OXIDATION OF D-(-)-RIBOSE WITH H2O2 AND LIPID HYDROPEROXIDES

D-(-)-ribose was subjected to oxidation with equimolar amounts of H2O2 /Fe2+ and 13-hydroperoxy-9-cis-11-trans-octadecadienoic acid/Fe2+. Sma ller carbohydrates, carbonyl compounds hydroxy acids and polyols were produced. Identification of carbonyl compounds was achieved by trappin g with pentafluorobenzlylhydroxylamine hydrochloride (PFBHA-HCl). All products were identified by GC/MS after derivatization with N-methyl-N -trimethylsilyl-trifluoroacetamide (MSTFA). The reactions were repeate d with D-[C-13(1)]-ribose in order to reveal the mechanism of oxidatio n. A possible reaction pathway is outlined starting by removal of hydr ogens from C-H bonds.