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Vicianin
Vicianin is a cyanogenic disaccharide. The enzyme vicianin beta-glucosidase uses (''R'')-vicianin and H2O to produce mandelonitrile In organic chemistry, mandelonitrile is the nitrile of mandelic acid, or the cyanohydrin derivative of benzaldehyde. Small amounts of mandelonitrile occur in the pits of some fruits. Occurrence Mandelonitrile is the aglycone part of the cyan ... and vicianose. It is found in seeds of '' Vicia angustifolia''. References Cyanogenic glycosides {{aromatic-stub ...
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Amygdalin
Amygdalin (from Ancient Greek: ' "almond") is a naturally occurring chemical compound found in many plants, most notably in the seeds (kernels) of apricots, bitter almonds, apples, peaches, cherries, and plums. Amygdalin is classified as a cyanogenic glycoside because each amygdalin molecule includes a nitrile group, which can be released as the toxic cyanide anion by the action of a beta-glucosidase. Eating amygdalin will cause it to release cyanide in the human body, and may lead to cyanide poisoning. Since the early 1950s, both amygdalin and a chemical derivative named ''laetrile'' have been promoted as alternative cancer treatments, often under the misnomer vitamin B17 (neither amygdalin nor laetrile is a vitamin). Scientific study has found them to not only be clinically ineffective in treating cancer, but also potentially toxic or lethal when taken by mouth due to cyanide poisoning. The promotion of laetrile to treat cancer has been described in the medical literature a ...
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Vicianin Beta-glucosidase
In enzymology, a vicianin beta-glucosidase () is an enzyme that catalyzes the chemical reaction :(''R'')-vicianin + H2O \rightleftharpoons mandelonitrile + vicianose Thus, the two substrates of this enzyme are (''R'')-vicianin and H2O, whereas its two products are mandelonitrile and vicianose. This enzyme belongs to the family of hydrolases, specifically those glycosidases that hydrolyse ''O''- and ''S''-glycosyl compounds. The systematic name A systematic name is a name given in a systematic way to one unique group, organism, object or chemical substance, out of a specific population or collection. Systematic names are usually part of a nomenclature. A semisystematic name or semitrivial ... of this enzyme class is (''R'')-vicianin beta-D-glucohydrolase. This enzyme is also called vicianin hydrolase. References * EC 3.2.1 Enzymes of unknown structure {{3.2-enzyme-stub ...
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Vicianose
Vicianose is a disaccharide. Vicianin is a cyanogenic glycoside containing vicianose. The enzyme vicianin beta-glucosidase uses (''R'')-vicianin and water to produce mandelonitrile and vicianose. The fruits of '' Viburnum dentatum'' appear blue. One of the major pigments is cyanidin 3-vicianoside Cyanidin is a natural organic compound. It is a particular type of anthocyanidin (glycoside version called anthocyanins). It is a pigment found in many red berries including grapes, bilberry, blackberry, blueberry, cherry, chokeberry, cranb ..., but the total mixture is very complex. References Disaccharides {{organic-compound-stub ...
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Cyanogenic
Cyanide is a naturally occurring, rapidly acting, toxic chemical that can exist in many different forms. In chemistry, a cyanide () is a chemical compound that contains a functional group. This group, known as the cyano group, consists of a carbon atom triple-bonded to a nitrogen atom. In inorganic cyanides, the cyanide group is present as the anion . Soluble salts such as sodium cyanide (NaCN) and potassium cyanide (KCN) are highly toxic. Hydrocyanic acid, also known as hydrogen cyanide, or HCN, is a highly volatile liquid that is produced on a large scale industrially. It is obtained by acidification of cyanide salts. Organic cyanides are usually called nitriles. In nitriles, the group is linked by a covalent bond to carbon. For example, in acetonitrile (), the cyanide group is bonded to methyl (). Although nitriles generally do not release cyanide ions, the cyanohydrins do and are thus rather toxic. Bonding The cyanide ion is isoelectronic with carbon monoxide and w ...
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Mandelonitrile
In organic chemistry, mandelonitrile is the nitrile of mandelic acid, or the cyanohydrin derivative of benzaldehyde. Small amounts of mandelonitrile occur in the pits of some fruits. Occurrence Mandelonitrile is the aglycone part of the cyanogenic glycosides prunasin and amygdalin. The naturally occurring (''R'')-(+) enantiomer finds use as an intermediate in the preparation of optically active α-hydroxy carboxylic acids, α-hydroxy aldehydes, α-hydroxy ketones, and 2-amino alcohols.Kruse, C.G. In Collins, A.N. Sheldrake, G.N. Crosby, J., Eds. ''Chirality in Industry Chichester'', UK , (1992), 279 Mandelonitrile can break down into cyanide and benzaldehyde, a reaction that can be catalyzed by the enzyme mandelonitrile lyase. Preparation Racemic mandelonitrile may be prepared similar to many other cyanohydrins. In a one pot reaction, benzaldehyde is reacted with sodium bisulfite to give the corresponding adduct, which further reacts with aqueous sodium cyanide Sodium c ...
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Vicia Angustifolia
''Vicia sativa'', known as the common vetch, garden vetch, tare or simply vetch, is a nitrogen-fixing leguminous plant in the family Fabaceae. It is likely native to North Africa, Western Asia and Europe, but is now naturalized in temperate and subtropical regions worldwide. Although considered a weed when found growing in a cultivated grainfield, this hardy plant is often grown as a green manure, livestock fodder or rotation crop. More than per year of ''Vicia sativa'' is grown in Australia. Description ''Vicia sativa'' is a sprawling annual herb, with hollow, four-sided, hairless to sparsely hairy stems which can reach two meters in maximum length. The leaves are stipulate, alternate and compound, each made up of 3–8 opposite pairs of linear, lance-shaped, oblong, or wedge-shaped, needle-tipped leaflets up to long. Each compound leaf ends in a branched tendril. The pea-like flowers occur in the leaf axils, solitary or in pairs. The flower corolla is long and brigh ...
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