Analysis of bromine-oxidised dextran by 13C-n.m.r. spectroscopy |
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Authors: | Olle Larm Kjell Larsson Elisabeth Scholander Bernd Meyer Joachim Thiem |
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Institution: | Department of Chemistry, Swedish University of Agricultural Sciences, S-750 07 Uppsala Sweden;Institut für organische Chemie und Biochemie, Universität Hamburg, Martin-Luther-King Platz 6, D-2000 Hamburg 13 West Germany |
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Abstract: | Dextran T 10, elaborated by Leuconostoc mesenteroides NRRL B-512, was oxidised with aqueous bromine at pH 7.0. The resulting oxodextran and its methoximated derivative were analysed by 13C-n.m.r. spectroscopy. The total amount of keto groups and their positions were established. Assignments of the 13C signals were made by referring to spectra of the corresponding methyl glucosiduloses and an oxodextran having most of the carbonyl groups at position 3 of the glycopyranosyl residues. In accordance with the mechanism for bromine oxidation of mono- and di-saccharides, the glucopyranosyl residues of dextran were oxidised mainly at C-2 and C-4. Over-oxidation resulted in a small proportion of acidic, ring-cleavage products. |
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