Degradation of 2-Hydroxybut-3-enylglucosinolate (Progoitrin)

Article abstract of DOI:10.1016/S0031-9422(00)84763-9

Using a model system consisting of synthesized 2-hydroxybut-3-enylglucosinolate and a purified thioglucoside glucohydrolase preparation from Brassica napus, the effects of ascorbate, of Fe²⁺ and of Cu²⁺ were examined on the extent and course of glucosinolate degradation.Ascorbate was found to promote thioglucosidase activity to a considerable extent over the whole of the wide range of concentrations studied (0.024-400 mM), with a maximum (activation factor ca 110) at 1.57 mM ascorbate.Fe²⁺ slightly suppressed reaction, but caused a significant effect by directing degradation to 1-cyano-2-hydroxybut-3-ene rather than to 5-vinyloxazolidine-2-thione, and at low, catalytic, concentrations.Cu²⁺ had similar effect, but was a strong inhibitor of the reaction.Key Word Index - Glucosinolates; 2-hydroxybut-3-enylglucosinolate; progoitrin; thioglucoside glucohydrolase.