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Oxaloacetic acid information


Oxaloacetic acid
Skeletal structure
Ball-and-stick model
Names
Preferred IUPAC name
2-Oxobutanedioic acid
Other names
Oxaloacetic acid
Oxalacetic acid
2-Oxosuccinic acid
Ketosuccinic acid
Identifiers
CAS Number
  • 328-42-7 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:30744 checkY
ChemSpider
  • 945 checkY
ECHA InfoCard 100.005.755 Edit this at Wikidata
EC Number
  • 206-329-8
IUPHAR/BPS
  • 5236
KEGG
  • C00036 checkY
PubChem CID
  • 970
UNII
  • 2F399MM81J checkY
CompTox Dashboard (EPA)
  • DTXSID8021646 Edit this at Wikidata
InChI
  • InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9) checkY
    Key: KHPXUQMNIQBQEV-UHFFFAOYSA-N checkY
SMILES
  • O=C(O)C(=O)CC(=O)O
Properties
Chemical formula
C4H4O5
Molar mass 132.07 g/mol
Density 1.6 g/cm3
Melting point 161 °C (322 °F; 434 K)
Thermochemistry
Std enthalpy of
formation fH298)
-943.21 kJ/mol
Std enthalpy of
combustion cH298)
-1205.58 kJ/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Oxaloacetic acid (also known as oxalacetic acid or OAA) is a crystalline organic compound with the chemical formula HO2CC(O)CH2CO2H. Oxaloacetic acid, in the form of its conjugate base oxaloacetate, is a metabolic intermediate in many processes that occur in animals. It takes part in gluconeogenesis, the urea cycle, the glyoxylate cycle, amino acid synthesis, fatty acid synthesis and the citric acid cycle.[1]

  1. ^ Cite error: The named reference Lehn was invoked but never defined (see the help page).

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Oxaloacetic acid

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Oxaloacetic acid (also known as oxalacetic acid or OAA) is a crystalline organic compound with the chemical formula HO2CC(O)CH2CO2H. Oxaloacetic acid...

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Keto acid

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scaffold. Important representatives: pyruvic acid, pervasive intermediate in metabolism. oxaloacetic acid, a component of the Krebs cycle. alpha-ketoglutarate...

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List of carboxylic acids

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Carboxylic acids are organic acids characterized by a carboxyl (-COOH) functional group. The naming of these compounds is governed by IUPAC nomenclature...

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Pyruvate carboxylase

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needed] carboxylation of pyruvate to form oxaloacetate (OAA). Pyruvic acid Oxaloacetic acid The reaction it catalyzes is: pyruvate + HCO− 3 + ATP → oxaloacetate...

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C4 carbon fixation

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phosphoenolpyruvate (PEP) reacts with CO2 to form the four-carbon oxaloacetic acid (OAA). OAA can then be reduced to malate or transaminated to aspartate...

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Dicarboxylic acid

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a dicarboxylic acid is an organic compound containing two carboxyl groups (−COOH). The general molecular formula for dicarboxylic acids can be written...

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Photosynthesis

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called PEP carboxylase, creating the four-carbon organic acid oxaloacetic acid. Oxaloacetic acid or malate synthesized by this process is then translocated...

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Purine nucleotide cycle

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α-ketoglutarate to produce glutamate and oxaloacetic acid (the above reaction reversed). α-Ketoglutarate + Aspartate ⇌ Oxaloacetic acid + Glutamate (catalyzed by aspartate...

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Citrate synthase

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acetyl-CoA + oxaloacetate + H2O → citrate + CoA-SH acetyl-CoA Oxaloacetic acid Citric acid Oxaloacetate is regenerated after the completion of one round...

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Killifish

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DE (2013). "Evaluation of resveratrol, green tea extract, curcumin, oxaloacetic acid, and medium-chain triglyceride oil on life span of genetically heterogeneous...

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Anaplerotic reactions

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make pyruvate (catalyzed by malic enzyme) or oxaloacetic acid, both of which can enter the citric acid cycle. Glutamine can also be used to produce oxaloacetate...

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New York City agar

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CO2 requirements needed to enhance Neisseria growth. Yeast contains oxaloacetic acid which is metabolized by gonococci to produce sufficient CO2 for growth...

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Dioxosuccinic acid

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dioxosuccinate, upon isolation.: p.187  Mesoxalic acid Oxaloacetic acid (or oxosuccinic acid) Fumaric acid Ján Farkaš, Beatrix Farkaš (1988), Technology and...

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Capnophile

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an endproduct in glycolysis, to generate the four-carbon compound, oxaloacetic acid, an intermediate in the Krebs cycle. Although M. succiniciproducens...

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Aspartate transaminase

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aspartate aminotransferase, also known as AspAT/ASAT/AAT or (serum) glutamic oxaloacetic transaminase (GOT, SGOT), is a pyridoxal phosphate (PLP)-dependent transaminase...

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Perry

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malolactic fermentation bacteria catabolise citric acid to acetic acid and oxaloacetic acid, instead of lactic acid. This results in a floral, citrus-like aroma...

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Caloric restriction mimetic

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(January 2013). "Evaluation of Resveratrol, Green Tea Extract, Curcumin, Oxaloacetic Acid, and Medium-Chain Triglyceride Oil on Life Span of Genetically Heterogeneous...

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Campylobacter jejuni

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into phosphoenolpyruvic acid (as C. jejuni lacks this synthetase), the pyruvate can enter the TCA cycle to form oxaloacetic acid intermediates that can...

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OAA

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Australia Oriental Astronomical Association Orlando Apopka Airport Oxaloacetic acid Oxford Aviation Academy Oxley Aviation, Australia (ICAO operator designator)...

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Transaminase

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enzymes are aspartate transaminase (AST), also known as serum glutamic oxaloacetic transaminase (SGOT); and alanine transaminase (ALT), also called alanine...

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Rhoda Williams Benham

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24: 69-82. 1944. Pityrosporum ovalc-a lipophylic fungus. Thiamin and oxaloacetic acid as growth factors. Proc. Soc. Exp. Biol. Med. 58: 199-201. 1945. Biology...

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Karelsulcia muelleri

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evolution are dedicated to amino acid biosynthesis. 21.3% of its protein-coding genes are dedicated to creating amino acids, while another 33% is dedicated...

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GOT

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action-adventure game Geranyl-pyrophosphate—olivetolic acid geranyltransferase, a plant enzyme Glutamic oxaloacetic transaminase, an animal enzyme Global Offset...

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Relda Marie Cailleau

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Cailleau, R (1947). "Bacterial oxidation of 1-malic acid in the presence of an oxaloacetic acid oxidation inhibitor". Comptes Rendus Hebdomadaires des...

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Robert Walker Hay

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Wellington, University of Sterling, St Andrews University Thesis The catalysed decarboxylation of oxaloacetic acid.  (1960) Doctoral students Kevin Tate...

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Erythromycin

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hepatotoxicity in pregnant women in the form of elevated serum glutamic-oxaloacetic transaminase and is not recommended during pregnancy. Some evidence suggests...

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GOT2

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mitochondrial is an enzyme that in humans is encoded by the GOT2 gene. Glutamic-oxaloacetic transaminase is a pyridoxal phosphate-dependent enzyme which exists in...

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GOT1

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cytoplasmic is an enzyme that in humans is encoded by the GOT1 gene. Glutamic-oxaloacetic transaminase is a pyridoxal phosphate-dependent enzyme which exists in...

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