Synthesis of L-Idaro-1,4-Lactone, an Inhibitor of α-L-Idosiduronase

Document Type

Article

Publication Date

1-1-1982

Description

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-glucosiduronase.

Share

COinS