Coniferin
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Coniferin
Coniferin is a glucoside of coniferyl alcohol. This white crystalline solid is a metabolite in conifers, serving as an intermediate in cell wall lignification, as well as having other biological roles. It can also be found in the water root extract of ''Angelica archangelica subsp. litoralis''.Dihydrofurocoumarin glucosides from Angelica archangelica and Angelica silvestris. John Lemmich, Svend Havelund and Ole Thastrup, Phytochemistry, 1983, Volume 22, Issue 2, Pages 553–555, Vanillin was first synthesized from coniferin by chemists Ferdinand Tiemann and Wilhelm Haarmann Gustav Ludwig Friedrich Wilhelm Haarmann (24 May 1847 – 6 March 1931) was a German chemist and together with Karl Reimer and Ferdinand Tiemann as scientific consultant founded the Haarmann & Reimer chemical plant for the production of vanillin. .... References Monolignol glucosides {{aromatic-stub ...
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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. The name was originally given to plant products of this nature, in which the other part of the molecule was, in the greater number of cases, an aromatic aldehydic or phenolic compound (exceptions are Jinigrin and Jalapin or Scammonin). It has now been extended to include synthetic ethers, such as those obtained by acting on alcoholic glucose solutions with hydrochloric acid, and also the polysaccharoses, e.g. cane sugar, which appear to be ethers also. Although glucose is the most common sugar present in glucosides, many are known which yield rhamnose or iso-dulcite; these may be termed pentosides. Much attention has been given to the non-sugar parts (aglyca) of the molecules; the constitutions of many have been determined, and the compounds synthesi ...
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Coniferyl Alcohol
Coniferyl alcohol is an organic compound with the formula HO(CH3O)C6H3CH=CHCH2OH. A colourless or white solid, it is one of the monolignols, produced via the phenylpropanoid biochemical pathway. When copolymerized with related aromatic compounds, coniferyl alcohol forms lignin or lignans. Coniferin is a glucoside of coniferyl alcohol. Coniferyl alcohol is an intermediate in biosynthesis of eugenol and of stilbenoids and coumarin. Gum benzoin contains significant amount of coniferyl alcohol and its esters. It is found in both gymnosperm and angiosperm plants. Sinapyl alcohol and paracoumaryl alcohol, the other two lignin monomers, are found in angiosperm plants and grasses. Occurrence Coniferyl alcohol is produced from coniferyl aldehyde by the action of dehydrogenase enzymes. It is a queen retinue pheromone (QRP), a type of honey bee pheromone found in the mandibular glands. In ''Forsythia intermedia'' a dirigent protein was found to direct the stereoselective biosynthesis of (+ ...
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Vanillin
Vanillin is an organic compound with the molecular formula . It is a phenolic aldehyde. Its functional groups include aldehyde, hydroxyl, and ether. It is the primary component of the extract of the vanilla bean. Synthetic vanillin is now used more often than natural vanilla extract as a flavoring in foods, beverages, and pharmaceuticals. Vanillin and ethylvanillin are used by the food industry; ethylvanillin is more expensive, but has a stronger note. It differs from vanillin by having an ethoxy group (−O−CH2CH3) instead of a methoxy group (−O−CH3). Natural vanilla extract is a mixture of several hundred different compounds in addition to vanillin. Artificial vanilla flavoring is often a solution of pure vanillin, usually of synthetic origin. Because of the scarcity and expense of natural vanilla extract, synthetic preparation of its predominant component has long been of interest. The first commercial synthesis of vanillin began with the more readily available na ...
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Conifer
Conifers are a group of conifer cone, cone-bearing Spermatophyte, seed plants, a subset of gymnosperms. Scientifically, they make up the phylum, division Pinophyta (), also known as Coniferophyta () or Coniferae. The division contains a single extant class (biology), class, Pinopsida. All Neontology, extant conifers are perennial plant, perennial woody plants with secondary growth. The great majority are trees, though a few are shrubs. Examples include Cedrus, cedars, Pseudotsuga, Douglas-firs, Cupressaceae, cypresses, firs, junipers, Agathis, kauri, larches, pines, Tsuga, hemlocks, Sequoioideae, redwoods, spruces, and Taxaceae, yews.Campbell, Reece, "Phylum Coniferophyta". Biology. 7th. 2005. Print. P. 595 As of 1998, the division Pinophyta was estimated to contain eight families, 68 genera, and 629 living species. Although the total number of species is relatively small, conifers are ecology, ecologically important. They are the dominant plants over large areas of land, most ...
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Lignification
Lignin is a class of complex organic polymers that form key structural materials in the support tissues of most plants. Lignins are particularly important in the formation of cell walls, especially in wood and bark, because they lend rigidity and do not rot easily. Chemically, lignins are polymers made by cross-linking phenolic precursors. History Lignin was first mentioned in 1813 by the Swiss botanist A. P. de Candolle, who described it as a fibrous, tasteless material, insoluble in water and alcohol but soluble in weak alkaline solutions, and which can be precipitated from solution using acid. He named the substance “lignine”, which is derived from the Latin word '' lignum'', meaning wood. It is one of the most abundant organic polymers on Earth, exceeded only by cellulose. Lignin constitutes 30% of non-fossil organic carbon on Earth, and 20 to 35% of the dry mass of wood. Lignin is present in red algae, which suggest that the common ancestor of plants and red algae ...
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Angelica Archangelica
''Angelica archangelica'', commonly known as garden angelica, wild celery, and Norwegian angelica, is a biennial plant from the family Apiaceae, a subspecies of which is cultivated for its sweetly scented edible stems and roots. Like several other species in Apiaceae, its appearance is similar to several poisonous species (''Conium'', '' Heracleum'', and others), and should not be consumed unless it has been identified with absolute certainty. Synonyms include ''Archangelica officinalis'' Hoffm. and ''Angelica officinalis'' Moench. Description and distribution During its first year, it grows only leaves, but during its second year, its fluted stem can reach a height of 2.5 meters (just over 8 feet), and the root is used in flavoring preparations. Its leaves consist of numerous small leaflets divided into three principal groups, each of which is again subdivided into three lesser groups. The edges of the leaflets are finely toothed or serrated. The flowers, which blossom in July, ...
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Ferdinand Tiemann
Johann Karl Wilhelm Ferdinand Tiemann (June 10, 1848 – November 14, 1899) was a German chemist and together with Karl Reimer discoverer of the Reimer-Tiemann reaction. Beginning in 1866, Tiemann studied pharmacy at the TU Braunschweig where he graduated in 1869. His professor in Brunswick wrote a letter of recommendation to August Wilhelm von Hofmann at the University of Berlin where Tiemann started as assistant of von Hofmann in 1869. In 1874 Wilhelm Haarmann and Tiemann started a company, after they discovered the synthesis of vanillin from coniferyl alcohol. The vanillin plant Holzminden was not very successful before Karl Reimer discovered the Reimer-Tiemann reaction which opened an alternative synthesis route to vanillin. In 1882 Tiemann became a professor at the University of Berlin. He was involved in the first synthesis of Jonon a compound of the sweet violet (''Viola odorata ''Viola odorata'' is a species of flowering plant in the genus ''Viola'', native to ...
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Wilhelm Haarmann
Gustav Ludwig Friedrich Wilhelm Haarmann (24 May 1847 – 6 March 1931) was a German chemist and together with Karl Reimer and Ferdinand Tiemann as scientific consultant founded the Haarmann & Reimer chemical plant for the production of vanillin. Beginning in 1866, Haarmann studied at the Mining academy Clausthal later he changed to the University of Göttingen. He joined August Wilhelm von Hofmann 1869 at the University of Berlin. He received his PhD in Göttingen 1872. Together with Ferdinand Tiemann, both working with Hoffmann, Haarmann founded 1875 Haarmann's Vanillinfabrik, producing vanillin from coniferin. The Reimer-Tiemann reaction discovered by Karl Reimer opened an alternative path to vanillin and Reimer joined the company which was renamed to Haarmann & Raimer. Haarmann & Raimer was bought by the Bayer AG Bayer AG (, commonly pronounced ; ) is a German multinational pharmaceutical and biotechnology company and one of the largest pharmaceutical companies i ...
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