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SYNTHESIS OF L-IDARO-1,4-LACTONE, AN INHIBITOR OF α-L-IDOSID-URONASE
Herd, J. Kenneth,Mayberry, William R.,Snell, Robert L.
, p. 33 - 40 (2007/10/02)
L-Idaro-1,4-lactone was synthesized by two different, published methods: (1) epimerization of monopotassium D-glucarate by refluxing in aqueous barium hydroxide, and (2) oxidation of L-iditol by heating in dilute nitric acid.The lactone, formed by heat dehydration from aqueous solution at low pH, was purified by paper chromatography, and quantitated by gas-liquid chromatography using inositol as the internal standard.The monolactone inhibited human, seminal-fluid α-L-idosiduronase activity, with either phenyl or 4-methylumbelliferyl α-L-idosiduronic acid as the substrate, to the same degree as D-glucaro-1,4-lactone inhibits α-D-glucosiduranose.
