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 |
|---|---|---|
| Channeling of substrates and intermediates in enzyme-catalyzed reactions. | 2001 |
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| Effect of starvation on branched-chain alpha-keto acid dehydrogenase activity in rat heart and skeletal muscle. | 2001 |
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| Psychrophilic valine dehydrogenase of the antarctic psychrophile, Cytophaga sp. KUC-1: purification, molecular characterization and expression. | 2001 Aug |
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| Regulation of the activity of branched-chain 2-oxo acid dehydrogenase (BCODH) complex by binding BCODH kinase. | 2001 Feb 23 |
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| Carrier detection and rapid newborn diagnostic test for the common Y393N maple syrup urine disease allele by PCR-RFLP: culturally permissible testing in the Mennonite community. | 2001 Jun |
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| A gene controlling variation in Arabidopsis glucosinolate composition is part of the methionine chain elongation pathway. | 2001 Nov |
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| Uteroplacental insufficiency alters liver and skeletal muscle branched-chain amino acid metabolism in intrauterine growth-restricted fetal rats. | 2001 Nov |
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| A trail of research from lipoic acid to alpha-keto acid dehydrogenase complexes. | 2001 Oct 19 |
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| Natural osmolyte trimethylamine N-oxide corrects assembly defects of mutant branched-chain alpha-ketoacid decarboxylase in maple syrup urine disease. | 2001 Oct 26 |
|
| Nitrogen source governs the patterns of growth and pristinamycin production in 'Streptomyces pristinaespiralis'. | 2001 Sep |
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| Biochemical basis of type IB (E1beta ) mutations in maple syrup urine disease. A prevalent allele in patients from the Druze kindred in Israel. | 2001 Sep 28 |
|
| Recurrent intragenomic recombination leading to sequence homogenization during the evolution of the lipoyl-binding domain. | 2002 Apr 9 |
|
| 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 |
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| 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 |
|
| Maple syrup urine disease: mutation analysis in Turkish patients. | 2002 May |
|
| Solution structure and dynamics of the lipoic acid-bearing domain of human mitochondrial branched-chain alpha-keto acid dehydrogenase complex. | 2002 May 3 |
|
| Tissue-specific effects of chronic dietary leucine and norleucine supplementation on protein synthesis in rats. | 2002 Oct |
|
| The C-terminal hinge region of lipoic acid-bearing domain of E2b is essential for domain interaction with branched-chain alpha-keto acid dehydrogenase kinase. | 2002 Oct 4 |
|
| Evolution of mosaic operons by horizontal gene transfer and gene displacement in situ. | 2003 |
|
| 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 |
|
| Reaction of 1-amino-2-methylenecyclopropane-1-carboxylate with 1-aminocyclopropane-1-carboxylate deaminase: analysis and mechanistic implications. | 2003 Feb 25 |
|
| Mycobacterium tuberculosis ketopantoate hydroxymethyltransferase: tetrahydrofolate-independent hydroxymethyltransferase and enolization reactions with alpha-keto acids. | 2003 Jan 14 |
|
| 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 |
|
| 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 |
|
| Catabolism of leucine to branched-chain fatty acids in Staphylococcus xylosus. | 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 |
|
| 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 |
|
| Lipoic acid-dependent oxidative catabolism of alpha-keto acids in mitochondria provides evidence for branched-chain amino acid catabolism in Arabidopsis. | 2004 Feb |
|
| Branched-chain amino acid catabolism: unique segregation of pathway enzymes in organ systems and peripheral nerves. | 2004 Jan |
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| Mechanisms responsible for regulation of branched-chain amino acid catabolism. | 2004 Jan 9 |
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| Protein requirements for endurance athletes. | 2004 Jul-Aug |
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| Leucine toxicity in a neuronal cell model with inhibited branched chain amino acid catabolism. | 2004 Mar 30 |
|
| Glutamine synthesis in the developing porcine placenta. | 2004 May |
|
| Conformational stability and thermodynamic characterization of the lipoic acid bearing domain of human mitochondrial branched chain alpha-ketoacid dehydrogenase. | 2004 Sep |
|
| 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 |
|
| 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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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
