Abstract
PABA-GA was oxidized with periodate toidentify the ring structure of this compound. The dialdehyde from PABA-GA was examined by reducting it to the corresponding alcohol. The presence of glycerol instead of glyceric acid in the hydrolyzate of the resulting alcohol was established by paper chromatography and the glycerol was identified as the crystalline tris-p-nitrobenzoate. The presence of glycerol in the hydrolyzate suggested that the dialdehyde from PABA-GA exists in the cyclic form.
Periodate oxidation of synthetic 2-naphthyl-β-D-glucopyranosiduronamide and 2-naphthyl-β-D-glucofuranosiduronamide was conducted to compare the two compounds in the rate of periodate consumptioll and the production of acid. There is a good agreement between PABA-GA and 2-naphthyl-β-D-glucopyranosiduronamide with respect to the type of periodate oxidation. In view of above findings it was surmised that PABA-GA has a pyranose configuration.
