Glucaro-1,4-lactone

A large number of substances have been shown to have the property of inhibiting /3-D-glucuronidase. The most potent of all, according to Lewy,68 is D-glucaro-1,4-lactone (XXXVI), whose structure is shown below for comparison with that of a /3-D-glucosiduronic acid (XXXVII). This in-... 

Figures for K, the dissociation constant of the enzyme-inhibitor complex, obtained under strictly comparable conditions with mouse-liver preparations, are shown in Table VIII for D-glucaro-1,4-lactone and some closely-related compounds, all of which act competitively. Table IX gives figures obtained with the enzyme from female-rat preputial gland and various substrates within the limits of these experiments, Kt for boiled D-glucarate or boiled galactarate solutions was little affected by changes in the purity of the enzyme or the pH of test. In accordance with theory, similar values of Ki for any one inhibitor were obtained with different substrates, with the notable exception of o-nitrophenyl /8-galacturonide.

D-Glucaro-1,4-lactone phenolphthalein /S-D-gluco-siduronic acid 4.1 0.11 86... 

D-Glucaro-1,4-lactone Widespread (e.g. edible Intestinal liver microsomal... 

An improved method of synthesis of benzyl 2,3,4-tri-O-benzyl-D-gIuco-pyranuronate of value in the synthesis of glucuronosides has been reported, and compounds (10) and (11) were prepared as inhibitors of jS-o-glucuronidase. The former was made from D-glucaro-1,4-lactone, and the latter by application... 

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