Structure elucidation of NeuAc, NeuGc and Kdn-containing O-glycans released from Triturus alpestris oviductal mucins. Characterization of the poly LacdiNAc sequence: HSO3(4)(GalNAcbeta1-4GlcNAcbeta1-3)1-3GalNAcbeta1-4(GlcNAcbeta1-3)0-1GlcNAcbeta1-6GalNAc-ol.
Eggs from Amphibia are surrounded by several layers of jelly that are needed for proper fertilization. Jelly coat is composed of highly glycosylated mucin-type glycoproteins containing up to 60% of carbohydrates, which display a remarkable species-specificity. This material obtained from Triturus alpestris was submitted to reductive beta-elimination and the released oligosaccharide-alditols were further fractionated by HPLC. Structural characterization was performed through a combination of two dimensional (1)H-(1)H and (1)H-(13)C NMR and ESI-MS/MS analysis. Numerous carbohydrate chains are characterized by the presence of the Cad (Sd(a)) determinant, including respectively NeuAc, NeuGc or Kdn as a sialic acid. But the most significant O-glycan sequences which mark the difference between the jelly of T. alpestris and other studies amphibian jellies are polymers of GalNAc(beta 1-4)GlcNAc (LacdiNAc) which form part of the following sequence: HSO(3)(4)(GalNAcbeta 1-4GlcNAcbeta 1-3)(1-3)GalNAcbeta 1-4(GlcNAcbeta 1-3)(0-1)GlcNAcbeta 1-6GalNAc-ol.
Florea
Doina
D
Unité de Glycobiologie Structurale et Fonctionnelle, UMR 8576, USTL, 59655 Villeneuve d'Ascq Cedex, France.
Maes
Emmanuel
E
Guérardel
Yann
Y
Page
Adeline
A
Zanetta
Jean-Pierre
JP
Cogalniceanu
Dan
D
Strecker
Gérard
G
D000818:Animals; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D005260:Female; D008969:Molecular Sequence Data; D009077:Mucins / Q000737:chemistry* / Q000378:metabolism; D019158:N-Acetylneuraminic Acid / Q000737:chemistry*; D009438:Neuraminic Acids / Q000737:chemistry*; D010057:Oviducts / Q000737:chemistry* / Q000378:metabolism; D010100:Oxygen / Q000737:chemistry*; D013400:Sugar Acids / Q000737:chemistry*; D014319:Triturus
D009077:Mucins; D009438:Neuraminic Acids; D013400:Sugar Acids; C032592:N-glycolylneuraminic acid; C050008:3-deoxyglycero-galacto-nonulosonic acid; D019158:N-Acetylneuraminic Acid; D010100:Oxygen