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Many isothiocyanates from plants are produced by enzymatic conversion of metabolites called glucosinolates. A prominent natural isothiocyanate is allyl isothiocyanate, also known as mustard oils. Cruciferous vegetables, such as bok choy, broccoli, cabbage, cauliflower, kale, and others, are rich sources of glucosinolate precursors of ...
Methyl isothiocyanate is the organosulfur compound with the formula CH 3 N=C=S. This low melting colorless solid is a powerful lachrymator . As a precursor to a variety of valuable bioactive compounds, it is the most important organic isothiocyanate in industry.
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Allyl isothiocyanate (AITC) is a naturally occurring unsaturated isothiocyanate. The colorless oil is responsible for the pungent taste of cruciferous vegetables such as mustard, radish, horseradish, and wasabi. This pungency and the lachrymatory effect of AITC are mediated through the TRPA1 and TRPV1 ion channels.
Phenyl isothiocyanate (PITC) is a reagent used in reversed phase HPLC. PITC is less sensitive than o - phthaldehyde (OPA) and cannot be fully automated. PITC can be used for analysing secondary amines, unlike OPA.
Fluorescein isothiocyanate (FITC) is a derivative of fluorescein used in wide-ranging applications [1] [2] including flow cytometry. First described in 1942, [ 3 ] FITC is the original fluorescein molecule functionalized with an isothiocyanate reactive group (−N=C=S), replacing a hydrogen atom on the bottom ring of the structure.
Benzyl isothiocyanate, and other isothiocyanates in general, were found to be protective against pancreatic carcinogenesis in vitro [3] via expression of the p21/WAF1 gene. [4] A recent published study showed its restraining impact on obesity, fatty liver, and insulin resistance in diet-induced obesity mouse model.
By contrast, N=C and C=S distances are 117 and 158 pm in isothiocyanates. [7] Typical bond angles for C−S−C are 100°. [3] By contrast C−N=C in aryl isothiocyanates is 165°. Again, the thiocyanate isomers are quite different with C−S−C angle near 100°. In both organic thiocyanate and isothiocyanate isomers the SCN angle approaches ...