Acta chemica Scandinavica/Acta chemica Scandinavica. B, Organic chemistry and biochemistry/Acta chemica Scandinavica. A, Physical and inorganic chemistry/Acta chemica Scandinavica. Series B. Organic chemistry and biochemistry/Acta chemica Scandinavica. Series A, Physical and inorganic chemistry · 1976 · 11 citations · 0 references
Life SciencesBiochemistryChemistryBiocatalysisCarbohydrate BiochemistryCarbohydrate ChemistryCarbohydrate StructureCarboxylic AcidsCellulose BiochemistryCellulose ChemistryDegradation ProductsOrganic AcidsAlkali TreatmentCellulose BreakdownCellulose DecompositionCellulose DegradationCellulose HydrolysisLignocellulose DegradationLignocellulosic Biomass DegradationOxidation
An anhydroisosaccharinic acid obtained in large amounts by end-wise degradation of cellulose in alkaline media, and in small amounts in hydrolysates of cellulose, has been identified as a 1,4-anhydro-3-deoxypentitol-2-carboxylic acid (3-hydroxy-5-(hydroxymethyl)oxolane-3-carboxylic acid). Structural evidence was obtained by GC-MS studies of the compounds (as Me3Si derivatives) obtained on degradation of the acid to 1,4-anhydro-3-deoxypentitol by reduction of the methyl ester followed by periodate oxidation and borohydride reduction. In aqueous alkali, the acid is likely to be formed from a dicarbonyl precursor by benzilic acid rearrangement.