2-Propenyl glucosinolate

KRUL C, HUMBLOT C, PHILIPPE C, VERMEULEN M, VAN NUENEN M, HAVENAAR R and RABOT S (2002) Metabolism of sinigrin (2-propenyl glucosinolate) by the hiunan colonic microflora in a dynamic in vitro large-intestinal model . Carcinogenesis, 23 1009-16. 

Figure 13.1 Degradation of glucosinolates. Hydrolysis is catalyzed by myrosinases and gives rise to different degradation products dependent on the structure of the glucosinolate side chain and the hydrolysis conditions. (I) isothiocyanates, the major product at pH >7 (II) nitriles, the major product at pH <4 (ID) thiocyanates, produced from 2-propenyl-, benzyl-, and 4-methylthiobutylglucosinolates (IV) oxazolidine-2-thiones, produced from glucosinolates with P-hydroxylated side chains, (V) epithionitriles, produced in the presence of epithiospecifier proteins.

The buds and the leaves (less often) of the Brussels sprout plant (Brasska olera-cea var. gemmifera) are eaten cooked with the main meal. In Brussels sprouts, breakdown products from glucosinolates are dominant and represent about 80-90% of the volatiles in headspace samples [176]. The residual volatiles are mostly sulfur compounds [176]. Compounds likely to be associated with the aroma of Brussels sprouts are 2-propenyl isothiocyanate, dimethyl sulfide, dimethyl disulfide and dimethyl trisulfide (Table 7.6) [35,176]. 

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