Synthesis and Biochemical Evaluation of an Artificial, Fluorescent Glucosinolate (GSL).

The synthesis of the first example of a fluorescent glucosinolate (GSL)-BODIPY conjugate based on an azide-containing artificial GSL precursor (GSL-N ) 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.