Structural analysis of 13 neutral oligosaccharide-alditols released by reductive β-elimination from oviducal mucins of Rana temporaria

Amphibian eggs are always surrounded by an extracellular matrix, named the jelly coat. This is mainly composed of a highly O-glycosylated, mucin-type glycoprotein. This work has consisted of isolating O-linked neutral oligosaccharides from oviducal mucin of Rana temporaria, with a view to determining their primary structure. Hence, these carbohydrate chains have been released by alkaline borohydride treatment leading to stable glycans. The oligosaccharide-alditols have been purified by ion-exchange chromatography and separated by HPLC. The primary structure of 13 of these carbohydrate chains have been obtained by 1D/2D H-1-NMR spectroscopy and methylation analyses, in combination with MALDI-TOF mass spectroscopy. The results confirm what has been observed for six other amphibians about the species-specificity of the carbohydrate moieties and their likely involvement in the species-specific gamete recognition.