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The synthesis of the first example of a fluorescent glucosinolate (GSL)–BODIPY conjugate based on an azide‐containing artificial GSL precursor (GSL‐N3) is reported. Biochemical evaluation of the artificial GSLs revealed that… Click to show full abstract
The synthesis of the first example of a fluorescent glucosinolate (GSL)–BODIPY conjugate based on an azide‐containing artificial GSL precursor (GSL‐N3) is reported. Biochemical evaluation of the artificial GSLs revealed that the compounds are converted to the corresponding isothiocyanates in the presence of myrosinase. Furthermore, myrosinase‐catalyzed hydrolysis in the presence of plant specifier proteins yielded the expected alternative products, namely nitriles. The easy assembly of the fluorescent GSL–BODIPY conjugate by click chemistry from GSL‐N3 holds potential for application as a fluorescence labeling tool to investigate GSL‐associated processes.
Journal Title: ChemBioChem
Year Published: 2019
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