oxosuccinic acid
oxalacetic acid (8CI)
Identification
| Name | oxosuccinic acid |
| CAS Number | 328-42-7 |
| EINECS | 206-329-8 |
| FDA UNII | 2F399MM81J |
| Molecular Formula | C4 H4 O5 |
| Molecular Weight | 132.07188000 |
| MDL Number | MFCD00002592 |
| Nikkaji Number | J5.675H |
| Beilstein | 1705475 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 161.00 °C. @ 760.00 mm Hg |
| Boiling Point | 341.93 °C. @ 760.00 mm Hg (est) |
| Flash Point | 347.00 °F. TCC ( 174.80 °C. ) (est) |
| logP (o/w) | -1.821 (est) |
| Soluble in | water, 1e+006 mg/L @ 25 °C (est) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | skin conditioning |
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 | cosmetic ingredient for skin conditioning |
| Recommendation for oxosuccinic acid usage levels up to | not for fragrance use. |
| Recommendation for oxosuccinic acid flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
2-oxo
butanedioic acid
oxo
butanedioic acid
butanedioic acid, 2-oxo-
butanedioic acid, oxo-
oxo
butanedioicacid
3-
carboxy-3-oxopropanoic acid
oxa
lacetic acid
oxa
lacetic acid (8CI)
oxa
laceticacid
oxa
loethanoic acid
2-oxo
succinic acid
a-keto
succinic acid
PubMed:
VO2+ complexation by bioligands showing keto-enol tautomerism: a potentiometric, spectroscopic, and computational study.
PubMed:
Isolation and characterization of an apple cytosolic malate dehydrogenase gene reveal its function in malate synthesis.
PubMed:
Hepatoprotective activity of leaves of Zanthoxylum armatum DC in CCl4 induced hepatotoxicity in rats.
PubMed:
[Study of metabonomics on pharmacological action appraisal Rhizoma coptidis in rats].
PubMed:
Metabolic discrimination of Catharanthus roseus calli according to their relative locations using (1)H-NMR and principal component analysis.
PubMed:
Molecular cloning and characterization of a novel lactate dehydrogenase gene from Clonorchis sinensis.
PubMed:
Synthesis and NMR spectroscopy of nine stereoisomeric 5,7-diacetamido-3,5,7,9-tetradeoxynon-2-ulosonic acids.
PubMed:
Synthesis and identification in bacterial lipopolysaccharides of 5,7-diacetamido-3,5,7,9-tetradeoxy-D-glycero-D-galacto- and -D-glycero-D-talo-non-2-ulosonic acids.
PubMed:
Activities of superoxide dismutase and catalase in erythrocytes and transaminases in the plasma of carps (Cyprinus carpio L.) exposed to cadmium.
PubMed:
Biosynthesis of pseudoisoeugenols in tissue cultures of Pimpinella anisum. Phenylalanine ammonia lyase and cinnamic acid 4-hydroxylase activities.
PubMed:
Escherichia coli fumarase A catalyzes the isomerization of enol and keto oxalacetic acid.
PubMed:
High molecular weight protein aggregates formed in the liver of the rat following large doses of paracetamol.
PubMed:
Hydrolysis of phosphoenolpyruvate catalyzed by phosphoenolpyruvate carboxylase from Zea mays.
PubMed:
Biosynthesis of Phytosiderophores : In Vitro Biosynthesis of 2'-Deoxymugineic Acid from l-Methionine and Nicotianamine.
PubMed:
Repression of phenylacetic acid transport system in Penicillium chrysogenum Wis 54-1255 by free amino acids and ammonium salts.
PubMed:
Studies on the biosynthesis of bialaphos (SF-1293). 8. Purification and characterization of 2-phosphinomethylmalic acid synthase from Streptomyces hygroscopicus SF-1293.
PubMed:
The phosphoenolpyruvate carboxykinase of Trypanosoma (Schizotrypanum) cruzi epimastigotes: molecular, kinetic, and regulatory properties.
PubMed:
Selective inactivation of heterokaryons of Candida albicans by anaerobiosis.
PubMed:
[Effect of oxaloacetic acid on hydrogen-calcium metabolism in mitochondria].
PubMed:
Effect of phloridzin on lipid biosynthesis by Cladosporium tenuissimum Cooke.
PubMed:
Aspartate glucan, glycine glucan, and serine glucan for the removal of cobalt and copper from solutions and brines.
PubMed:
Malic acid production by an electrochemical reduction system combined with the use of diaphorase and methylviologen.
PubMed:
Testosterone stimulation of mitochondrial aspartate aminotransferase in organ cultures of rat ventral prostate.
PubMed:
[Mechanism of auto-oscillations in mitochondria based on modulations of succinate dehydrogenase activity].
PubMed:
[Regulation of glyoxylate cycle enzymes in Saccharomycopsis lipolytica. I. Effect of the carbon source on isocitrate lyase and malate synthase activity].
PubMed:
Morphological and biochemical studies on liver, kidney and gill of fishes affected by pesticides.
PubMed:
Inhibition of phosphoenolpyruvate carboxykinase by streptonigrin.
PubMed:
The vitamin status of Viennese school children aged 11-12 years.
PubMed:
[Functional characteristics of phosphoenolpyruvate carboxylase in bacteria producing lysine].
PubMed:
Localization of adenylate cyclase and 5'-nucleotidase activities in human thyroid follicular cells.
PubMed:
[Role of protonophore activity of oxalacetic acid in inducing Ca2+ yield from mitochondria].
PubMed:
Oxidation of meso-diaminosuccinic acid, a possible natural substrate for D-aspartate oxidase.
PubMed:
Distribution of glucose incorporated into macromolecular material by treponema pallidum.
PubMed:
Production of methanol from aromatic acids by Pseudomonas putida.
PubMed:
Cellular content of the Krebs cycle keto acids in yeasts grown on different nitrogen sources, including hydroxylamine.
PubMed:
[Energy metabolism disorders in the myocardium due to alcoholic intoxication].
PubMed:
Effect of ischaemia on the enzyme activity of the hepatic tissue.
PubMed:
Enzymatic activity of pig heart mitochondrial malate dehydrogenase monomolecular films by surface exchange technique.
PubMed:
Regulation of aerobic fermentation in protozoans. VI Comparative biochemistry of pathogenic and nonpathogenic protozoans.
PubMed:
Two omega-amino acid transaminases from Bacillus cereus.
PubMed:
Inhibitory effect of fumaric acid and dicarboxylic acids on gastric ulceration in rats.
PubMed:
[Correlation between the 'active' and 'passive' mechanisms of chlortetracycline penetration in the cells of a sensitive and resistant strains of mycobacteria].
PubMed:
[Decarboxylation reaction of oxalacetic acid by metal chelates. III. Metal-peptide (author's transl)].
PubMed:
[Decarboxylation reaction of oxalacetic acid by metal chelates. II. Metal-amino acid (author's transl)].
PubMed:
Catalysis of decarboxylation of oxalacetic acid by modified poly(ethylenimines).
PubMed:
[Mechanism of bacterial resistance to tetracyclines and the importance of structural elements of tetracycline molecule for induction of resistance].
PubMed:
Photofragmentation of alpha-oxocarboxylic acids in aqueous solution. An EPR study. Formation of semidione radicals by decarboxylative substitution of alpha-oxocarboxylic acids by acyl radicals--II. Oxaloacetic acid (oxosuccinic acid).
PubMed:
[Canges in nucleoprotein metabolism in the rat brain. III. Effect of a single concentration or of a mixture of oxalacetic acid, alpha-ketoglutarate and pyridoxal-5-phosphate in animals subjected to muscular exercise].
PubMed:
[Changes in nucleoprotein metabolism in the rat brain. II. Effect of the administration of a combination of oxalacetic acid, alpha-ketoglutaric acid and pyridoxal-5-phosphate in normal and fatigued animalsA1].
PubMed:
[Changes of the alkaline phosphatase, glutamine oxalacetic acid transaminase and lipid fraction, respectively, of the serum and of the liver in rats after local irradiation of the liver with 8000 R].
PubMed:
Biotin deficiency in Arthrobactger globiformis: comparative cell ultrastructure and nonreplacement of the vitamin by structurally unrelated compounds.
PubMed:
Non-enzymic β-decarboxylation of aspartic acid.
PubMed:
Considerations of oxalacetic acid keto--enol equilibria in various solvents.
PubMed:
[Multiplication of primary and permanent animal cells in oxalacetic acid media].
PubMed:
[Effect of oxalacetic acid, malic acid and pyruvate on the adjustment of abnormal fatty acid metabolism in diabetes mellitus].
PubMed:
Carbon dioxide effects on fruits : III. The fixation of C(14)O 2 in lemon in an atmosphere enriched with carbon dioxide.
PubMed:
[Metalioncatalytic decarboxylation of oxalacetic acid(OAA)].
PubMed:
[On the keto-enol-balance and decarboxylation of oxalacetic acid (OAA) ].
PubMed:
[Experiments on the synthesis of agaricic acid. 2. On the accumulation of alpha-bromstearic acid ethyl ester on oxalacetic acid diethylester].
PubMed:
Enzymatic enolization of oxalacetic acid.
PubMed:
[Glutamic-oxalacetic acid transaminase activity in cerebrospinal fluid].
PubMed:
REACTIONS OF OXALACETIC ACID AND THE FERRIC AND AMMONIUM COMPLEXES OF OXALACETIC ACID. REP NO. 571.
PubMed:
Glutamic acid-oxalacetic acid transaminase in the spinal fluid in infectious diseases of the central nervous system.
PubMed:
Daily changes in serum glutamic oxalacetic acid transaminase, with reference to the clinical aspects.
PubMed:
Non-enzymatic reaction of fluoro-oxalacetic acid with pyridine nucleotides.
PubMed:
[The determination of alcohol dehydrogenase and glutamic acid oxalacetic acid transaminase activity in the human liver after death].
PubMed:
[The diagnostic value of serum leucine aminopeptidase, alkaline phosphatase and glutamine oxalacetic acid transaminase activity. Comparative studies].
PubMed:
[Studies on the effect of sonic and ultrasonic fields on biochemical processes. VI. Effect on the level of pyruvic acid, oxalacetic acid, citric acid and alpha-ketoglutaric acid in the blood of guinea pigs].
PubMed:
[Biological processes of oxalacetic acid decarboxylation].
PubMed:
Growth studies on a tissue culture medium containing oxalacetic acid as a source of CO2.
PubMed:
Differences in the distribution of glutamic acid-oxalacetic acid transaminase- and aldolase-activity among serum protein fractions in patients with acute myocardial infarct and hepatocellular damage.
PubMed:
[Glutamic acid--pyruvic acid and glutamic acid-oxalacetic acid transaminase in maternal and embryonal organs, placenta, maternal serum and amniotic fluid of gravid rats in normal and pathological conditions].
PubMed:
Serum glutamic oxalacetic acid transaminase activity following hypothermia.
PubMed:
[Condensation of glyoxylic acid with oxalacetic acid].
PubMed:
[Serum glutamic acid oxalacetic acid transaminase and aldolase in acute pancreatitis].
PubMed:
[A method for determination of calibration curves for colorimetric studies demonstrated by an example of determination of serum glutamic acid-oxalacetic acid-transaminase with the Havemann electrocolorimeter].
PubMed:
Cerebrospinal fluid-glutamic oxalacetic acid transaminase in patients receiving electroconvulsive therapy and in neurologic diseases.
PubMed:
[Glutamic acid-oxalacetic acid transaminase determinations in infancy and childhood II. Studies in connection with hydrocephalus].
PubMed:
[Glutamic-oxalacetic acid transaminase determinations in infancy and childhood. II. Studies on premature and newborn infants].
PubMed:
[Glutamic-acid oxalacetic acid transaminase determinations in infancy and childhood. I. Studies in relation to hydrocephalus].
PubMed:
[Effect of glyoxylic acid and oxalacetic acid on fumarase].
PubMed:
[Glutamic acid-oxalacetic acid transaminase determinations in human liver tissue].
PubMed:
[On the influence of prednisone on the activity of the serum glutamic-oxalacetic acid transaminase (SGOT) in acute viral hepatitis].
PubMed:
[Diagnostic significance of glutamic acid-oxalacetic acid transaminase determination in serum; technical errors and statistical dispersion of normal values].
PubMed:
[On the influence of roentgen total body irradiations on the activity of lactic acid dehydrogenase as well as glutamic acid-oxalacetic acid and glutamic acid-pyruvic acid transaminase in blood serum of rats].
PubMed:
Lactic dehydrogenase versus glutamic oxalacetic acid transaminase as a diagnostic test for myocardial infarction.
PubMed:
[Glutamic acid-oxalacetic acid transaminase in pathological changes of the horny layer of the epidermis].
PubMed:
[The behavior of serum glutamic acid-oxalacetic acid transaminase in myopathies and neurogenic muscle atrophies].
PubMed:
[Enzymatic determination of oxalacetic acid in blood].
PubMed:
The enzymatic formation of oxalacetic acid by nonpyridine nucleotide malic dehydrogenase of Micrococcus lysodeikticus.
PubMed:
Chemoautotrophic carbon dioxide fixation by extracts of Thiobacillus thiooxidans. I. Formation of oxalacetic acid.
PubMed:
[Diagnostic significance of the serum glutamic acid-oxalacetic acid-transaminase].
PubMed:
[A simple method of determination of serum glutamic acid-oxalacetic acid-transaminase].
PubMed:
[Diagnostic value of glutamic oxalacetic acid transaminase].
PubMed:
The effect of oxalacetic acid and pyruvic acid on hypoglycemia and ketonemia in pregnant ewes.
PubMed:
Oxalacetic acid as amino group acceptor in transamination.
PubMed:
The influence of pH on the enzymatic decarboxylation of oxalacetic acid.
PubMed:
Interrelationships of oxalacetic and l-malic acids in carbon dioxide fixation.
PubMed:
Enzymatic synthesis of citrate from pyruvate and oxalacetate.
PubMed:
Studies on the intracellular composition of livers from rats fed various aminoazo dyes; effects on succinoxidase and oxalacetic acid oxidase.
PubMed:
Decomposition of oxalacetic acid by metal compounds.
PubMed:
The effect of cations on the decarboxylation of oxalacetic acid.
PubMed:
Anaerobic phosphorylation due to a coupled oxidation-reduction between alpha-ketoglutaric acid and oxalacetic acid.
PubMed:
The assay of animal tissues for respiratory enzymes; oxalacetic acid oxidation and the coupled phosphorylations in isotonic homogenates.
PubMed:
Phosphorylation of glucose due to a coupled oxidation-reduction between alpha-keto-glutaric acid and oxalacetic acid.
PubMed:
The action of metmyoglobin, oxygen, and manganese on oxalacetic acid.