Structural analysis of oligosaccharide-alditols released by reductive beta-elimination from oviducal mucins of Rana dalmatina.
The O-linked oligosaccharides of the jelly coat surrounding the eggs of Rana dalmantina were released by alkaline borohydride treatment. Low-molecular-mass, monosialyl oligosaccharide-alditols were isolated by anion-exchange chromatography and fractionated by consecutive normal-phase high-performance liquid chromatography on a silica-based alkylamine column. The structures of the oligosaccharide-alditols were determined by 400-MHz 1H-NMR spectroscopy in combination with matrix assisted laser desorption ionization-time of flight analysis. The five structures were identified range in size from trisaccharides to hexasaccharides, possessing a core consisting of Gal(beta 1-3)GalNAc-ol (core type 1). Novel oligosaccharide-alditols are: [formula: see text] The carbohydrate chains isolated from Rana dalmatina are different from those found in other amphibian species, in which the presence of species-specific material has been characterized. Since the role of carbohydrates appears more and more apparent during the fertilization process, the biodiversity of the O-linked oligosaccharides could support such a biological role.
Morelle
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W
Laboratoire de Chimie Biologique, CNRS 111, Université des Sciences et Technologies de Lille, Villeneuve d'Ascq, France.
Guyétant
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R
Strecker
G
G
D000818:Animals; D001894:Borohydrides / Q000378:metabolism; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002851:Chromatography, High Pressure Liquid; D005306:Fertilization / Q000502:physiology; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009005:Monosaccharides / Q000032:analysis; D009077:Mucins / Q000737:chemistry*; D009844:Oligosaccharides / Q000737:chemistry*; D009865:Oocytes / Q000737:chemistry; D011898:Ranidae; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013402:Sugar Alcohols / Q000737:chemistry*
D001894:Borohydrides; D009005:Monosaccharides; D009077:Mucins; D009844:Oligosaccharides; D013402:Sugar Alcohols