Study of (2R)-2-hydroxybut-3-enylglucosinolate (progoitrin) degradation
Hrncirik, K. | Calta, P. | Velisek, J. (Vysoka Skola Chemicko-technologicka, Prague (Czech Republic). Ustav Chemie a Analyzy Potravin)
Degradation of (2R)-2-hydroxybut-3-enylglucosinolate (progoitrin) under various conditions is reported in this study. Progoitrin is a precursor of 5-vinyl-1,3-oxazolidine-2-thione (goitrin), which exhibits strong goitrogenic effect. Two model systems simulating either enzymic or non-enzymic degradation of isolated progoitrin were employed to quantify the yield of 5-vinyl-1,3-oxazolidine-2-thione. The experiments involving myrosinase (EC 3.2.3.1) showed that the yield of 5-vinyl-1,3-oxazolidine-2-thione was highly dependent on the pH value of the medium, increased yield being observed with increasing pH. The content of 5-vinyl-1,3-oxazolidine-2-thione formed by thermal treatment of progoitrin was investigated within the scope of the second model. Relatively small amounts of 5-vinyl-1,3-oxazolidine-2-thione were observed to be released from progoitrin on incubation in a boiling water bath.
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