Agricultural and Biological Chemistry
Online ISSN : 1881-1280
Print ISSN : 0002-1369
ISSN-L : 0002-1369
Periodate Oxidation of Some Carbohydrates as Examined by NMR Spectroscopy
Shigehiro HIRANOTamotsu FUKUDAMotonori SATO
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1974 Volume 38 Issue 12 Pages 2539-2543

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Abstract
Periodate oxidation of some sugar alcohols, methyl glycosides and a synthetic glucan in an amount of 5_??_20mg was performed in ca. 0.2_??_0.4ml of D2O involving NaIO4 (1.5_??_2.0 moles excess) in a NMR sample tube, and the reaction products were examined in the course of oxidation by NMR spectroscopy.
In addition to proton signals of formyl and formaldehyde (in acetal), proton signals at hemiacetal carbons were identified in the periodate oxidation. Splitting and change in O-methyl and N-acetate-methyl signals indicated presence of more than one structures for each of the reaction products in the periodate oxidations of methyl α-D-glucopyranoside and methyl N-acetyl-α-D-glucosaminide. A condensation product was detected in the periodate oxidation of glycolaldehyde, D, L-glyceraldehyde and n-galactitol. A synthetic glucan was found to have a structure of 1, 6-linkage in a DP=15-17.
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