2-oxoadipic acid
2-oxohexanedionic acid
Identification
| Name | 2-oxoadipic acid |
| CAS Number | 3184-35-8 |
| FDA UNII | BB72FKL1M2 |
| Molecular Formula | C6 H8 O5 |
| Molecular Weight | 160.12576000 |
| MDL Number | MFCD00010004 |
| Nikkaji Number | J39.063A |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 364.30 °C. @ 760.00 mm Hg (est) |
| Flash Point | 371.00 °F. TCC ( 188.30 °C. ) (est) |
| logP (o/w) | -1.220 (est) |
| Soluble in | water, 1e+006 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | information only not used for fragrances or flavors |
| Recommendation for 2-oxoadipic acid usage levels up to | not for fragrance use. |
| Recommendation for 2-oxoadipic acid flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
2-keto
adipic acid
a-keto
adipic acid
a-oxo
adipic acid
alpha-keto
adipic acid
adipic acid, 2-oxo-
2-oxo-
hexane dioic acid
2-oxo
hexanedioic acid
2-oxo-
hexanedioic acid
hexanedioic acid, 2-oxo-
hexanedioic acid, 2-oxo- (7CI,8CI,9CI)
2-oxo
hexanedionic acid
PubMed:
High-performance liquid chromatographic method for profiling 2-oxo acids in urine and its application in evaluating vitamin status in rats.
PubMed:
Production of superoxide/hydrogen peroxide by the mitochondrial 2-oxoadipate dehydrogenase complex.
PubMed:
Genetic basis of alpha-aminoadipic and alpha-ketoadipic aciduria.
PubMed:
Structure and function of a decarboxylating Agrobacterium tumefaciens keto-deoxy-d-galactarate dehydratase.
PubMed:
Time-dependent effects of L-tryptophan administration on urinary excretion of L-tryptophan metabolites.
PubMed:
Pantothenic acid deficiency may increase the urinary excretion of 2-oxo acids and nicotinamide catabolites in rats.
PubMed:
A dual conformation of the post-decarboxylation intermediate is associated with distinct enzyme states in mycobacterial KGD (α-ketoglutarate decarboxylase).
PubMed:
Fate of dietary tryptophan in young Japanese women.
PubMed:
DHTKD1 mutations cause 2-aminoadipic and 2-oxoadipic aciduria.
PubMed:
Homoisocitrate dehydrogenase from Candida albicans: properties, inhibition, and targeting by an antifungal pro-drug.
PubMed:
Enzyme redesign guided by cancer-derived IDH1 mutations.
PubMed:
Toward biotechnological production of adipic acid and precursors from biorenewables.
PubMed:
A network perspective on metabolic inconsistency.
PubMed:
Biomarkers in the early period of acute myocardial infarction in rat serum and protective effects of Shexiang Baoxin Pill using a metabolomic method.
PubMed:
Substrate specificity of 2-hydroxyglutaryl-CoA dehydratase from Clostridium symbiosum: toward a bio-based production of adipic acid.
PubMed:
Fluorometric determination of 2-oxoadipic acid, a common metabolite of tryptophan and lysine, by high-performance liquid chromatography with pre-chemical derivatization.
PubMed:
Unravelling the gallic acid degradation pathway in bacteria: the gal cluster from Pseudomonas putida.
PubMed:
Excess dietary lysine increases growth of chicks fed niacin-deficient diets, but dietary quinolinic acid has no niacin-sparing activity.
PubMed:
Quantitative acylcarnitine profiling in peripheral blood mononuclear cells using in vitro loading with palmitic and 2-oxoadipic acids: biochemical confirmation of fatty acid oxidation and organic acid disorders.
PubMed:
A Korean girl with alpha-aminoadipic and alpha-ketoadipic aciduria accompanied with elevation of 2-hydroxyglutarate and glutarate.
PubMed:
Gas chromatographic-mass spectrometric screening for organic acidemias using dried urine filter paper: determination of alpha-ketoacids.
PubMed:
Identification of the human mitochondrial oxodicarboxylate carrier. Bacterial expression, reconstitution, functional characterization, tissue distribution, and chromosomal location.
PubMed:
Identification in Saccharomyces cerevisiae of two isoforms of a novel mitochondrial transporter for 2-oxoadipate and 2-oxoglutarate.
PubMed:
Kearns-Sayre syndrome presenting as 2-oxoadipic aciduria.
PubMed:
Normal kynurenine metabolism in 2-oxoadipic aciduria.
PubMed:
Aspartate kinase-independent lysine synthesis in an extremely thermophilic bacterium, Thermus thermophilus: lysine is synthesized via alpha-aminoadipic acid not via diaminopimelic acid.
PubMed:
Alpha-keto acid chain elongation reactions involved in the biosynthesis of coenzyme B (7-mercaptoheptanoyl threonine phosphate) in methanogenic Archaea.
PubMed:
Identification of strictly conserved histidine and arginine residues as part of the active site in Petunia hybrida flavanone 3beta-hydroxylase.
PubMed:
Abnormal alpha-aminoadipic acid excretion in a newborn with a defect in platelet aggregation and antenatal cerebral haemorrhage.
PubMed:
Determination of glutamine and alpha-ketoglutarate concentration and specific activity in plasma using high-performance liquid chromatography.
PubMed:
Inactivation of alpha-ketoglutarate dehydrogenase during oxidative decarboxylation of alpha-ketoadipic acid.
PubMed:
Alpha-keto acids are novel siderophores in the genera Proteus, Providencia, and Morganella and are produced by amino acid deaminases.
PubMed:
Identification of N-acetyl-alpha-aminoadipic acid in the urine of a patient with alpha-aminoadipic and alpha-ketoadipic aciduria.
PubMed:
A fatal case of 2-keto-, 2-hydroxy- and 2-aminoadipic aciduria: relation of organic aciduria to phenotype?
PubMed:
The sub-cellular localisation and regulatory properties of pyruvate carboxylase from Rhizopus arrhizus.
PubMed:
alpha-Aminoadipic and alpha-ketoadipic aciduria: detection of a new case by a screening program using two-dimensional thin layer chromatography of amino acids.
PubMed:
Capillary gas chromatographic/mass spectrometric analysis of abnormal metabolites in hypoglycin-treated rat urine.
PubMed:
A patient with alpha-ketoadipic and alpha-aminoadipic aciduria.
PubMed:
Tryptophan and lysine metabolism in alpha-aminoadipic aciduria.
PubMed:
Biochemical and clinical studies of a new case of alpha-aminoadipic aciduria.
PubMed:
Metabolism of alpha-aminoadipic and alpha-ketoadipic acids: studies using rat and beef liver, and human leukocytes.
PubMed:
Alpha-ketoadipic aciduria: a description of a new metabolic error in lysine-tryptophan degradation.
PubMed:
Alpha-ketoadipic aciduria, a new inborn error of lysine metabolism; biochemical studies.
PubMed:
Enzymatic formation of alpha-ketoadipic acid from homoisocitric acid.
PubMed:
BIOSYNTHESIS OF ALPHA-KETOADIPIC ACID BY EXTRACTS OF BAKER'S YEAST.
PubMed:
Enzymatic conversion of homoisocitric acid into alpha-ketoadipic acid.
PubMed:
Biosynthesis of Lysine from alpha-Ketoadipic Acid and alpha-Aminoadipic Acid in Yeast.