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Atromentic Acid
Atromentic acid is a red-orange pigment found in fungi within the Boletales group. It is the precursor to variegatic acid and xerocomic acid, and is preceded by atromentin. As an example, it is isolated from ''Serpula lacrymans''. It is soluble in methanol. Variants include homoatromentic acid. This pigment has been studied and elucidated by Wolfgang Steglich and colleagues over decades. When atromentin is oxidised with hydrogen peroxide a yellow product is produced. A sodium hydroxide solution is also yellow, but when this is neutralized with acid the red atromentic acid crystallises. Concentrated potassium hydroxide breaks up the compound to p-hydroxyphenylacetic acid and oxalic acid Oxalic acid is an organic acid with the systematic name ethanedioic acid and chemical formula , also written as or or . It is the simplest dicarboxylic acid. It is a white crystalline solid that forms a colorless solution in water. Its name i .... References {{Reflist, refs= Gill, M., and ...
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Fungi
A fungus (: fungi , , , or ; or funguses) is any member of the group of eukaryotic organisms that includes microorganisms such as yeasts and mold (fungus), molds, as well as the more familiar mushrooms. These organisms are classified as one of the kingdom (biology)#Six kingdoms (1998), traditional eukaryotic kingdoms, along with Animalia, Plantae, and either Protista or Protozoa and Chromista. A characteristic that places fungi in a different kingdom from plants, bacteria, and some protists is chitin in their cell walls. Fungi, like animals, are heterotrophs; they acquire their food by absorbing dissolved molecules, typically by secreting digestive enzymes into their environment. Fungi do not photosynthesize. Growth is their means of motility, mobility, except for spores (a few of which are flagellated), which may travel through the air or water. Fungi are the principal decomposers in ecological systems. These and other differences place fungi in a single group of related o ...
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Boletales
The Boletales are an order of Agaricomycetes containing over 1300 species with a diverse array of fruiting body types. The boletes are the best known members of this group, and until recently, the Boletales were thought to only contain boletes. The Boletales are now known to contain distinct groups of agarics, puffballs, and other fruiting-body types. Taxonomy The order Boletales originally was created to describe boletes, but based on micromorphological and molecular phylogenetic characteristics, a large number of nonbolete species have recently been reclassified to belong to this group, as well. The order also includes some gilled mushrooms, in the families Gomphidiaceae, Serpulaceae, Tapinellaceae, Hygrophoropsidaceae, and Paxillaceae, which often have the same flesh texture as the boletes, spore-bearing tissue which is also easily separable from the cap, and similar microscopic characteristics of spores and cystidia. Taxonomic studies using secondary metabolites a ...
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Variegatic Acid
Variegatic acid (3,3',4,4'-tetrahydroxypulvinic acid) is an orange pigment found in some mushrooms. It is responsible for the bluing reaction seen in many bolete mushrooms when they are injured. When mushroom tissue containing variegatic acid is exposed to air, the chemical is enzymatically oxidized to blue quinone methide anions, specifically chinonmethid anions. It is derived from xerocomic acid, which is preceded by atromentic acid and atromentin, and its genetic basis is unknown. In its oxidized form (due to the production of a second lactone ring) is variegatorubin, similar to xerocomorubin. It was first isolated from '' Suillus variegatus''. It has strong antioxidant properties, and a nonspecific inhibitory effect on cytochrome P450 enzymes. A total synthesis was reported in 2001 that uses a Suzuki cross coupling reaction. It was found antibiotically inactive against an array of bacteria and fungi using the disk diffusion assay at 50 μg. However, at similar concen ...
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Xerocomic Acid
Xerocomic acid is a red-orange pigment found in fungi of the order ''Boletales'' (and is named after the genus ''Xerocomus''). It is the precursor to variegatic acid, and is preceded by atromentic acid and atromentin. As an example, it is isolated from ''Serpula lacrymans''. It is soluble in methanol. An oxidase acting on xerocomic acid is responsible for the "bluing" reaction seen in mushrooms. Condensation of two units of xerocomic acid form the pigments sclerocitrin, badione A, and also norbadione A, which are found in the mushroom ''Scleroderma citrinum'' Pers. Variants include isoxerocomic acid Isoxerocomic acid is a red-orange pigment found in ''Boletales''. It is the precursor to variegatic acid, and is preceded by atromentic acid and atromentin. As an example, it is isolated from ''Serpula lacrymans''. It is soluble in methanol ... and ''O''-methylxerocomic acid. References {{Reflist, refs= {{cite book, last1=Gill, first1=M., last2=Steglich, first2= W., year=1 ...
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Atromentin
Atromentin is a natural chemical compound found in Agaricomycetes fungi in the orders Agaricales and Thelephorales. It can also be prepared by laboratory synthesis. Chemically, it is a polyphenol and a benzoquinone. Occurrences Atromentin has been found in cultures of '' Clitocybe subilludens'' and in extracts of '' Hydnellum peckii''. The first enzymes in its biosynthesis have been characterized in '' Tapinella panuoides''. One of those is called atromentin synthetase. Biological activities A number of potential biological activities of atromentin have been studied ''in vitro''. Atromentin possesses ''in vitro'' antibacterial activity, inhibiting the enzyme enoyl-acyl carrier protein reductase (essential for the biosynthesis of fatty acids) in the bacteria ''Streptococcus pneumoniae''. Atromentin has been shown to be a smooth muscle stimulant. It also induces apoptosis in isolated human leukemia U937 cells. It is also an anticoagulant. Genetic and enzymatic basis o ...
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Serpula Lacrymans
''Serpula lacrymans'' is a species of fungi known for causing dry rot. It is a basidiomycete in the order Boletales. It has the ability to rapidly colonise sites through unique and highly specialised mycelium which also leads to greater degradation rates of wood cellulose. Taxonomy The species was first species description, described under the name ''Boletus lacrymans'' by Franz Xavier von Wulfen in 1781. It was transferred to the genus ''Serpula (fungus), Serpula'' by Petter Karsten in 1884. The specific name (botany), specific epithet is derived from the Latin words ''serpula'' for "creeping" (as in a serpent) and ''lacrymans'', meaning "making tears". Environment ''Serpula lacrymans'' has a preference for temperatures of but can survive any temperature from . It is not clear how much light is needed to promote ''Serpula lacrymans'' growth. In terms of aeration ''Serpula lacrymans'' often grows near ventilation shafts which shows a preference for concentrated oxygen. A mois ...
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Wolfgang Steglich
Wolfgang Steglich (born 12 August 1933) is a German chemist. Life Wolfgang Steglich was born in Kamenz and studied chemistry at Technische Universität Berlin and later at the Technical University of Munich where he received his PhD in 1960 for work with . Following a postdoc stay with Sir Derek H. R. Barton at the Imperial College London, Wolfgang Steglich completed his habilitation at the Technical University of Munich. After Weygand's death in 1969, Steglich was in charge of the Weygand chair until he became a full professor at Technische Universität Berlin in 1971. In 1975, he was appointed a professorship at the University of Bonn. He succeeded Rolf Huisgen as head of the organic chemistry department of the University of Munich in 1991. Wolfgang Steglich retired in 2001. Work The use of 4-dimethylaminopyridine for esterifications with anhydrides, which is sometimes called the Steglich esterification, his studies on the metabolism of fungi, and, in collaboration with Ti ...
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Oxalic Acid
Oxalic acid is an organic acid with the systematic name ethanedioic acid and chemical formula , also written as or or . It is the simplest dicarboxylic acid. It is a white crystalline solid that forms a colorless solution in water. Its name is derived from early investigators who isolated oxalic acid from flowering plants of the genus '' Oxalis'', commonly known as wood-sorrels. It occurs naturally in many foods. Excessive ingestion of oxalic acid or prolonged skin contact can be dangerous. Oxalic acid is a much stronger acid than acetic acid. It is a reducing agent and its conjugate bases hydrogen oxalate () and oxalate () are chelating agents for metal cations. It is used as a cleaning agent, especially for the removal of rust, because it forms a water-soluble ferric iron complex, the ferrioxalate ion. Oxalic acid typically occurs as the dihydrate with the formula . History The preparation of salts of oxalic acid from plants had been known since at least 1745, when ...
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Carboxylic Acids
In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an Substituent, R-group. The general formula of a carboxylic acid is often written as or , sometimes as with R referring to an organyl group (e.g., alkyl, alkenyl, aryl), or hydrogen, or other groups. Carboxylic acids occur widely. Important examples include the amino acids and fatty acids. Deprotonation of a carboxylic acid gives a carboxylate anion. Examples and nomenclature Carboxylic acids are commonly identified by their trivial names. They often have the suffix ''-ic acid''. IUPAC-recommended names also exist; in this system, carboxylic acids have an ''-oic acid'' suffix. For example, butyric acid () is butanoic acid by IUPAC guidelines. For nomenclature of complex molecules containing a carboxylic acid, the carboxyl can be considered position one of the parent chain even if there are other substituents, such as 3-chloropropanoic acid. Alternately, it can be named ...
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