Periodate oxidation resistant structure

The failure of a compound to undergo periodate oxidation can not be regarded as positive proof that it contains no 1,2-glycol structures. If the glycol is securely locked in a trans position, oxidation has been shown not to occur. This resistance has been encountered in the bicyclic anhydro hexoses, for example, l,6-anhydro-/3-D-glucofuranoseM and 1,6-anhydro-a-D-galactofuranose.54 This work has already been summarized in this... 

L-Arabinose was formed on periodate oxidation, borohydride reduction, and mild, acid hydrolysis of the pentasaccharide, demonstrating that it contains a D-galactofuranosyl residue. The amino sugar residue was resistant to periodate oxidation but was oxidized after N-deacetylation, showing that this residue is substituted at 0-4, not at 0-3. The structure of the pentasaccharide 21 was thereby established. It showed [a]D —36°, indicating that all sugar residues are /3-D-linked. 

Smith and coworkers - have subjected starch dextrins to the classical techniques of structural carbohydrate chemistry. In one study, four commercial maize-dextrins were fractionated from aqueous ethanol to obtain a sub-fraction which was the most resistant to periodate oxidation. This material was then methylated, the product hydrolyzed, and the resulting methylated sugars analyzed by column chromatography. Table II shows the results. The complexity of the dextrin structure is shown by the fact that only components 1, 2, and 5 arise in any large proportion from the methylation of maize starch. It is of interest that no traces of a methyl... 

The structures of dermatan and heparan sulphates excreted in the urine of patients with Hurler and Hunter syndromes differ from those in normal urine these differences are revealed by the resistance to periodate oxidation, the charge distribution (as judged by electrophoresis and ion-exchange chromatography), and the content of 2-sulphoamino-2-deoxy-D-gIucose. ... 

---