Aromatic Alcohol
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Aromatic Alcohol
In organic chemistry, the aromatic alcohols or aryl-alcohols are a class of chemical compounds containing a hydroxyl group (— O H) bonded indirectly to an aromatic hydrocarbon group, in contrast to the phenols, where the hydroxyl group is bonded directly to an aromatic carbon atom. Aromatic alcohols are produced by the yeast ''Candida albicans''. They are also found in beer. These molecules are quorum sensing compounds for ''Saccharomyces cerevisiae''.Quorum Sensing: Alcohols in a Social Situation.Deborah A. Hogan, Current Biology, 20 June 2006, Volume 16, Issue 12, R457-R458, Metabolism Aryl-alcohol dehydrogenase uses an aromatic alcohol and NAD+ to produce an aromatic aldehyde, NADH and H+. Aryl-alcohol dehydrogenase (NADP+) uses an aromatic alcohol and NADP+ to produce an aromatic aldehyde, NADPH and H+. Aryldialkylphosphatase (also known as organophosphorus hydrolase, phosphotriesterase, and paraoxon hydrolase) uses an aryl dialkyl phosphate and H2O to produce dialkyl ...
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Organic Chemistry
Organic chemistry is a subdiscipline within chemistry involving the scientific study of the structure, properties, and reactions of organic compounds and organic materials, i.e., matter in its various forms that contain carbon atoms.Clayden, J.; Greeves, N. and Warren, S. (2012) ''Organic Chemistry''. Oxford University Press. pp. 1–15. . Study of structure determines their structural formula. Study of properties includes physical and chemical properties, and evaluation of chemical reactivity to understand their behavior. The study of organic reactions includes the chemical synthesis of natural products, drugs, and polymers, and study of individual organic molecules in the laboratory and via theoretical ( in silico) study. The range of chemicals studied in organic chemistry includes hydrocarbons (compounds containing only carbon and hydrogen) as well as compounds based on carbon, but also containing other elements, especially oxygen, nitrogen, sulfur, phosphorus (included in ...
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Saccharomyces Cerevisiae
''Saccharomyces cerevisiae'' () (brewer's yeast or baker's yeast) is a species of yeast (single-celled fungus microorganisms). The species has been instrumental in winemaking, baking, and brewing since ancient times. It is believed to have been originally isolated from the skin of grapes. It is one of the most intensively studied eukaryotic model organisms in molecular biology, molecular and cell biology, much like ''Escherichia coli'' as the model bacteria, bacterium. It is the microorganism behind the most common type of fermentation (biochemistry), fermentation. ''S. cerevisiae'' cells are round to ovoid, 5–10 micrometre, μm in diameter. It reproduces by budding. Many proteins important in human biology were first discovered by studying their Homology (biology), homologs in yeast; these proteins include cell cycle proteins, signaling proteins, and protein-processing enzymes. ''S. cerevisiae'' is currently the only yeast cell known to have Berkeley body, Berkeley bo ...
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Phenolic Acid
Phenolic acids or phenolcarboxylic acids are types of aromatic acid compounds. Included in that class are substances containing a phenolic ring and an organic carboxylic acid function (C6-C1 skeleton). Two important naturally occurring types of phenolic acids are hydroxybenzoic acids and hydroxycinnamic acids, which are derived from non-phenolic molecules of benzoic and cinnamic acid, respectively. Occurrences Phenolic acids can be found in many plant species. Their content in dried fruits can be high. Natural phenols in horse grams (''Macrotyloma uniflorum'') are mostly phenolic acids, namely 3,4-dihydroxy benzoic, ''p''-hydroxy benzoic, vanillic, caffeic, ''p''-coumaric, ferulic, syringic, and sinapinic acids. Phenolic acids can be found in several mushroom-forming species of basidiomycetes. It is also a part of the humic substances, which are the major organic constituents of soil humus. Many phenolic acids can be found in human urine. Chemistry Immobilized ''C ...
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Benzyl Alcohol
Benzyl alcohol is an aromatic alcohol with the formula C6H5CH2OH. The benzyl group is often abbreviated "Bn" (not to be confused with "Bz" which is used for benzoyl), thus benzyl alcohol is denoted as BnOH. Benzyl alcohol is a colorless liquid with a mild pleasant aromatic odor. It is a useful solvent due to its polarity, low toxicity, and low vapor pressure. Benzyl alcohol has moderate solubility in water (4 g/100 mL) and is miscible in alcohols and diethyl ether. The anion produced by deprotonation of the alcohol group is known as benzylate or benzyloxide. Natural occurrences Benzyl alcohol is produced naturally by many plants and is commonly found in fruits and teas. It is also found in a variety of essential oils including jasmine, hyacinth and ylang-ylang. It is also found in castoreum from the castor sacs of beavers. Benzyl esters also occur naturally. Preparation Benzyl alcohol is produced industrially from toluene via benzyl chloride, which is hydrolyzed ...
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Phenethyl Alcohol
Phenethyl alcohol, or 2-phenylethanol, is the organic compound that consists of a phenethyl group (C6H5CH2CH2) attached to OH. It is a colourless liquid that is slightly soluble in water (2 ml/100 ml H2O), but miscible with most organic solvents. It occurs widely in nature, being found in a variety of essential oils. It has a pleasant floral odor. Synthesis Phenethyl alcohol is prepared commercially via two routes. Most common is the Friedel-Crafts reaction between benzene and ethylene oxide in the presence of aluminium trichloride. :C6H6 + CH2CH2O + AlCl3 → C6H5CH2CH2OAlCl2 + HCl The reaction affords the aluminium alkoxide that is subsequently hydrolyzed to the desired product. The main side product is diphenylethane, which can be avoided by use of excess benzene. Hydrogenation of styrene oxide also affords phenethyl alcohol. Laboratory methods Phenethyl alcohol can also be prepared by the reaction between phenylmagnesium bromide and ethylene oxide: :C6H5MgBr + CH2CH2O ...
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Tyrosol
Tyrosol is an organic compound with the formula . Classified as a phenylethanoid, i.e. a derivative of phenethyl alcohol, It is found in a variety of natural sources. The compound is colorless solid. The principal source in the human diet is olive oil. Research As an antioxidant, tyrosol may protect cells against injury due to oxidation ''in vitro''. Although it is not as potent as other antioxidants present in olive oil (e.g., hydroxytyrosol), its higher concentration and good bioavailability indicate that it may have an important overall effect. Tyrosol may also be cardioprotective. Trosol-treated animals showed significant increase in the phosphorylation of Akt, eNOS and FOXO3a. In addition, tyrosol also induced the expression of the protein SIRT1 in the heart after myocardial infarction in a rat MI model. Tyrosol forms esters with a variety of organic acids. See also * tyrosinol, * hydroxytyrosol Hydroxytyrosol is an organic compound with the formula . Classified ...
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Tryptophol
Tryptophol is an aromatic alcohol that induces sleep in humans. It is found in wine as a secondary product of ethanol fermentation. It was first described by Felix Ehrlich in 1912. It is also produced by the trypanosomal parasite in sleeping sickness. It forms in the liver as a side-effect of disulfiram treatment. Natural occurrences Tryptophol can be found in ''Pinus sylvestris'' needles or seeds. It is produced by the trypanosomal parasite (''Trypanosoma brucei'') in sleeping sickness (African trypanosomiasis). Tryptophol is found in wine and beer as a secondary product of ethanol fermentation (a product also known as congener) by ''Saccharomyces cerevisiae''. It is also an autoantibiotic produced by the fungus ''Candida albicans. It can also be isolated from the marine sponge ''Ircinia spiculosa''. Metabolism Biosynthesis It was first described by Felix Ehrlich in 1912. Ehrlich demonstrated that yeast attacks the natural amino acids essentially by splitting off carbon dio ...
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Aryldialkylphosphatase
Aryldialkylphosphatase (EC 3.1.8.1, also known as phosphotriesterase, organophosphate hydrolase, parathion hydrolase, paraoxonase, and parathion aryl esterase; systematic name aryltriphosphate dialkylphosphohydrolase) is a metalloenzyme that hydrolyzes the triester linkage found in organophosphate insecticides: :an aryl dialkyl phosphate + H2O \rightleftharpoons dialkyl phosphate + an aryl alcohol The gene (''opd'', for organophosphate-degrading) that codes for the enzyme is found in a large plasmid (pSC1, 51Kb) endogenous to ''Pseudomonas'' ''diminuta'', although the gene has also been found in many other bacterial species such as ''Flavobacterium'' sp. (ATCC27551), where it is also encoded in an extrachromosomal element (pSM55, 43Kb). Organophosphate is the general name for esters of phosphoric acid and is one of the organophosphorus compounds. They can be found as part of insecticides, herbicides, and nerve gases, amongst others. Some less-toxic organophosphates can be ...
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Aryl-alcohol Dehydrogenase (NADP+)
In enzymology, an aryl-alcohol dehydrogenase (NADP+) () is an enzyme that catalyzes the chemical reaction :an aromatic alcohol + NADP+ \rightleftharpoons an aromatic aldehyde + NADPH + H+ Thus, the two substrates of this enzyme are aromatic alcohol and NADP+, whereas its 3 products are aromatic aldehyde, NADPH, and H+. This enzyme belongs to the family of oxidoreductases, specifically those acting on the CH-OH group of donor with NAD+ or NADP+ as acceptor. The systematic name A systematic name is a name given in a systematic way to one unique group, organism, object or chemical substance, out of a specific population or collection. Systematic names are usually part of a nomenclature. A semisystematic name or semitrivial ... of this enzyme class is aryl-alcohol:NADP+ oxidoreductase. Other names in common use include aryl alcohol dehydrogenase (nicotinamide adenine dinucleotide, phosphate), coniferyl alcohol dehydrogenase, NADPH-linked benzaldehyde reductase, and aryl-alcohol ...
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Aromatic Aldehyde
In organic chemistry, an aldehyde () is an organic compound containing a functional group with the structure . The functional group itself (without the "R" side chain) can be referred to as an aldehyde but can also be classified as a formyl group. Aldehydes are common and play important roles in the technology and biological spheres. Structure and bonding Aldehydes feature a carbon center that is connected by a double bond to oxygen and a single bond to hydrogen and single bond to a third substituent, which is carbon or, in the case of formaldehyde, hydrogen. The central carbon is often described as being sp2- hybridized. The aldehyde group is somewhat polar. The C=O bond length is about 120-122 picometers. Physical properties and characterization Aldehydes have properties that are diverse and that depend on the remainder of the molecule. Smaller aldehydes are more soluble in water, formaldehyde and acetaldehyde completely so. The volatile aldehydes have pungent odors. Aldehy ...
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Aryl-alcohol Dehydrogenase
In enzymology, an aryl-alcohol dehydrogenase () is an enzyme that catalyzes the chemical reaction :an aromatic alcohol + NAD+ \rightleftharpoons an aromatic aldehyde + NADH + H+ Thus, the two substrates of this enzyme are aromatic alcohol and NAD+, whereas its 3 products are aromatic aldehyde, NADH, and H+. This enzyme belongs to the family of oxidoreductases, specifically those acting on the CH-OH group of donor with NAD+ or NADP+ as acceptor. The systematic name of this enzyme class is aryl-alcohol:NAD+ oxidoreductase. Other names in common use include p-hydroxybenzyl alcohol dehydrogenase, benzyl alcohol dehydrogenase, and coniferyl alcohol dehydrogenase. This enzyme participates in 5 metabolic pathways: tyrosine metabolism, phenylalanine metabolism, biphenyl degradation, toluene and xylene degradation, and caprolactam degradation Caprolactam (CPL) is an organic compound with the formula (CH2)5C(O)NH. This colourless solid is a lactam (a cyclic amide) of caproic acid. ...
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Quorum Sensing
In biology, quorum sensing or quorum signalling (QS) is the ability to detect and respond to cell population density by gene regulation. As one example, QS enables bacteria to restrict the expression of specific genes to the high cell densities at which the resulting phenotypes will be most beneficial. Many species of bacteria use quorum sensing to coordinate gene expression according to the density of their local population. In a similar fashion, some social insects use quorum sensing to determine where to nest. Quorum sensing in pathogenic bacteria activates host immune signaling and prolongs host survival, by limiting the bacterial intake of nutrients, such as tryptophan, which further is converted to serotonin. As such, quorum sensing allows a Commensalism, commensal interaction between host and pathogenic bacteria. Quorum sensing may also be useful for cancer cell communications. In addition to its function in biological systems, quorum sensing has several useful applications ...
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