Linamarin (CAS 554-35-8)

Linamarin, a glucoside of acetone cyanohydrin, is a naturally occurring compound present in the leaves and roots of plants. It serves multiple functions in plant physiology, acting as a transporter of nitrogen from leaves to roots in young plants while also functioning as a defense mechanism against threats. When the cells of cassava roots are damaged, linamarin comes into contact with the enzyme linamarase, leading to its conversion into toxic hydrocyanic acid or prussic acid. Also referred to as phaseolunatin or manihotoxin, linamarin falls under the category of cyanogenic glycosides, which are characterized by the presence of a cyanide group in the aglycone moiety. It exists as a solid and is soluble in water, displaying very weak acidity based on its pKa value. Linamarin is primarily found in the cytoplasm within cells. It can be synthesized through the biosynthesis of 2-hydroxy-2-methylpropanenitrile. It is important to note that linamarin is a potentially toxic compound. In summary, linamarin is classified as a beta-D-glucoside and is derived from 2-hydroxy-2-methylpropanenitrile.