Glycol-cleavage oxidation oxidations, other

Aside from its role in the structure determination of polysaccharides, glycol-cleavage oxidation is applied widely in studies on various carbohydrate-containing macromolecules of biological interest. In most of the following examples the oxidation is used to alter sugar residues selectively, either to focus attention on the biochemical nature of the carbohydrate part, the protein, or some other constituent. 

The reaction is based, on the one hand, on the oxidative cleavage of vicinal diols by lead(IV) acetate and, on the other hand, on the reaction of dichlorofluorescein with lead(IV) acetate to yield a nonfluorescent oxidation product. The dichlorofluorescein only maintains its fluorescence in the chromatogram zones where the lead(IV) acetate has been consumed by the glycol cleavage reaction [1],... 

This lack of an entirely consistent pattern has not prevented the successful application of glycol-cleavage by lead tetraacetate to a wide variety of structural problems. In relating oxidation data to structure, it has been necessary only to recognize that a single approach to a chemical problem is never fully adequate and that other lines of evidence must be sought. 

Glycol cleavage. The initial periodate oxidation of cellulose, like other chemical reactions, was largely limited to the readily accessible component and has also been used to indicate the accessibility of cellulose substrates [151] (Table 1). Rowland and Cousins [232], based on the influence of periodate oxidation in the crystallinity of cotton, observed about 40% of the component being noncrystalline. Since the m-diol unit is generally more reactive than the /ran.9-diol, the cleavage of the mannose residues would proceed faster than that of the glucose or xylose residues. 

Oxidations Other Than Glycol Cleavage Overoxidation 189... 

---