Lotaustralin
Encyclopedia
Lotaustralin is a cyanogenic
glucoside
found in small amounts in Fabaceae
Austral Trefoil
(Lotus australis), cassava
(Manihot esculenta), lima bean
(Phaseolus lunatus), roseroot
(Rhodiola rosea) and white clover
(Trifolium repens), among other plants. Lotaustralin is the glucoside
of methyl ethyl ketone cyanohydrin
and is structurally related to linamarin
, the acetone cyanohydrin glucoside also found in these plants. Both lotaustralin and linamarin may be hydrolyzed by the enzyme
linamarase
to form glucose
and a precursor to the toxic compound hydrogen cyanide.
Cyanide
A cyanide is a chemical compound that contains the cyano group, -C≡N, which consists of a carbon atom triple-bonded to a nitrogen atom. Cyanides most commonly refer to salts of the anion CN−. Most cyanides are highly toxic....
glucoside
Glucoside
A glucoside is a glycoside that is derived from glucose. Glucosides are common in plants, but rare in animals. Glucose is produced when a glucoside is hydrolysed by purely chemical means, or decomposed by fermentation or enzymes....
found in small amounts in Fabaceae
Fabaceae
The Fabaceae or Leguminosae, commonly known as the legume, pea, or bean family, is a large and economically important family of flowering plants. The group is the third largest land plant family, behind only the Orchidaceae and Asteraceae, with 730 genera and over 19,400 species...
Austral Trefoil
Lotus australis
Lotus australis, known by its common name of Austral Trefoil, is a small, spreading herb from the family of Leguminosae. It normally grows to around 30-50 in height and is native to Australia....
(Lotus australis), cassava
Cassava
Cassava , also called yuca or manioc, a woody shrub of the Euphorbiaceae native to South America, is extensively cultivated as an annual crop in tropical and subtropical regions for its edible starchy tuberous root, a major source of carbohydrates...
(Manihot esculenta), lima bean
Lima bean
Phaseolus lunatus is a legume. It is grown for its seed, which is eaten as a vegetable. It is commonly known as the lima bean or butter bean.-Origin and uses:...
(Phaseolus lunatus), roseroot
Rhodiola rosea
Rhodiola rosea is a plant in the Crassulaceae family that grows in cold regions of the world. These include much of the Arctic, the mountains of Central Asia, the Rocky Mountains, and mountainous parts of Europe, such as the Alps, Pyrenees, Carpathian Mountains, Scandinavia, Iceland, Great...
(Rhodiola rosea) and white clover
White clover
Trifolium repens, the white clover , is a species of clover native to Europe, North Africa, and West Asia...
(Trifolium repens), among other plants. Lotaustralin is the glucoside
Glucoside
A glucoside is a glycoside that is derived from glucose. Glucosides are common in plants, but rare in animals. Glucose is produced when a glucoside is hydrolysed by purely chemical means, or decomposed by fermentation or enzymes....
of methyl ethyl ketone cyanohydrin
Cyanohydrin
A cyanohydrin is a functional group found in organic compounds. Cyanohydrins have the formula R2CCN, where R is H, alkyl, or aryl. Cyanohydrins are industrially important precursors to carboxylic acids and some amino acids...
and is structurally related to linamarin
Linamarin
Linamarin is a cyanogenic glucoside found in the leaves and roots of plants such as cassava, lima beans, and flax. It is a glucoside of acetone cyanohydrin...
, the acetone cyanohydrin glucoside also found in these plants. Both lotaustralin and linamarin may be hydrolyzed by the enzyme
Enzyme
Enzymes are proteins that catalyze chemical reactions. In enzymatic reactions, the molecules at the beginning of the process, called substrates, are converted into different molecules, called products. Almost all chemical reactions in a biological cell need enzymes in order to occur at rates...
linamarase
Linamarase
Linamarase, or beta-D-glucosidase , is an enzyme found in many plants including cassava and the butter bean.In cassava it is found in the cell walls. When the plant is chewed or ground, it exposes the enzyme to compounds like linamarin and lotaustralin which release cyanide compounds that can be...
to form glucose
Glucose
Glucose is a simple sugar and an important carbohydrate in biology. Cells use it as the primary source of energy and a metabolic intermediate...
and a precursor to the toxic compound hydrogen cyanide.