(S)-Ipsdienol
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(S)-Ipsdienol
(''S'')-Ipsdienol is a terpene alcohol. It is one of the major aggregation pheromones of the bark beetle. It was first identified from ''Ips confusus'', in which it is believed to be a principle sex attractant. It is suggested that the compound plays a role in interspecies communication between ''Ips latidens'' and ''Ips ini'', facilitating reductions in competition for breeding material and/or mating interference. Synthesis The compound has been synthesized from D-mannitol. Alternative syntheses were realized through the asymmetric isoprenylation of correspondent aldehyde (prenal) and alcohol (prenol). Chiral resolution of racemic precursor has been found to provide both enantiomers In chemistry, an enantiomer ( /ɪˈnænti.əmər, ɛ-, -oʊ-/ ''ih-NAN-tee-ə-mər''; from Ancient Greek ἐνάντιος ''(enántios)'' 'opposite', and μέρος ''(méros)'' 'part') – also called optical isomer, antipode, or optical anti ... of ipsdienol in high enantiomeric purity and ...
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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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Alcohol (chemistry)
In chemistry, an alcohol is a type of organic compound that carries at least one hydroxyl () functional group bound to a saturated carbon atom. The term ''alcohol'' originally referred to the primary alcohol ethanol (ethyl alcohol), which is used as a drug and is the main alcohol present in alcoholic drinks. An important class of alcohols, of which methanol and ethanol are the simplest examples, includes all compounds which conform to the general formula . Simple monoalcohols that are the subject of this article include primary (), secondary () and tertiary () alcohols. The suffix ''-ol'' appears in the IUPAC chemical name of all substances where the hydroxyl group is the functional group with the highest priority. When a higher priority group is present in the compound, the prefix ''hydroxy-'' is used in its IUPAC name. The suffix ''-ol'' in non-IUPAC names (such as paracetamol or cholesterol) also typically indicates that the substance is an alcohol. However, some compou ...
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Bark Beetle
A bark beetle is the common name for the subfamily of beetles Scolytinae. Previously, this was considered a distinct family (Scolytidae), but is now understood to be a specialized clade of the "true weevil" family (Curculionidae). Although the term "bark beetle" refers to the fact that many species feed in the inner bark (phloem) layer of trees, the subfamily also has many species with other lifestyles, including some that bore into wood, feed in fruit and seeds, or tunnel into herbaceous plants. Well-known species are members of the type genus ''Scolytus'', namely the European elm bark beetle ''S. multistriatus'' and the large elm bark beetle ''S. scolytus'', which like the American elm bark beetle ''Hylurgopinus rufipes'', transmit Dutch elm disease fungi (''Ophiostoma''). The mountain pine beetle ''Dendroctonus ponderosae'', southern pine beetle ''Dendroctonus frontalis'', and their near relatives are major pests of conifer forests in North America. A similarly aggressive spe ...
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Ips Confusus
''Ips confusus'', known generally as the pinyon pine beetle or pinyon ips, is a species of typical bark beetle in the family Curculionidae The Curculionidae are a family of weevils, commonly called snout beetles or true weevils. They are one of the largest animal families, with 6,800 genera and 83,000 species described worldwide. They are the sister group to the family Brentidae. T .... It is found in Central America and North America. References Further reading * * External links * Scolytinae Articles created by Qbugbot Beetles described in 1992 {{weevil-stub ...
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Ips Latidens
IPS, ips, or iPS may refer to: Science and technology Biology and medicine * ''Ips'' (genus), a genus of bark beetle * Induced pluripotent stem cell or iPS cells * Intermittent photic stimulation, a neuroimaging technique * Intraparietal sulcus, a region of the brain Computing * IPS (in-plane switching), screen technology for liquid-crystal displays *Image Packaging System, OpenSolaris software * Instructions per second, a measure of a computer's processor speed * Internet Provider Security * Interpreter for Process Structures, used in AMSAT satellites * International Patching System file extension, see ROM hacking * Indoor positioning system, for wireless location indoors * Intrusion prevention system, network security appliance Mathematics * Inner product space, a vector space with an additional structure called an inner product Other uses in science and technology * Inboard propulsion system, for watercraft by Volvo Penta * Inch per second, a unit of speed * Inch–pound ...
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Ips Ini
IPS, ips, or iPS may refer to: Science and technology Biology and medicine * ''Ips'' (genus), a genus of bark beetle * Induced pluripotent stem cell or iPS cells * Intermittent photic stimulation, a neuroimaging technique * Intraparietal sulcus, a region of the brain Computing * IPS (in-plane switching), screen technology for liquid-crystal displays *Image Packaging System, OpenSolaris software * Instructions per second, a measure of a computer's processor speed * Internet Provider Security * Interpreter for Process Structures, used in AMSAT satellites * International Patching System file extension, see ROM hacking * Indoor positioning system, for wireless location indoors * Intrusion prevention system, network security appliance Mathematics * Inner product space, a vector space with an additional structure called an inner product Other uses in science and technology * Inboard propulsion system, for watercraft by Volvo Penta * Inch per second, a unit of speed * Inch–pound ...
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Mannitol
Mannitol is a type of sugar alcohol used as a sweetener and medication. It is used as a low calorie sweetener as it is poorly absorbed by the intestines. As a medication, it is used to decrease pressure in the eyes, as in glaucoma, and to lower increased intracranial pressure. Medically, it is given by injection or inhalation. Effects typically begin within 15 minutes and last up to 8 hours. Common side effects from medical use include electrolyte problems and dehydration. Other serious side effects may include worsening heart failure and kidney problems. It is unclear if use is safe in pregnancy. Mannitol is in the osmotic diuretic family of medications and works by pulling fluid from the brain and eyes. The discovery of mannitol is attributed to Joseph Louis Proust in 1806. It is on the World Health Organization's List of Essential Medicines. It was originally made from the flowering ash and called manna due to its supposed resemblance to the Biblical food. Mannitol is on ...
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Prenol
Prenol, or 3-methyl-2-buten-1-ol, is a natural alcohol. It is one of the most simple terpenoids. It is a clear colorless oil that is reasonably soluble in water and miscible with most common organic solvents. It has a fruity odor and is used occasionally in perfumery. Prenol occurs naturally in citrus fruits, cranberry, bilberry, currants, grapes, raspberry, blackberry, tomato, white bread, hop oil, coffee, arctic bramble, cloudberry and passion fruit. It is also manufactured industrially by BASF (in Ludwigshafen, Germany) and by Kuraray (in Asia) as an intermediate to pharmaceuticals and aroma compounds. Global production in 2001 was between 6000 and 13,000 tons. Industrial production Prenol is produced industrially by the reaction of formaldehyde with isobutene, followed by the isomerization of the resulting isoprenol (3-methyl-3-buten-1-ol). Polyprenols Prenol is a building block of isoprenoid alcohols, which have the general formula: :H– H2CCH3=CHCH2sub>''n''–OH Th ...
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Chiral Resolution
Chiral resolution, or enantiomeric resolution, is a process in stereochemistry for the separation of racemic compounds into their enantiomers. It is an important tool in the production of optically active compounds, including drugs. Another term with the same meaning is optical resolution. The use of chiral resolution to obtain enantiomerically pure compounds has the disadvantage of necessarily discarding at least half of the starting racemic mixture. Asymmetric synthesis of one of the enantiomers is one means of avoiding this waste. Crystallization of diastereomeric salts The most common method for chiral resolution involves conversion of the racemic mixture to a pair of diastereomeric derivatives by reacting them with chiral derivatizing agents, also known as chiral resolving agents. The derivatives which are then separated by conventional crystallization, and converted back to the enantiomers by removal of the resolving agent. The process can be laborious and depends on the div ...
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Enantiomers
In chemistry, an enantiomer ( /ɪˈnænti.əmər, ɛ-, -oʊ-/ ''ih-NAN-tee-ə-mər''; from Ancient Greek ἐνάντιος ''(enántios)'' 'opposite', and μέρος ''(méros)'' 'part') – also called optical isomer, antipode, or optical antipode – is one of two stereoisomers that are non-superposable onto their own mirror image. Enantiomers are much like one's right and left hands, when looking at the same face, they cannot be superposed onto each other. No amount of reorientation will allow the four unique groups on the chiral carbon (see Chirality (chemistry)) to line up exactly. The number of stereoisomers a molecule has can be determined by the number of chiral carbons it has. Stereoisomers include both enantiomers and diastereomers. Diastereomers, like enantiomers, share the same molecular formula and are non-superposable onto each other however, they are not mirror images of each other. A molecule with chirality rotates plane-polarized light. A mixture of equals amou ...
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Monoterpenes
Monoterpenes are a class of terpenes that consist of two isoprene units and have the molecular formula C10H16. Monoterpenes may be linear (acyclic) or contain rings (monocyclic and bicyclic). Modified terpenes, such as those containing oxygen functionality or missing a methyl group, are called monoterpenoids. Monoterpenes and monoterpenoids are diverse. They have relevance to the pharmaceutical, cosmetic, agricultural, and food industries. Biosynthesis Monoterpenes are derived biosynthetically from units of isopentenyl pyrophosphate, which is formed from acetyl-CoA via the intermediacy of mevalonic acid in the HMG-CoA reductase pathway. An alternative, unrelated biosynthesis pathway of IPP is known in some bacterial groups and the plastids of plants, the so-called MEP-(2-methyl-D-erythritol-4-phosphate) pathway, which is initiated from Pentose, C5 sugars. In both pathways, IPP is isomerized to DMAPP by the enzyme isopentenyl pyrophosphate isomerase. Geranyl pyrophosphate is the pr ...
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Insect Pheromones
Insects (from Latin ') are pancrustacean Hexapoda, hexapod invertebrates of the class (biology), class Insecta. They are the largest group within the arthropod phylum. Insects have a chitinous exoskeleton, a three-part body (head, Thorax (insect anatomy), thorax and abdomen (insect anatomy), abdomen), three pairs of jointed Arthropod leg, legs, compound eyes and one pair of antenna (biology), antennae. Their blood is not totally contained in vessels; some circulates in an open cavity known as the haemocoel. Insects are the most diverse group of animals; they include more than a million described species and represent more than half of all known living organisms. The total number of Extant taxon, extant species is estimated at between six and ten million; In: potentially over 90% of the animal life forms on Earth are insects. Insects may be found in nearly all Natural environment, environments, although only a small number of species reside in the oceans, which are dominated by ...
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