Major O-glycans from the nest of Vespula germanica contain phospho-ethanolamine.
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 beta-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(beta1-3)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(beta1-3)]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.
Maes
Emmanuel
E
Unité de Glycobiologie Structurale et Fonctionnelle, CNRS UMR 8576, Université des Sciences et Technologies de Lille, F-59655 Villeneuve d'Ascq, France.
Garénaux
Estelle
E
Strecker
Gérard
G
Leroy
Yves
Y
Wieruszeski
Jean-Michel
JM
Brassart
Colette
C
Guérardel
Yann
Y
D000818:Animals; D002236:Carbohydrate Conformation; D002241:Carbohydrates / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D004983:Ethanolamines / Q000737:chemistry*; D006023:Glycoproteins / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D019158:N-Acetylneuraminic Acid / Q000737:chemistry; D009844:Oligosaccharides / Q000737:chemistry; D010710:Phosphates / Q000737:chemistry; D011134:Polysaccharides / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D014863:Wasps
D002241:Carbohydrates; D004983:Ethanolamines; D006023:Glycoproteins; D009844:Oligosaccharides; D010710:Phosphates; D011134:Polysaccharides; C005448:phosphorylethanolamine; D019158:N-Acetylneuraminic Acid