Alkylresorcinol
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Alkylresorcinol
Alkylresorcinols, also known as resorcinolic lipids, are phenolic lipids composed of long aliphatic chains and resorcinol-type phenolic rings. Natural sources of alkylresorcinols Alkylresorcinols are relatively rare in nature, with the main known sources being wheat, rye, barley, triticale (cereal grasses), quinoa, the fruit of ''Ginkgo biloba'' Bilobol, a mollusc and some species of bacteria. DB-2073 is an antibiotic isolated from the broth culture of ''Pseudomonas'' sp. They are also the main constituents of the outer shell of the cyst of ''Azotobacter''. Occurrence in cereals Alkylresorcinols are present in high amounts in the bran layer (e.g. pericarp, testa and aleurone layers) of wheat and rye (0.1-0.3 % of dry weight). 5-Alkylresorcinols can also be found in rice, though not in the edible parts of the rice plant. They are only present in very low amounts in the endosperm (the part of cereal grain that is used to make white flour), which means that alkylresorcinols ...
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3,5-dihydroxybenzoic Acid
3,5-Dihydroxybenzoic acid (α-resorcylic acid) is a dihydroxybenzoic acid. It is a colorless solid. Preparation and occurrence It is prepared by disulfonation of benzoic acid followed by hydrolysis of the disulfonate. It is a metabolite of alkylresorcinols, first identified in human urine and can be quantified in urine and plasma, and may be an alternative, equivalent biomarker In biomedical contexts, a biomarker, or biological marker, is a measurable indicator of some biological state or condition. Biomarkers are often measured and evaluated using blood, urine, or soft tissues to examine normal biological processes, p ... of whole grain wheat intake. References Dihydroxybenzoic acids Phenolic human metabolites {{phenol-stub ...
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Phenolic Lipid
Phenolic lipids are a class of natural products composed of long aliphatic chains and phenolic rings. Phenolic lipids occur in plants, fungi and bacteria. Types * Alkylcatechols * Alkylphenols (nonylphenol, cardanol) * Alkylresorcinols * Anacardic acids Biological activity Due to their strong amphiphilic character, the phenolic lipids can incorporate into erythrocytes and liposomal membranes. The ability of these compounds to inhibit bacterial, fungal, protozoan and parasite growth seems to depend on their interaction with proteins and/or on their membrane-disturbing properties. Biological role The phenolic lipid synthesis by type III polyketide synthases is essential for cyst formation in ''Azotobacter vinelandii''. See also * Lipid Lipids are a broad group of naturally-occurring molecules which includes fats, waxes, sterols, fat-soluble vitamins (such as vitamins A, D, E and K), monoglycerides, diglycerides, phospholipids, and others. The functions o ...
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Bran
Bran, also known as miller's bran, is the hard outer layers of cereal grain. It consists of the combined aleurone and pericarp. Corn (maize) bran also includes the pedicel (tip cap). Along with germ, it is an integral part of whole grains, and is often produced as a byproduct of milling in the production of refined grains. Bran is present in cereal grain, including rice, corn (maize), wheat, oats, barley, rye and millet. Bran is not the same as chaff, which is a coarser scaly material surrounding the grain but not forming part of the grain itself, and which is indigestible by humans. "chaff, which is indigestible for humans" Composition Bran is particularly rich in dietary fiber and essential fatty acids and contains significant quantities of starch, protein, vitamins, and dietary minerals. It is also a source of phytic acid, an antinutrient that prevents nutrient absorption. The high oil content of bran makes it subject to rancidification, one of the reasons that ...
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Adipostatin A
Adipostatin A is an alkylresorcinol, a type of phenolic lipids composed of long aliphatic chains and phenolic rings. Chemically, it is similar in structure to urushiol, the irritant found in poison ivy. Adipostatin A can be found in ''Gingko biloba'' fruits as well as in '' Streptomyces cyaneus''. It is also found in cashew nutshell liquid (''Anacardium occidentale''), in '' Anacardium othonianum'' and in ''Ardisia elliptica ''Ardisia elliptica'' is an evergreen tree, also known as the shoebutton ardisia, duck's eye and coralberry, native to the west coast of India, Sri Lanka, Indochina, Malaysia, Indonesia and New Guinea. It is a prolific reproducer which has made i ...''. It is an inhibitor of glycerol-3-phosphate dehydrogenase. References Alkylresorcinols {{phenol-stub ...
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Olivetol
Olivetol, also known as 5-pentylresorcinol or 5-pentyl-1,3-benzenediol, is an organic compound found in certain species of lichen; it is also a precursor in various syntheses of tetrahydrocannabinol. Occurrence Olivetol is a naturally occurring organic compound. It is found in certain species of lichens and can be readily extracted. Olivetol is also produced by a number of insects, either as a pheromone, repellent, or antiseptic. The cannabis plant internally produces the related substance olivetolic acid (OLA), which may be involved in the biosynthesis of tetrahydrocannabinol (THC). Synthesis of THC analogs Olivetol is used in various methods to produce synthetic analogs of THC. One such method is a condensation reaction of olivetol and pulegone. In '' PiHKAL'', Alexander Shulgin reports a cruder method of producing the same product by bringing to reaction olivetol and the essential oil of orange in the presence of phosphoryl chloride.Shulgin, Alexander T (1991) PiHK ...
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Whole Grain
A whole grain is a grain of any cereal and pseudocereal that contains the endosperm, germ, and bran, in contrast to refined grains, which retain only the endosperm. As part of a general healthy diet, consumption of whole grains is associated with lower risk of several diseases. Whole grains are a source of carbohydrates, multiple nutrients and dietary fiber. Varieties Whole grain sources include: Cereals * Wheat (spelt, emmer, farro, einkorn, Kamut, durum) * Rice (black, brown, red, and other colored rice varieties) * Barley (hulled and dehulled but not pearl) * Maize or Corn * Rye * Oats (including hull-less or naked oats) Minor cereals * Millets * Sorghum * Teff * Triticale * Canary grass * Job's tears * Fonio, black fonio, Asian millet * Wild rice Pseudocereals * Amaranth * Buckwheat, Tartary buckwheat * Quinoa Health effects Nutrition Whole grains are a source of multiple nutrients and dietary fiber, recommended for children and adults in several d ...
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Rice
Rice is the seed of the grass species '' Oryza sativa'' (Asian rice) or less commonly ''Oryza glaberrima'' (African rice). The name wild rice is usually used for species of the genera '' Zizania'' and '' Porteresia'', both wild and domesticated, although the term may also be used for primitive or uncultivated varieties of '' Oryza''. As a cereal grain, domesticated rice is the most widely consumed staple food for over half of the world's human population,Abstract, "Rice feeds more than half the world's population." especially in Asia and Africa. It is the agricultural commodity with the third-highest worldwide production, after sugarcane and maize. Since sizable portions of sugarcane and maize crops are used for purposes other than human consumption, rice is the most important food crop with regard to human nutrition and caloric intake, providing more than one-fifth of the calories consumed worldwide by humans. There are many varieties of rice and culinary preferences tend ...
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Bilobol
Bilobol is an alkylresorcinol, a type of phenolic lipids composed of long aliphatic chains and phenolic rings. Chemically, it is similar in structure to urushiol, the irritant found in poison ivy; it is a strong skin irritant itself. Natural occurrences Bilobol can be found in ''Ginkgo biloba ''Ginkgo biloba'', commonly known as ginkgo or gingko ( ), also known as the maidenhair tree, is a species of tree native to China. It is the last living species in the order Ginkgoales, which first appeared over 290 million years ago. Fossils ...'' fruits. References Alkylresorcinols {{phenol-stub ...
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Azotobacter
''Azotobacter'' is a genus of usually motile, oval or spherical bacteria that form thick-walled cysts (and also has hard crust) and may produce large quantities of capsular slime. They are aerobic, free-living soil microbes that play an important role in the nitrogen cycle in nature, binding atmospheric nitrogen, which is inaccessible to plants, and releasing it in the form of ammonium ions into the soil (nitrogen fixation). In addition to being a model organism for studying diazotrophs, it is used by humans for the production of biofertilizers, food additives, and some biopolymers. The first representative of the genus, ''Azotobacter chroococcum'', was discovered and described in 1901 by Dutch microbiologist and botanist Martinus Beijerinck. ''Azotobacter'' species are Gram-negative bacteria found in neutral and alkaline soils, in water, and in association with some plants. Biological characteristics Morphology Cells of the genus ''Azotobacter'' are relatively large ...
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DB-2073
DB-2073 is an alkylresorcinol antibiotic isolated from the broth culture of ''Pseudomonas ''Pseudomonas'' is a genus of Gram-negative, Gammaproteobacteria, belonging to the family Pseudomonadaceae and containing 191 described species. The members of the genus demonstrate a great deal of metabolic diversity and consequently are able t ...'' sp B-9004. References Alkylresorcinols Antibiotics {{phenol-stub ...
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Resorcinol
Resorcinol (or resorcin) is an organic compound with the formula C6H4(OH)2. It is one of three isomeric benzenediols, the 1,3-isomer (or '' meta''-isomer). Resorcinol crystallizes from benzene as colorless needles that are readily soluble in water, alcohol, and ether, but insoluble in chloroform and carbon disulfide. Production Resorcinol is produced in several steps from benzene, starting with dialkylation with propylene to give 1,3-diisopropylbenzene. Oxidation and Hock rearrangement of this disubstituted arene gives acetone and resorcinol. Resorcinol is an expensive chemical, produced in only a very few locations around the world (to date only four commercial plants are known to be operative: in the United States, Germany,China and Japan), and as such it is the determining factor in the cost of PRF adhesives. Many additional routes exist for resorcinol. It was formerly produced by disulfonation of benzene followed by hydrolysis of the 1,3-disulfonate. This meth ...
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Bilobol
Bilobol is an alkylresorcinol, a type of phenolic lipids composed of long aliphatic chains and phenolic rings. Chemically, it is similar in structure to urushiol, the irritant found in poison ivy; it is a strong skin irritant itself. Natural occurrences Bilobol can be found in ''Ginkgo biloba ''Ginkgo biloba'', commonly known as ginkgo or gingko ( ), also known as the maidenhair tree, is a species of tree native to China. It is the last living species in the order Ginkgoales, which first appeared over 290 million years ago. Fossils ...'' fruits. References Alkylresorcinols {{phenol-stub ...
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