Coniferin
- Koniferin
- Abietic
- (2R, 3S, 4S, 5R, 6S ) -2 - (hydroxymethyl) - 6 - [4 - [ (E )-3- hydroxyprop -1-enyl ] - 2 - methoxy-phenoxy ] dioxane -3 ,4,5 -triol
- (2- methoxy-4 -(3- hydroxy-1 -propenyl) phenyl)- β -D-glucopyranoside
- Coniferyl - β -D-glucoside
- Coniferosid
Colorless, slightly bitter tasting needles
186 ° C ( as dihydrate )
Slightly soluble in cold water (5 g · l-1 ), well in the boiling water, insoluble in ether
Template: Infobox chemical / molecular formula search available
Coniferin is a glucoside of coniferyl alcohol, which is found in the juice of the process of formation in young wood of conifers ( conifers).
Occurrence
Coniferin is the Hauptglycosid of conifers and was, for example, abies from the larch Larix decidua, the Picea, Pinus cembra pines Pinus strobus and as well as from the ash tree Fraxinus quadrangulata isolated. However, it is also found in asparagus, salsify, sugar beet and other plants.
Extraction
Coniferin is obtained when the time of wood formation ( in the spring and early summer ) freshly felled trunks of coniferous trees stripped of bark, the cambial juice by scraping the accumulated in the process of formation wood starts boiling, filtered, evaporated and the precipitated crystals purified by recrystallization.
Properties
In coniferin D -glucose is linked β1 -glycosidically with coniferyl alcohol. It forms the dihydrate colorless needles, is soluble in water and alcohol, but not in diethyl ether. Coniferin tastes slightly bitter, is odorless and weathered in air.
Coniferin is cleaved by heating with dilute acids or by enzyme emulsin ( a β -glucosidase ) in D-glucose and coniferyl alcohol. Coniferin turns moistened with phenol and concentrated hydrochloric acid, intense blue. These detection reaction may also be used for detection of coniferin in different softwoods. Coniferin can be oxidized with potassium dichromate and sulfuric acid to vanillin. One therefore used coniferin initially for the production of vanillin, but which could be won soon efficiently from eugenol.
Biochemistry
Coniferin is the storage and transport form of coniferyl alcohol, which is used for the biosynthesis of lignin and numerous phytoalexins.