AN EFFICIENT PEROXIDASE-CATALYZED OXIDATION OF HYDROXYLAMINOEVERNINOMICIN IN AQUEOUS-ORGANIC MEDIA

A horseradish peroxidase-catalyzed oxidation of nitroso- and hydroxyla mino derivative of the antibiotic Everninomicin (EVN) by hydrogen pero xide has been carried out. Due to the very low solubility of the subst rate in water, the oxidation was performed in 50% aqueous/dioxane mixt ure. Despite the high concentration of the co-solvent the enzyme remai ned selective and highly active. The conversion of the hydroxylamino-E VN 1 to nitro-EVN 3 was quantitative and proceeded via the nitroso-EVN intermediate 2. The oxidation with (H2O2)-O-18 indicated that oxygen on the nitro group derived predominantly from the hydrogen peroxide, t hereby providing a strong evidence for a direct ferryl-oxygen transfer .