Structure-Activity Relationship Study on Isothiocyanates: Comparison of TRPA1-Activating Ability between Allyl Isothiocyanate and Specific Flavor Components of Wasabi, Horseradish, and White Mustard
Allyl isothiocyanate (ITC) (4) is the main pungent component in wasabi, and it generates an acrid sensation by activating TRPA1. The flavor and pungency of ITCs vary depending on the compound. However, the differences in activity to activate TRPA1 between ITCs are not known except for a few compounds. To investigate the effect of carbon chain length and substituents of ITCs, the TRPA1-activiting ability of 16 ITCs was measured. Since most of the ITCs showed nearly equal TRPA1-activiting potency, the ITC moiety is likely the predominant contributor to their TRPA1-activating abilities, and contributions of other functional groups to their activities to activate TRPA1 are comparatively small. (Figure Presented).
Terada, Yuko,Masuda, Hideki,Watanabe, Tatsuo
p. 1937 - 1941
(2015/09/08)
Microwave-assisted cross-metathesis of unsaturated thiocyanates: Application to the synthesis of thiocyanatins A and B and analogues
The syntheses of thiocyanatin B and related dithiocyanates have been carried out by cross metathesis of unsaturated thiocyanates promoted by a ruthenium catalyst. The efficiency of the reaction depends strongly on the nature of the catalyst, the length of
Cros, Fanny,Pelotier, Beatrice,Piva, Olivier
experimental part
p. 233 - 238
(2010/03/05)
Novel synthesis of allyl and cyclopropylcarbinyl thiocyanates by the reaction of organocobaloximes with thiocyanogen
Thiocyanogen reacts in aprotic solvents with allyl and but-3-enyl cobaloximes to give moderate yields of allyl and cyclopro-pylcarbinyl thiocyanates. Using this method highly unstable allyl thiocyanates may be prepared in situ at low temperature. Their rearrangement to isothiocyanates is observed at sub-zero temperatures.
Gupta,Mandal, Debprasad,Dixit, Vandana
p. 970 - 972
(2007/10/03)
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