Abstract
WHEN a sugar glycoside is oxidized with periodate, the ring is severed and a dialdehyde is formed1. In the case of pyranosides, cleavage is accompanied by the elimination of the βCH(OH)β group at C3 as formic acid, whereas in the cleavage of pentofuranosides no formic acid is formed. The elucidation of this reaction by recognition of the dialdehydic character of the periodate oxidation product1 and an extensive study of the corresponding dibasic acids and their salts have enabled the ring structure of glycosides to be determined and have provided a simple method for correlating the structure of the various glycosides2.
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References
Fleury, Herissey and Joly, J. Pharm. Chim., 20, 149 (1934).
Hudson and Jackson, J. Amer. Chem. Soc., 58, 378 (1936); 59, 994 (1937).
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AKEER, M., CADOTTE, J., MONTGOMERY, R. et al. A New Procedure for Correlating the Structure of Glycosides. Nature 171, 474β475 (1953). https://doi.org/10.1038/171474a0
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DOI: https://doi.org/10.1038/171474a0
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