Aldoses hypoiodite method

The fourth student in this group, Stanford Moore, began his doctoral thesis research with Link in 1935. His work involved the development of a new, and still useful, procedure for oxidizing aldoses to the aldonic acids by potassium hypoiodite in methanol solution the resulting aldonic acids were then converted into nicely crystalline benzimidazole derivatives that proved more suitable for the characterization of carbohydrates than the classical osazones. This method, developed by Moore and Link (1940), was extended to the characterization of hexuronic acids, as their bis(benzimidazole)s, after oxidation to the glycaric acid (R. Lohmar, Dimler, Moore, and Link, 1942), of lactic acid (Moore, Dimler, and Link, 1941 Dimler and Link, 1942), and of ribose, fucose, and digitoxose (Dimler and Link, 1943). During these... 

A definite method for the determination of D-fructose in the presence of aldoses was worked out by Kruisheer 98.3% of theory was found. The aldoses were oxidized with sodium hypoiodite, after which the excess iodine was titrated with sodium sulfite. Thiosulfate could not be used here, since the subsequent determination of D-fructose was carried out with an alkaline copper solution by the Luff-Schoorl method. 

Moore and Link developed a method for the oxidation of aldoses with hypoiodite in methanol to produce aldonic acids, which are isolated as the potassium or barium aldonates in 90% yield. The procedure was worked out for the purpose of preparing... 

This method involves the oxidation of aldoses to aldonic acids by potassium hypoiodite in methanol and the condensation of the isolated potassium salt of the aldonic acid in hot acid with o-phenylenediamine (M3). The specific aldobenzimidazole can be identified by the solubility in water, optical rotation in acid, and melting point. This method is not as simple as chromatography. It requires dehydration of the sample and a relatively high concentration of the sugars to be identified. 

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