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Gurjunene
Gurjunene, also known as (-)-α-gurjunene, is a natural carbotricyclic sesquiterpene that is most commonly found in gurjun balsam, an essential oil compound extracted from plants of the genus ''Dipterocarpus.'' The following reaction that synthesizes gurjunene can be catalyzed by alpha-gurjunene synthase:(2''E'',6''E'')-farnesyl diphosphate \rightleftharpoons (–)-α-gurjunene + diphosphate In chemistry, pyrophosphates are phosphorus oxyanions that contain two phosphorus atoms in a linkage. A number of pyrophosphate salts exist, such as disodium pyrophosphate () and tetrasodium pyrophosphate (), among others. Often pyrophosphate ... Related compounds Several related compounds are known, including β-gurjunene and γ-gurjunene. References {{Reflist Sesquiterpenes Tricyclic compounds Cyclopropanes Azulenes ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Alpha-gurjunene Synthase
α-Gurjunene synthase (EC 4.2.3.72) is an enzyme with systematic name (2''E'',6''E'')-farnesyl-diphosphate diphosphate-lyase ((–)-α-gurjunene-forming). This enzyme catalyses the following chemical reaction : (2''E'',6''E'')-farnesyl diphosphate \rightleftharpoons (–)-α-gurjunene + diphosphate In chemistry, pyrophosphates are phosphorus oxyanions that contain two phosphorus atoms in a linkage. A number of pyrophosphate salts exist, such as disodium pyrophosphate () and tetrasodium pyrophosphate (), among others. Often pyrophosphate ... Initial cyclization probably gives bicyclogermacrene in an enzyme-bound form. References External links * {{Portal bar, Biology, border=no EC 4.2.3 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sesquiterpene
Sesquiterpenes are a class of terpenes that consist of three isoprene units and often have the molecular formula C15H24. Like monoterpenes, sesquiterpenes may be cyclic or contain rings, including many combinations. Biochemical modifications such as oxidation or rearrangement produce the related sesquiterpenoids. It is estimated (2006) that 3000 sesquiterpenes have been identified. Biosynthesis and examples The reaction of geranyl pyrophosphate with isopentenyl pyrophosphate results in the 15-carbon farnesyl pyrophosphate (FPP), which is an intermediate in the biosynthesis of sesquiterpenes such as farnesene. Cyclic sesquiterpenes are more common than cyclic monoterpenes because of the increased chain length and additional double bond in the sesquiterpene precursors. In addition to common six-membered ring systems such as the ones found in zingiberene and bisacurone, cyclization of one end of the chain to the other end can lead to macrocyclic rings such as humulene. ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Dipterocarpus
'' D. retusus'' in Köhler ''Dipterocarpus'' is a genus of flowering plants and the type genus of family Dipterocarpaceae. ''Dipterocarpus'' is the third-largest and most diverse genus among the Dipterocarpaceae. The species are well known for timber, but less acknowledged for use in traditional herbal medicine. The genus has about 70 species, occurring in South Asia and Southeast Asia, from Sri Lanka and India to the Philippines. It is an important component of dipterocarp forests. Its generic name comes from Greek and means "two-winged fruits". The greatest diversity of ''Dipterocarpus'' species occurs on Borneo, with many endemic to the island. The oldest fossil of the genus, and Dipterocarpaceae, is from the latest Cretaceous (Maastrichtian) Intertrappean Beds of India. Uses The genus is of considerable importance as timber trees and for producing resinous oil. The oil is sold under the trade names gurjun oil, kanyin oil, wood oil, and Keruing oil. ''D. turbinatus'', gu ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Farnesyl Diphosphate
Farnesyl pyrophosphate (FPP), also known as farnesyl diphosphate (FDP), is the precursor to all sesquiterpenes, which comprises thousands of compounds. These include all sesquiterpenes as well as sterols and carotenoids. It is also used in the synthesis of CoQ (part of the electron transport chain), as well as dehydrodolichol diphosphate (a precursor of dolichol, which transports proteins to the ER lumen for ''N''-glycosylation). Biosynthesis Farnesyl pyrophosphate synthase (a prenyl transferase) catalyzes sequential condensation reactions of dimethylallyl pyrophosphate with 2 units of 3-isopentenyl pyrophosphate to form farnesyl pyrophosphate: : Pharmacology The above reactions are inhibited by bisphosphonates (used for osteoporosis). Farnesyl pyrophosphate is a selective agonist of TRPV3. Related compounds * Farnesene * Farnesol * Geranyl pyrophosphate *Geranylgeranyl pyrophosphate Geranylgeranyl pyrophosphate is an intermediate in the biosynthesis of diterpenes and d ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Diphosphate
In chemistry, pyrophosphates are phosphorus oxyanions that contain two phosphorus atoms in a linkage. A number of pyrophosphate salts exist, such as disodium pyrophosphate () and tetrasodium pyrophosphate (), among others. Often pyrophosphates are called diphosphates. The parent pyrophosphates are derived from partial or complete neutralization of pyrophosphoric acid. The pyrophosphate bond is also sometimes referred to as a phosphoanhydride bond, a naming convention which emphasizes the loss of water that occurs when two phosphates form a new bond, and which mirrors the nomenclature for anhydrides of carboxylic acids. Pyrophosphates are found in ATP and other nucleotide triphosphates, which are important in biochemistry. The term pyrophosphate is also the name of esters formed by the condensation of a phosphorylated biological compound with inorganic phosphate, as for dimethylallyl pyrophosphate. This bond is also referred to as a high-energy phosphate bond. Acidity Pyr ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sesquiterpenes
Sesquiterpenes are a class of terpenes that consist of three isoprene units and often have the molecular formula C15H24. Like monoterpenes, sesquiterpenes may be cyclic or contain rings, including many combinations. Biochemical modifications such as oxidation or rearrangement produce the related sesquiterpenoids. It is estimated (2006) that 3000 sesquiterpenes have been identified. Biosynthesis and examples The reaction of geranyl pyrophosphate with isopentenyl pyrophosphate results in the 15-carbon farnesyl pyrophosphate (FPP), which is an intermediate in the biosynthesis of sesquiterpenes such as farnesene. Cyclic sesquiterpenes are more common than cyclic monoterpenes because of the increased chain length and additional double bond in the sesquiterpene precursors. In addition to common six-membered ring systems such as the ones found in zingiberene and bisacurone, cyclization of one end of the chain to the other end can lead to macrocyclic rings such as humulene. ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tricyclic Compounds
Tricyclics are cyclic chemical compounds that contain three fused rings of atoms. Many compounds have a tricyclic structure, but in pharmacology, the term has traditionally been reserved to describe heterocyclic drugs. They include antidepressants, antipsychotics, anticonvulsants, and antihistamines (as antiallergens, anti-motion sickness drugs, antipruritics, and hypnotics/sedatives) of the dibenzazepine, dibenzocycloheptene, dibenzothiazepine, dibenzothiepin, phenothiazine, and thioxanthene chemical classes, and others. History * Promethazine and other first generation antihistamines with a tricyclic structure were discovered in the 1940s. * Chlorpromazine, derived from promethazine originally as a sedative, was found to have neuroleptic properties in the early 1950s, and was the first typical antipsychotic. * Imipramine, originally investigated as an antipsychotic, was discovered in the early 1950s, and was the first tricyclic antidepressant. * Carbamazepine was dis ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cyclopropanes
Cyclopropanes are a family of organic compounds containing the cyclopropyl group. The parent is cyclopropane (). Synthesis and reactions Most cyclopropanes are not prepared from the parent cyclopropane, which is somewhat inert. Instead, yclopropyl groups are often prepared by cyclization of 1,3-difunctional alkanes. An example of the former, cyclopropyl cyanide is prepared by the reaction of 4- chlorobutyronitrile with a strong base. Phenylcyclopropane is produced analogously from the 1,3-dibromide. A second major route to cyclopropanes entails addition of methylene (or its substituted derivatives) to an alkene, a process called cyclopropanation. Substituted cyclopropanes undergo the reactions associated with the cyclopropyl ring or the substituents. Vinylcyclopropanes are a special case as they undergo vinylcyclopropane rearrangement. Simple substituted cyclopropanes * Chlorocyclopropane * Cyclopropane carboxylic acid * Cyclopropyl amine * Cyclopropyl cyanide * Cycloprop ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
