Carbohydrate Research p. 175 - 184 (1985)
Update date:2022-08-17
Topics:
Fontana, Jose D.
Duarte, Jose H.
Gallo, Ciro B. H.
Iacomini, Marcello
Gorin, Philip A. J.
The albumen glands of the snail Megalobulimus paranaguensis were previously found to contain a branched β-D-galactopyranan consisting mainly of nonreducing end-groups and 3,6-di-O-substituted residues with smaller proportions of 3-O- and 6-O-substituted units. (13)C-n.m.r. spectroscopy has now shown that 2-aminoethylphosphonic acid (1) is an additional component and its presence was confirmed by cellulose-plate chromatography.Furthermore, the 2-aminoethyl-phosphonic acid-substituted oligosaccharides, formed on partial hydrolysis of the polysaccharide, were isolated, examined by fast-atom-bombardment mass spectrometry, and found to have molecular weights consistent with monophosphonic esters of 1.The (13)C-n.m.r. spectrum of this mixture indicated substitution of D-galactopyranosyl units at O-6 with esters of 1, and this was confirmed by spectral examination of a monosubstituted D-galactose isolated after strong acid hydrolysis of the polymer.The snail D-galactan contained one ester of 1 every 34 residues, it was free of other components such as protein, lipid, and nucleic acid, and is the first polysaccharide of this type has been identified.
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