Homoisocitric acid

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Homoisocitric acid
Homoisocitric acid.svg
Names
Preferred IUPAC name
1-Hydroxybutane-1,2,4-tricarboxylic acid
Other names
3-Carboxy-2-hydroxyadipic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
PubChem CID
Properties
C7H10O7
Molar mass 206.15 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Homoisocitric acid is an isomer of homocitric acid in which the hydroxyl is on the 2 position. [1] It is an intermediate in the α-aminoadipate pathway of lysine biosynthesis where it is produced by homocitrate synthase and is a substrate for homoaconitase.

Homocitric acid chemical compound

Homocitric acid is an organic compound with the formula HOC(CO2H)(CH2CO2H)(C2H4CO2H). This tricarboxylic acid occurs naturally as a component of the iron-molybdenum cofactor of certain nitrogenase proteins. Biochemists often refer to this cofactor as homocitrate, which is the conjugate bases that predominate in neutral aqueous solutions of this species.

Lysine group of stereoisomers

Lysine (symbol Lys or K) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated −NH3+ form under biological conditions), an α-carboxylic acid group (which is in the deprotonated −COO form under biological conditions), and a side chain lysyl ((CH2)4NH2), classifying it as a basic, charged (at physiological pH), aliphatic amino acid. It is encoded by the codons, AAA and AAG. Like almost all other amino acids, the α-carbon is chiral and lysine may refer to either enantiomer or a racemic mixture of both. For the purpose of this article, lysine will refer to the biologically active enantiomer L-lysine, where the α-carbon is in the S configuration.

In enzymology, a homocitrate synthase (EC 2.3.3.14) is an enzyme that catalyzes the chemical reaction

Homoisocitrate is an anion, salt, or ester of homoisocitric acid.

Salt (chemistry) ionic compound

In chemistry, a salt is an ionic compound that can be formed by the neutralization reaction of an acid and a base. Salts are composed of related numbers of cations and anions so that the product is electrically neutral. These component ions can be inorganic, such as chloride (Cl), or organic, such as acetate ; and can be monatomic, such as fluoride (F), or polyatomic, such as sulfate.

Ester chemical compounds consisting of a carbonyl adjacent to an ether linkage

In chemistry, an ester is a chemical compound derived from an acid in which at least one –OH (hydroxyl) group is replaced by an –O–alkyl (alkoxy) group. Usually, esters are derived from a carboxylic acid and an alcohol. Glycerides, which are fatty acid esters of glycerol, are important esters in biology, being one of the main classes of lipids, and making up the bulk of animal fats and vegetable oils. Esters with low molecular weight are commonly used as fragrances and found in essential oils and pheromones. Phosphoesters form the backbone of DNA molecules. Nitrate esters, such as nitroglycerin, are known for their explosive properties, while polyesters are important plastics, with monomers linked by ester moieties. Esters usually have a sweet smell and are considered high-quality solvents for a broad array of plastics, plasticizers, resins, and lacquers. They are also one of the largest classes of synthetic lubricants on the commercial market.

See also

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Amino acids are organic compounds containing amine (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. The key elements of an amino acid are carbon (C), hydrogen (H), oxygen (O), and nitrogen (N), although other elements are found in the side chains of certain amino acids. About 500 naturally occurring amino acids are known (though only 20 appear in the genetic code) and can be classified in many ways. They can be classified according to the core structural functional groups' locations as alpha- (α-), beta- (β-), gamma- (γ-) or delta- (δ-) amino acids; other categories relate to polarity, pH level, and side chain group type (aliphatic, acyclic, aromatic, containing hydroxyl or sulfur, etc.). In the form of proteins, amino acid residues form the second-largest component (water is the largest) of human muscles and other tissues. Beyond their role as residues in proteins, amino acids participate in a number of processes such as neurotransmitter transport and biosynthesis.

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Salicylic acid chemical compound

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Sulfuric acid chemical compound

Sulfuric acid (alternative spelling sulphuric acid), also known as vitriol, is a mineral acid composed of the elements sulfur, oxygen and hydrogen, with molecular formula H2SO4. It is a colorless, odorless, and syrupy liquid that is soluble in water, in a reaction that is highly exothermic.

Pantothenic acid chemical compound

Pantothenic acid, also called vitamin B5 (a B vitamin), is a water-soluble vitamin. Pantothenic acid is an essential nutrient. Animals require pantothenic acid in order to synthesize coenzyme-A (CoA), as well as to synthesize and metabolize proteins, carbohydrates, and fats. The anion is called pantothenate.

Folate chemical compound

Folate, distinct forms of which are known as folic acid, folacin, and vitamin B9, is one of the B vitamins. It may be taken by mouth or by injection. The recommended adult daily intake of folate in the U.S. is 400 micrograms from foods or dietary supplements. Folate in the form of folic acid is used to treat anemia caused by folic acid deficiency. Folic acid is also used as a supplement by women during pregnancy to reduce the risk of neural tube defects (NTDs) in the baby. Low levels in early pregnancy are believed to be the cause of more than half of babies born with NTDs. More than 80 countries use fortification of certain foods with folic acid as a measure to decrease the rate of NTDs. Long-term supplementation is also associated with small reductions in the risk of stroke and cardiovascular disease.

Citric acid chemical compound

Citric acid is a weak organic acid that has the chemical formula C
6
H
8
O
7
. It occurs naturally in citrus fruits. In biochemistry, it is an intermediate in the citric acid cycle, which occurs in the metabolism of all aerobic organisms.

Canola oil low eruca acid cultivar of rapeseed

Canola oil, or canola for short, is a vegetable oil derived from a variety of rapeseed that is low in erucic acid, as opposed to colza oil. There are both edible and industrial forms produced from the seed of any of several cultivars of the plant family Brassicaceae, namely cultivars of Brassica napus L., Brassica rapa subsp. oleifera, or Brassica juncea, which are also referred to as "canola". According to the Canola Council of Canada, an industry association, the official definition of canola is "Seeds of the genus Brassica from which the oil shall contain less than 2% erucic acid in its fatty acid profile and the solid component shall contain less than 30 micromoles of any one or any mixture of 3-butenyl glucosinolate, 4-pentenyl glucosinolate, 2-hydroxy-3 butenyl glucosinolate, and 2-hydroxy- 4-pentenyl glucosinolate per gram of air-dry, oil-free solid."

Phosphoric acid chemical compound

Phosphoric acid (also known as orthophosphoric acid or phosphoric(V) acid) is a weak acid with the chemical formula H3PO4. Orthophosphoric acid refers to phosphoric acid, which is the IUPAC name for this compound. The prefix ortho- is used to distinguish the acid from related phosphoric acids, called polyphosphoric acids. Orthophosphoric acid is a non-toxic acid, which, when pure, is a solid at room temperature and pressure. The conjugate base of phosphoric acid is the dihydrogen phosphate ion, H
2
PO
4
, which in turn has a conjugate base of hydrogen phosphate, HPO2−
4
, which has a conjugate base of phosphate, PO3−
4
. Phosphates are essential for life.

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Homoisocitrate dehydrogenase enzyme

In enzymology, a homoisocitrate dehydrogenase (EC 1.1.1.87) is an enzyme that catalyzes the chemical reaction

Acetic acid A colourless liquid organic compound found in vinegar

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Hydrochloric acid strong mineral acid

Hydrochloric acid or muriatic acid is a colorless inorganic chemical system with the formula H
2
O:HCl
. Hydrochloric acid has a distinctive pungent smell. It is classified as strongly acidic and can attack the skin over a wide composition range, since the hydrogen chloride completely dissociates in aqueous solution.

Homoaconitic acid chemical compound

Homoaconitatic acid (homoaconitate) is related to aconitic acid but with one extra carbon. It is part of the α-aminoadipate pathway for lysine biosynthesis, where it is made from homocitrate by homoaconitase. It is converted to homoisocitrate by homoisocitrate dehydrogenase.

The molecular formula C7H10O7 may refer to:

References

  1. "Homoisocitric Acid". U.S. National Library of Medicine; National Center for Biotechnology Information.