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In earlier studies the authors called attention to the fact that the monocarboxylic acid lactones obtained by oxidizing aldoses are later oxidized to keturonic acids. In this brochure the quantitative evidence for this interpretation is presented on some fifty carbohydrates and correlated with the structural factors of the pyranoid structure of the respective monosaccharides. It is significant to note that ketoses also yield some keturonic acids and that sugar alcohols and nonreducing glucocides first yield ketoses and then 1-keturonic acids. The path and extent of oxidation are in part determined by temperature and concentrations but in the main by three structural factors. The first of these involves substitution of a radical on the OH hydrogen of the reducing carbon in the pyranoid ring. Thus a and β glucosides behave differently; the former are oxidized slowly without hydrolysis, but the β forms are hydrolyzed and oxidized more easily. Substitution of a
Oxidation of Carbohydrates in Acid Solution: Quantitative Studies from the Biochemical Laboratories of the University of Oklahoma School of Medicine. JAMA. 1937;109(13):1069. doi:10.1001/jama.1937.02780390071038