Glucuronic acid 0 anomer

The glucuronic acid moiety of bomyl /9-D-glucuronide excreted as a metabolite of bomeol by man or rabbit was shown by Pryde and Williams20 to have a pyranoid structure. The glucuronide, on treatment with methyl iodide and silver oxide, gave crystalline bomyl 2,3,4-tri-O-methyl-jS-D-glucuronide methyl ester. This was converted to a mixture of a and (8 anomers of methyl tri-O-methyl-D-glucuronides by the action of 0.2 N sulfuric acid in methanol at 100° under pressure. Oxidation of... 

Thus, the susceptibility of the pigment to the action of /3-glucuroni-dase had already established the identity of one of the two sugar residues as the D-enantiomer of glucuronic acid. It further gave proof for its presence as the /8-anomer but did not differentiate between the alternative pyranoside and furanoside structures. This information cannot be deduced from enzymic studies since both forms are almost equally susceptible to the action of /8-glucuronidase (Kato et al, 1964a,b). 

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