1,2,3,5-Tetrahydroxybenzene
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1,2,3,5-tetrahydroxybenzene
1,2,3,5-Tetrahydroxybenzene is a benzenetetrol. It is a metabolite in the degradation of 3,4,5-trihydroxybenzoate (gallic acid) by ''Eubacterium oxidoreducens''. The enzyme pyrogallol hydroxytransferase uses 1,2,3,5-tetrahydroxybenzene and 1,2,3-trihydroxybenzene (pyrogallol), whereas its two products are 1,3,5-trihydroxybenzene (phloroglucinol) and 1,2,3,5-tetrahydroxybenzene.Pyrogallol hydroxytransferase
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See also

* Trihydroxybenzenes *
Pentahydroxybenzene Pentahydroxybenzene (C6H6O5) is a chemical compound whose structure consists of a benzene ...
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Pyrogallol Hydroxytransferase
In enzymology, a pyrogallol hydroxytransferase () is an enzyme that catalyzes the chemical reaction :1,2,3,5-tetrahydroxybenzene + 1,2,3-trihydroxybenzene \rightleftharpoons 1,3,5-trihydroxybenzene + 1,2,3,5-tetrahydroxybenzene Thus, the two substrates of this enzyme are 1,2,3,5-tetrahydroxybenzene and 1,2,3-trihydroxybenzene (pyrogallol), whereas its two products are 1,3,5-trihydroxybenzene (phloroglucinol) and 1,2,3,5-tetrahydroxybenzene. This enzyme participates in benzoic acid degradation via CoA ligation. Nomenclature This enzyme belongs to the family of oxidoreductases. 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 1,2,3,5-tetrahydroxybenzene:1,2,3-trihydroxybenzene hydroxytransferase. Other names in common use include ...
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Phloroglucinol
Phloroglucinol is an organic compound with the formula C6H3(OH)3. It is a colorless solid. It is used in the synthesis of pharmaceuticals and explosives. Phloroglucinol is one of three isomeric benzenetriols. The other two isomers are hydroxyquinol (1,2,4-benzenetriol) and pyrogallol (1,2,3-benzenetriol). Phloroglucinol, and its benzenetriol isomers, are still defined as "phenols" according to the IUPAC official nomenclature rules of chemical compounds. Many such monophenolics are often termed "polyphenols" by the cosmetic and parapharmaceutical industries, which does not match the scientifically accepted definition. Synthesis and occurrence In 1855, phloroglucinol was first prepared from phloretin by the Austrian chemist Heinrich Hlasiwetz (1825–1875). A modern synthesis of involves hydrolysis of benzene-1,3,5-triamine and its derivatives. Representative is the following route from trinitrobenzene. : The synthesis is noteworthy because ordinary aniline derivatives are unre ...
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Benzenetetrol
Tetrahydroxybenzenes or Benzenetetrols are a group of organic compounds which are tetrahydroxy derivatives of benzene. Tetrahydroxybenzene comes in three isomers: * 1,2,3,4-Tetrahydroxybenzene *1,2,3,5-Tetrahydroxybenzene * 1,2,4,5-Tetrahydroxybenzene All isomers share the molecular weight 142.11 g/mol and the chemical formula C6H6O4. See also * Dihydroxybenzenes * Trihydroxybenzenes * Pentahydroxybenzene * Hexahydroxybenzene Benzenehexol, also called hexahydroxybenzene, is an organic compound with formula or . It is a six-fold Phenols, phenol of benzene. The product is also called hexaphenol, but this name has been used also for other substances. Benzenehexol is a c ... {{Chemistry index Phenols ...
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Eubacterium Oxidoreducens
''Eubacterium oxidoreducens'' is a Gram positive bacterium species in the genus ''Eubacterium''. 1,2,3,5-Tetrahydroxybenzene is a benzenetetrol and a metabolite in the degradation of 3,4,5-trihydroxybenzoate by ''E. oxidoreducens''.Initial steps in the anaerobic degradation of 3,4,5-trihydroxybenzoate by Eubacterium oxidoreducens: characterization of mutants and role of 1,2,3,5-tetrahydroxybenzene. J D Haddock and J G Ferry, J Bacteriol., February 1993, volume 175, issue 3, pages 669-673abstract The enzyme phloroglucinol reductase uses dihydrophloroglucinol and NADP+ to produce phloroglucinol Phloroglucinol is an organic compound with the formula C6H3(OH)3. It is a colorless solid. It is used in the synthesis of pharmaceuticals and explosives. Phloroglucinol is one of three isomeric benzenetriols. The other two isomers are hydroxyqu ..., NADPH, and H+. It is found in ''E. oxidoreducens''. References External links Type strain of ''Eubacterium oxidoreducens'' at Bac ...
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Trihydroxybenzenes
The trihydroxybenzenes (or benzenetriols) are organic compounds with the formula C6H3(OH)3. Also classified as polyphenols, they feature three hydroxyl groups substituted onto a benzene ring. They are white solids with modest solubility in water. : The enzyme pyrogallol hydroxytransferase uses benzene-1,2,3,5-tetrol and benzene-1,2,3-triol (pyrogallol), whereas its two products are benzene-1,3,5-triol (phloroglucinol) and benzene-1,2,3,5-tetrol. This enzyme can be found in ''Pelobacter acidigallici.'' See also * Dihydroxybenzenes * Tetrahydroxybenzenes * Pentahydroxybenzene * Hexahydroxybenzene Benzenehexol, also called hexahydroxybenzene, is an organic compound with formula or . It is a six-fold Phenols, phenol of benzene. The product is also called hexaphenol, but this name has been used also for other substances. Benzenehexol is a c ... References {{aromatic-stub ...
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3,4,5-trihydroxybenzoate
Gallic acid (also known as 3,4,5-trihydroxybenzoic acid) is a trihydroxybenzoic acid with the formula C6 H2( OH)3CO2H. It is classified as a phenolic acid. It is found in gallnuts, sumac, witch hazel, tea leaves, oak bark, and other plants. It is a white solid, although samples are typically brown owing to partial oxidation. Salts and esters of gallic acid are termed "gallates". Isolation and derivatives Gallic acid is easily freed from gallotannins by acidic or alkaline hydrolysis. When heated with concentrated sulfuric acid, gallic acid converts to rufigallol. Hydrolyzable tannins break down on hydrolysis to give gallic acid and glucose or ellagic acid and glucose, known as gallotannins and ellagitannins, respectively. Biosynthesis Gallic acid is formed from 3-dehydroshikimate by the action of the enzyme shikimate dehydrogenase to produce 3,5-didehydroshikimate. This latter compound aromatizes. Reactions Oxidation and oxidative coupling Alkaline solutions of gallic a ...
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Pyrogallol
Pyrogallol is an organic compound with the formula C6H3(OH)3. It is a water-soluble, white solid although samples are typically brownish because of its sensitivity toward oxygen. It is one of three isomers of benzenetriols. Production and reactions It is produced in the manner first reported by Scheele in 1786: heating gallic acid to induce decarboxylation. Gallic acid is also obtained from tannin. Many alternative routes have been devised. One preparation involves treating ''para''-chlorophenoldisulfonic acid with potassium hydroxide, a variant on the time-honored route to phenols from sulfonic acids. When in alkaline solution, pyrogallol undergoes deprotonation of one or more phenolic groups. Such solutions absorb oxygen from the air, turning brown. This conversion can be used to determine the amount of oxygen in a gas sample, notably by the use of the Orsat apparatus. Polyhydroxybenzenes are relatively electron-rich. One manifestation is the easy C-acetylation of pyrog ...
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Pentahydroxybenzene
Pentahydroxybenzene (C6H6O5) is a chemical compound whose structure consists of a benzene ring with five hydroxy groups (–OH) as substituent A substituent is one or a group of atoms that replaces (one or more) atoms, thereby becoming a moiety in the resultant (new) molecule. (In organic chemistry and biochemistry, the terms ''substituent'' and ''functional group'', as well as ''side ...s. The compound forms white to pinkish crystals. It decomposes at 264–269 °C. References {{reflist Phenols ...
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