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 |
|---|---|---|
| Induction of expression of branched-chain aminotransferase and alpha-keto acid dehydrogenase in rat tissues during lactation. | 2001 |
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| 2-keto acid oxidoreductases from Pyrococcus furiosus and Thermococcus litoralis. | 2001 |
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| The biosynthesis of coenzyme A in bacteria. | 2001 |
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| Primary biliary cirrhosis: lessons learned from an organ-specific disease. | 2001 Dec |
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| Dietary L-carnitine suppresses mitochondrial branched-chain keto acid dehydrogenase activity and enhances protein accretion and carcass characteristics of swine. | 2001 Dec |
|
| cDNA cloning of the chicken branched-chain alpha-keto acid dehydrogenase complex. Chicken-specific residues of the acyltransferase affect the overall activity and the interaction with the dehydrogenase. | 2001 Feb |
|
| Regulation of the activity of branched-chain 2-oxo acid dehydrogenase (BCODH) complex by binding BCODH kinase. | 2001 Feb 23 |
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| Alteration of the co-substrate selectivity of deacetoxycephalosporin C synthase. The role of arginine 258. | 2001 May 25 |
|
| Modification by exercise training of activity and enzyme expression of hepatic branched-chain alpha-ketoacid dehydrogenase complex in streptozotocin-induced diabetic rats. | 2001 Oct |
|
| Substrate channelling in 2-oxo acid dehydrogenase multienzyme complexes. | 2002 Apr |
|
| [Maple syrup urine disease]. | 2002 Apr |
|
| Recurrent intragenomic recombination leading to sequence homogenization during the evolution of the lipoyl-binding domain. | 2002 Apr 9 |
|
| Structural basis of the dysfunctioning of human 2-oxo acid dehydrogenase complexes. | 2002 Feb |
|
| Evidence of common ancestry for the maple syrup urine disease (MSUD) Y438N allele in non-Mennonite MSUD patients. | 2002 Jan |
|
| Effect of the branched-chain alpha-ketoacids accumulating in maple syrup urine disease on the high molecular weight neurofilament subunit (NF-H) in rat cerebral cortex. | 2002 Jun |
|
| Diagnosis and treatment of maple syrup disease: a study of 36 patients. | 2002 Jun |
|
| Primary biliary cirrhosis: seeking the silent partner of autoimmunity. | 2002 Jun |
|
| Clinical significance of positive immunoblotting but negative immunofluorescence for antimitochondrial antibodies in patients with liver diseases other than primary biliary cirrhosis. | 2002 Mar |
|
| Activation of the promoters of Arabidopsis genes for the branched-chain alpha-keto acid dehydrogenase complex in transgenic tobacco BY-2 cells under sugar starvation. | 2002 Mar |
|
| Solution structure and dynamics of the lipoic acid-bearing domain of human mitochondrial branched-chain alpha-keto acid dehydrogenase complex. | 2002 May 3 |
|
| Clofibric acid stimulates branched-chain amino acid catabolism by three mechanisms. | 2002 Nov 15 |
|
| The genomics and proteomics of biofilm formation. | 2003 |
|
| Dietary carbohydrate deprivation increases 24-hour nitrogen excretion without affecting postabsorptive hepatic or whole body protein metabolism in healthy men. | 2003 Aug |
|
| Structure of E. coli ketopantoate hydroxymethyl transferase complexed with ketopantoate and Mg2+, solved by locating 160 selenomethionine sites. | 2003 Aug |
|
| Encapsulation of an 86-kDa assembly intermediate inside the cavities of GroEL and its single-ring variant SR1 by GroES. | 2003 Jan 24 |
|
| 2-Oxo acid dehydrogenase complexes in redox regulation. | 2003 Mar |
|
| 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 |
|
| 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 |
|
| 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 |
|
| Molecular mechanism for regulation of the human mitochondrial branched-chain alpha-ketoacid dehydrogenase complex by phosphorylation. | 2004 Dec |
|
| Branched-chain amino acid catabolism: unique segregation of pathway enzymes in organ systems and peripheral nerves. | 2004 Jan |
|
| Differential regulation of branched-chain alpha-ketoacid dehydrogenase kinase expression by glucocorticoids and acidification in LLC-PK1-GR101 cells. | 2004 Mar |
|
| 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
