THE INTRAMOLECULAR FORMATION OF EPITHIOALKANENITRILES FROM ALKENYLGLUCOSINOLATES BY CRAMBE ABYSSINICA SED FLOUR

Article abstract of DOI:10.1016/S0031-9422(00)86982-4

Enzymatic degradations of mixtures of potassium 3-butenylgluco<1-35S>sinolate and allylglucosinolate by aqueous suspensions of Crambe abyssinica seed flour led to the formation of 4,5-epi<35S>thiopentanenitrile and essentially unlabelled 3,4-epithiobutanenitrile.The formation of epithioalkanenitriles from alkenylglucosinolates is, therefore deduced to be an intramolecular process. -- Key Word Index - Crambe abyssinica; Cruciferae; allylglucosinolate; 3-butenylgluco<1-35S>sinolate; 3,4-epithiobutanenitrile; 4,5-epithiopentanenitrile; sinigrin; episulphide; thiirane; biosynthesis.