Molecular Biology
Carbohydrate Conformation
Carbohydrates - chemistry
Chromatography, High Pressure Liquid
Ethanolamines - chemistry
Glycoproteins - chemistry
Insect
Life Sciences
Magnetic Resonance Spectroscopy
Mass Spectrometry
N-Acetylneuraminic Acid - chemistry
NMR
O-Glycan
Oligosaccharides - chemistry
Phosphates - chemistry
Phosphoethanolamine ( PEtn)
Polysaccharides - chemistry
Spectrometry, Mass, Electrospray Ionization
Structural Biology
Wasps
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Summary:[Display omitted] We describe here the structural deciphering of four wasp O-glycans. Following purification of a mixture of glycoproteins from nests of the common wasp Vespula germanica L. (Hymenoptera), their substituting O-glycans were liberated by reducing β-elimination and characterised using a combination of high resolution NMR and mass spectrometry analyses. Besides ubiquitously found in the insect cells GalNAc-ol and Gal(β1–3)GalNAc-ol compounds, two novel O-glycans carrying a 2-aminoethyl phosphate group were described for the first time here. We suggest that they present the following structures: Etn- P-( O → 6)-GalNAc-ol and Etn- P-( O → 6)-[Gal(β1–3)]GalNAc-ol. In conjunction with previous studies, these results suggest that a 2-aminoethyl phosphate group may act as an alternative to sialic acid for conferring charges to glycoproteins.
ISSN:0008-6215
1873-426X
0008-6215
DOI:10.1016/j.carres.2005.05.008