Studies on the Decomposition of Sinalbin

Abstract
Total degradation scheme of sinalbin has been clarified. Under physiological condition (pH 5~7), a major part of p-hydroxybenzyl isothiocyanate (I) (white mustard oil) was decomposed to p-bydroxybenzyl alcohol (II) and SCN, and a minor part of I was degradated to di-(p-hydroxybenzyl)disulfide through an intermediate (III). Alkaline hydrolysis, UV, IR and mass spectra suggested that the III was p-hydroxybenzyl p-hydroxy-benzyldithiocarbamate, C15H15NO2S2. The structure was confirmed also by synthesis. Another decomposition product (V) of sinalbin was isolated from the reaction mixture of sinalbin and myrosinase at pH 3.0 and identified as p-hydroxybenzyl cyanide. Results showed that I, V and sulfur were simultaniously formed from sinalbin under acidic condition (pH 3~4).

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