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. Author manuscript; available in PMC: 2016 Dec 9.
Published in final edited form as: Mol Ecol. 2014 Jan 22;23(5):1188–1203. doi: 10.1111/mec.12610

Figure 3. Glucosinolates are metabolized in molluskan herbivores.

Figure 3

(A) Metabolism of 4MSOB glucosinolate in A. lusitanicus, H. pomatia and D. laeve. After hydrolysis of the plant glucosinolate (4MSOB-GLS), the isothiocyanate (4MSOB-ITC) thus formed is metabolized in vivo by conjugation to glutathione and further peptide hydrolysis steps to afford the cysteine conjugate (4MSOB-Cys). The latter can then undergo further metabolism to result in the novel derivative (4MSOB-Cyclic, 2-(4-(methylsulfinyl) butylamino)-4,5-dihydrothiazole-4-carboxylic acid). Compounds shaded in gray were not detected in this study. (B) LC-MS/MS traces (MRMs in positive mode) of 4MSOB-Cys and 4MSOB-Cyclic detected from frass of corresponding mollusk species fed on leaf tissue (upper graphs) or artificial diets (lower graphs).