We have examined bovine submaxillary mucin (bsm) oligosaccharidesby HPAEC-PAD, and MS. We have also done MS/MSof m/z 219 anion. We use a novel method for isolating O-linkedoligosaccharide derivatives from bsm glycoprotein. This method is compatiblefor isolating derivatives of phosphoryl, sulfuryl and sialyl substitutedoligosaccharides.� We have discovered that there are two components, one major andone minor, of these oligosaccharides, by chromatography, whenisolated in the manner above.� The major component comes from either di-sulfated or di-phosphorylated analogue. By anovel method for discerning phosphate vs. sulfate substituted carbohydrateesters we have found that this molecule is di-phosphorylated.We make a case for the phosphorylation sites as O-1 and O-3 or O-4,of hexosamine, leaving the O-6 position for substitution bysialic acid.� We characterize the major product as 1, 4-di-mono-dehydrido-phosphoryl-6-N-acetylneuraminyl N-acetyl hexosamine.� This is the first report of the isolation of BSM O-linked oligosaccharidein the unreduced hex NAc form as this derivative. It is also the first report of di-phosphorylatedBSM O-linked oligosaccharide. Except for 1-phosphorylatedmucin O-linked oligosaccharides isolated by Warachuck et al., and reportof 1-phosphorylated sialyl Tn antigen this is the first report of BSMO-linked oligosaccharide phosphorylated in the 1- position.The isolated derivative is crucial to the determination of its structure.

Structural characterization of unknown di-phosphorylated  bovine submaxillary mucin O-linked disaccharide

247th National Meeting (2014)

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