Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C5H8O3 |
| Molecular Weight | 116.1152 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)C(=O)C(O)=O
InChI
InChIKey=QHKABHOOEWYVLI-UHFFFAOYSA-N
InChI=1S/C5H8O3/c1-3(2)4(6)5(7)8/h3H,1-2H3,(H,7,8)
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Evolution of mosaic operons by horizontal gene transfer and gene displacement in situ. | 2003 |
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| The genomics and proteomics of biofilm formation. | 2003 |
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| Regulatory effects of alanine-group amino acids on serine alkaline protease production by recombinant Bacillus licheniformis. | 2003 Apr |
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| Development of a capillary electrophoretic method for the analysis of amino acids containing tablets. | 2003 Apr 18 |
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| Dietary carbohydrate deprivation increases 24-hour nitrogen excretion without affecting postabsorptive hepatic or whole body protein metabolism in healthy men. | 2003 Aug |
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| Structure of E. coli ketopantoate hydroxymethyl transferase complexed with ketopantoate and Mg2+, solved by locating 160 selenomethionine sites. | 2003 Aug |
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| Markers of inflammation, proteolysis, and apoptosis in ESRD. | 2003 Dec |
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| MR diffusion imaging and MR spectroscopy of maple syrup urine disease during acute metabolic decompensation. | 2003 Jun |
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| Reaction mechanism of the heterotetrameric (alpha2beta2) E1 component of 2-oxo acid dehydrogenase multienzyme complexes. | 2003 Jun 17 |
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| A sensitive and robust method for obtaining intermolecular NOEs between side chains in large protein complexes. | 2003 Mar |
|
| 2-Oxo acid dehydrogenase complexes in redox regulation. | 2003 Mar |
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| 2-Oxo acid dehydrogenase complexes of multicellular organisms. | 2003 Mar |
|
| Identification of twelve novel mutations in patients with classic and variant forms of maple syrup urine disease. | 2003 Nov |
|
| Protein components of mitochondrial DNA nucleoids in higher eukaryotes. | 2003 Nov |
|
| Ile, Leu, and Val methyl assignments of the 723-residue malate synthase G using a new labeling strategy and novel NMR methods. | 2003 Nov 12 |
|
| Inhibition of brain energy metabolism by the alpha-keto acids accumulating in maple syrup urine disease. | 2003 Nov 20 |
|
| Premorbid weight, body mass, and varsity athletics in ALS. | 2003 Oct 14 |
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| Roles of His291-alpha and His146-beta' in the reductive acylation reaction catalyzed by human branched-chain alpha-ketoacid dehydrogenase: refined phosphorylation loop structure in the active site. | 2003 Oct 31 |
|
| Substrate specificity and kinetic isotope effect analysis of the Eschericia coli ketopantoate reductase. | 2003 Sep 30 |
|
| A simple and rapid enzymatic assay for the branched-chain alpha-ketoacid dehydrogenase complex using high-performance liquid chromatography. | 2004 |
|
| Catabolism of leucine to branched-chain fatty acids in Staphylococcus xylosus. | 2004 |
|
| A conditional marker gene allowing both positive and negative selection in plants. | 2004 Apr |
|
| Diversity of L-leucine catabolism in various microorganisms involved in dairy fermentations, and identification of the rate-controlling step in the formation of the potent flavour component 3-methylbutanal. | 2004 Apr |
|
| Ligand-induced conformational changes and a reaction intermediate in branched-chain 2-oxo acid dehydrogenase (E1) from Thermus thermophilus HB8, as revealed by X-ray crystallography. | 2004 Apr 2 |
|
| Molecular mechanism for regulation of the human mitochondrial branched-chain alpha-ketoacid dehydrogenase complex by phosphorylation. | 2004 Dec |
|
| Lipoic acid-dependent oxidative catabolism of alpha-keto acids in mitochondria provides evidence for branched-chain amino acid catabolism in Arabidopsis. | 2004 Feb |
|
| Intrahippocampal administration of the alpha-keto acids accumulating in maple syrup urine disease provokes learning deficits in rats. | 2004 Jan |
|
| Branched-chain amino acid catabolism: unique segregation of pathway enzymes in organ systems and peripheral nerves. | 2004 Jan |
|
| Alpha-keto-beta-methylvaleric acid increases the in vitro phosphorylation of intermediate filaments in cerebral cortex of young rats through the gabaergic system. | 2004 Jan 15 |
|
| Mechanisms responsible for regulation of branched-chain amino acid catabolism. | 2004 Jan 9 |
|
| Effects of liver failure on the enzymes in the branched-chain amino acid catabolic pathway. | 2004 Jan 9 |
|
| Cross-talk between thiamin diphosphate binding and phosphorylation loop conformation in human branched-chain alpha-keto acid decarboxylase/dehydrogenase. | 2004 Jul 30 |
|
| Protein requirements for endurance athletes. | 2004 Jul-Aug |
|
| Crystallization and preliminary X-ray analysis of alpha-isopropylmalate synthase from Mycobacterium tuberculosis. | 2004 Jun |
|
| Effects of liver failure on branched-chain alpha-keto acid dehydrogenase complex in rat liver and muscle: comparison between acute and chronic liver failure. | 2004 Mar |
|
| Differential regulation of branched-chain alpha-ketoacid dehydrogenase kinase expression by glucocorticoids and acidification in LLC-PK1-GR101 cells. | 2004 Mar |
|
| Leucine toxicity in a neuronal cell model with inhibited branched chain amino acid catabolism. | 2004 Mar 30 |
|
| A proteomic investigation of drug-induced steatosis in rat liver. | 2004 May |
|
| Glutamine synthesis in the developing porcine placenta. | 2004 May |
|
| Evidence that the branched-chain alpha-keto acids accumulating in maple syrup urine disease induce morphological alterations and death in cultured astrocytes from rat cerebral cortex. | 2004 Nov 15 |
|
| Tissue-specific translation of murine branched-chain alpha-ketoacid dehydrogenase kinase mRNA is dependent upon an upstream open reading frame in the 5'-untranslated region. | 2004 Oct 22 |
|
| Conformational stability and thermodynamic characterization of the lipoic acid bearing domain of human mitochondrial branched chain alpha-ketoacid dehydrogenase. | 2004 Sep |
|
| Biochemical and molecular characterization of alpha-ketoisovalerate decarboxylase, an enzyme involved in the formation of aldehydes from amino acids by Lactococcus lactis. | 2004 Sep 15 |
|
| Precursor and temperature modulation of fatty acid composition and growth of Listeria monocytogenes cold-sensitive mutants with transposon-interrupted branched-chain alpha-keto acid dehydrogenase. | 2005 Feb |
|
| The mitochondrial branched-chain aminotransferase (AtBCAT-1) is capable to initiate degradation of leucine, isoleucine and valine in almost all tissues in Arabidopsis thaliana. | 2005 Jan |
|
| Thermococcus profundus 2-ketoisovalerate ferredoxin oxidoreductase, a key enzyme in the archaeal energy-producing amino acid metabolic pathway. | 2005 Jan |
|
| The human malaria parasite Plasmodium falciparum possesses two distinct dihydrolipoamide dehydrogenases. | 2005 Jan |
|
| A novel mutation in the dihydrolipoamide dehydrogenase E3 subunit gene (DLD) resulting in an atypical form of alpha-ketoglutarate dehydrogenase deficiency. | 2005 Mar |
|
| A comprehensive update of the sequence and structure classification of kinases. | 2005 Mar 16 |
|
| Activation of hepatic branched-chain alpha-keto acid dehydrogenase complex by tumor necrosis factor-alpha in rats. | 2005 Mar 25 |
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| Classification Tree | Code System | Code | ||
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JECFA EVALUATION |
3-METHYL-2-OXOBUTANOIC ACID
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DTXSID6061078
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759-05-7
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49
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460
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16530
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alpha-Ketoisovaleric acid
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212-065-4
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34P71D50E0
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DB04074
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SALT/SOLVATE (PARENT)
SALT/SOLVATE (PARENT)
SUBSTANCE RECORD
