Tetraterpene
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Tetraterpene
Tetraterpenes are terpenes consisting of eight isoprene units and have the molecular formula C40H64. Tetraterpenoids (including many carotenoids) are tetraterpenes that have been chemically modified, as indicated by the presence of oxygen-containing functional groups. Phytoene is biosynthesized via the head-to-head condensation of two GGPP molecules. One group of tetraterpenes, and possibly the most studied one, is the carotenoids pigments. Carotenoids have important biological functions, with roles in light capture, antioxidative activity and protection against free radicals, synthesis of plant hormones and as structural components of the membranes. Aside their biological relevance, carotenoids are also high-value compounds for the food and pharmaceutical industries. Carotenoids are biosynthesized by photosynthetic and non-photosynthetic organisms; however, in photosynthetic organisms, they are essential components as accessory pigments for the light-harvesting reaction centers. ...
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Terpene
Terpenes () are a class of natural products consisting of compounds with the formula (C5H8)n for n > 1. Comprising more than 30,000 compounds, these unsaturated hydrocarbons are produced predominantly by plants, particularly conifers. Terpenes are further classified by the number of carbons: monoterpenes (C10), sesquiterpenes (C15), diterpenes (C20), as examples. The terpene alpha-pinene, is a major component of the common solvent, turpentine. History and terminology The term ''terpene'' was coined in 1866 by the German chemist August Kekulé to denote all hydrocarbons having the empirical formula C10H16, of which camphene was one. Previously, many hydrocarbons having the empirical formula C10H16 had been called "camphene", but many other hydrocarbons of the same composition had had different names. Kekulé coined the term "terpene" in order to reduce the confusion. The name "terpene" is a shortened form of "terpentine", an obsolete spelling of "turpentine". Although sometimes ...
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Terpene
Terpenes () are a class of natural products consisting of compounds with the formula (C5H8)n for n > 1. Comprising more than 30,000 compounds, these unsaturated hydrocarbons are produced predominantly by plants, particularly conifers. Terpenes are further classified by the number of carbons: monoterpenes (C10), sesquiterpenes (C15), diterpenes (C20), as examples. The terpene alpha-pinene, is a major component of the common solvent, turpentine. History and terminology The term ''terpene'' was coined in 1866 by the German chemist August Kekulé to denote all hydrocarbons having the empirical formula C10H16, of which camphene was one. Previously, many hydrocarbons having the empirical formula C10H16 had been called "camphene", but many other hydrocarbons of the same composition had had different names. Kekulé coined the term "terpene" in order to reduce the confusion. The name "terpene" is a shortened form of "terpentine", an obsolete spelling of "turpentine". Although sometimes ...
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Phytoene
Phytoene () is a 40-carbon intermediate in the biosynthesis of carotenoids. The synthesis of phytoene is the first committed step in the synthesis of carotenoids in plants. Phytoene is produced from two molecules of geranylgeranyl pyrophosphate (GGPP) by the action of the enzyme phytoene synthase. The two GGPP molecules are condensed together followed by removal of diphosphate and proton shift leading to the formation of phytoene. Dietary phytoene and phytofluene are found in a number of human tissues including the liver, lung, breast, prostate, colon, and skin. Accumulation of these carotenoids in the skin may protect the skin by several mechanisms: acting as UV absorbers, as antioxidants, and as anti-inflammatory agents. Structure Phytoene is a symmetric molecule containing three conjugated double bonds. Phytoene has a UV-Vis absorption spectrum ''typical'' for a triply conjugated system with its main absorption maximum in the UVB range at 286 nm and with '' ε1% of 915 ...
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Geranylgeranyl Pyrophosphate
Geranylgeranyl pyrophosphate is an intermediate in the biosynthesis of diterpenes and diterpenoids. It is also the precursor to carotenoids, gibberellins, tocopherols, and chlorophylls. It is also a precursor to geranylgeranylated proteins, which is its primary use in human cells. It is formed from farnesyl pyrophosphate by the addition of an isoprene unit from isopentenyl pyrophosphate. In ''Drosophila'', geranylgeranyl pyrophosphate is synthesised by HMG-CoA encoded by the Columbus gene. Geranylgeranyl pyrophosphate is utilised as a chemoattractant for migrating germ cells that have traversed the midgut epithelia. The attractant signal is produced at the gonadal precursors, directing the germ cells to these sites, where they will differentiate into eggs and spermatozoa (sperm). Related compounds * Farnesyl pyrophosphate * Geranylgeraniol * Geranyl pyrophosphate Geranyl pyrophosphate (GPP), also known as geranyl diphosphate (GDP), is the pyrophosphate ester of the terpenoi ...
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Carotenoid
Carotenoids (), also called tetraterpenoids, are yellow, orange, and red organic compound, organic pigments that are produced by plants and algae, as well as several bacteria, and Fungus, fungi. Carotenoids give the characteristic color to pumpkins, carrots, parsnips, maize, corn, tomatoes, Domestic Canary, canaries, flamingos, salmon, lobster, shrimp, and daffodils. Carotenoids can be produced from Lipid, fats and other basic organic metabolic building blocks by all these organisms. It is also produced by Endosymbiont, endosymbiotic bacteria in Whitefly, whiteflies. Carotenoids from the diet are stored in the fatty tissues of animals, and exclusively Carnivore, carnivorous animals obtain the compounds from animal fat. In the human diet, Small intestine#Absorption, absorption of carotenoids is improved when consumed with fat in a meal. Cooking carotenoid-containing vegetables in oil and shredding the vegetable both increase carotenoid bioavailability. There are over 1,100 known c ...
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Xanthophyll
Xanthophylls (originally phylloxanthins) are yellow pigments that occur widely in nature and form one of two major divisions of the carotenoid group; the other division is formed by the carotenes. The name is from Greek (, "yellow") and (, "leaf"), due to their formation of the yellow band seen in early chromatography of leaf pigments. Molecular structure As both are carotenoids, xanthophylls and carotenes are similar in structure, but xanthophylls contain oxygen atoms while carotenes are ''purely hydrocarbons'', which do not contain oxygen. Their content of oxygen causes xanthophylls to be more polar (in molecular structure) than carotenes, and causes their separation from carotenes in many types of chromatography. (Carotenes are usually more orange in color than xanthophylls.) Xanthophylls present their oxygen either as hydroxyl groups and/or as hydrogen atoms substituted by oxygen atoms when acting as a bridge to form epoxides. Occurrence Like other carotenoids, xanth ...
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