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759-05-7,MFCD00040427
Catalog No.:AA0033OA

759-05-7 | 3-Methyl-2-oxo-butanoic acid

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250mg
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$41.00   $29.00
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1g
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$73.00   $51.00
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5g
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$220.00   $154.00
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25g
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0033OA
Chemical Name:
3-Methyl-2-oxo-butanoic acid
CAS Number:
759-05-7
Molecular Formula:
C5H8O3
Molecular Weight:
116.1152
MDL Number:
MFCD00040427
SMILES:
CC(C(=O)C(=O)O)C
FEMA Number:
3869
Properties
Properties
 
BP:
170.2°C at 760 mmHg  
Form:
Solid  
MP:
31.5℃  
Refractive Index:
1.385  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
115  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
8  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
2  
XLogP3:
0.7  

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Journal: American journal of physiology. Cell physiology 20070501

Title: MAM3 catalyzes the formation of all aliphatic glucosinolate chain lengths in Arabidopsis.

Journal: Plant physiology 20070501

Title: The two active sites in human branched-chain alpha-keto acid dehydrogenase operate independently without an obligatory alternating-site mechanism.

Journal: The Journal of biological chemistry 20070420

Title: Transcriptional analysis of L-methionine catabolism in Brevibacterium linens ATCC9175.

Journal: Applied microbiology and biotechnology 20070401

Title: Lowered concentrations of branched-chain amino acids result in impaired growth and neurological problems: insights from a branched-chain alpha-keto acid dehydrogenase complex kinase-deficient mouse model.

Journal: Nutrition reviews 20070401

Title: Synaptic plasma membrane Na(+), K (+)-ATPase activity is significantly reduced by the alpha-keto acids accumulating in maple syrup urine disease in rat cerebral cortex.

Journal: Metabolic brain disease 20070301

Title: Two Arabidopsis genes (IPMS1 and IPMS2) encode isopropylmalate synthase, the branchpoint step in the biosynthesis of leucine.

Journal: Plant physiology 20070201

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Journal: Neurochemical research 20070101

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Journal: BMC structural biology 20070101

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Title: A synchronized substrate-gating mechanism revealed by cubic-core structure of the bovine branched-chain alpha-ketoacid dehydrogenase complex.

Journal: The EMBO journal 20061213

Title: Determinants of substrate specificity in KdcA, a thiamin diphosphate-dependent decarboxylase.

Journal: Bioorganic chemistry 20061201

Title: Spectroscopic and electronic structure studies of the role of active site interactions in the decarboxylation reaction of alpha-keto acid-dependent dioxygenases.

Journal: Journal of inorganic biochemistry 20061201

Title: Impaired growth and neurological abnormalities in branched-chain alpha-keto acid dehydrogenase kinase-deficient mice.

Journal: The Biochemical journal 20061115

Title: The case for regulating indispensable amino acid metabolism: the branched-chain alpha-keto acid dehydrogenase kinase-knockout mouse.

Journal: The Biochemical journal 20061115

Title: A relevant in vitro eukaryotic live-cell system for the evaluation of plasmodial protein localization.

Journal: Biochimie 20061001

Title: Structure of the subunit binding domain and dynamics of the di-domain region from the core of human branched chain alpha-ketoacid dehydrogenase complex.

Journal: The Journal of biological chemistry 20060922

Title: Kinetic and chemical mechanism of alpha-isopropylmalate synthase from Mycobacterium tuberculosis.

Journal: Biochemistry 20060725

Title: Clofibrate treatment promotes branched-chain amino acid catabolism and decreases the phosphorylation state of mTOR, eIF4E-BP1, and S6K1 in rat liver.

Journal: Life sciences 20060717

Title: Mutational spectrum of maple syrup urine disease in Spain.

Journal: Human mutation 20060701

Title: Metabolic complementarity and genomics of the dual bacterial symbiosis of sharpshooters.

Journal: PLoS biology 20060601

Title: Leucine-induced activation of translational initiation is partly regulated by the branched-chain alpha-keto acid dehydrogenase complex in C2C12 cells.

Journal: Biochemical and biophysical research communications 20060519

Title: Hypobaric hypoxia affects endogenous levels of alpha-keto acids in murine heart ventricles.

Journal: Biochemical and biophysical research communications 20060414

Title: IgA class antibodies to 2-oxo-acid dehydrogenase complex are not predictive markers of histopathological progression in primary biliary cirrhosis.

Journal: Autoimmunity 20060301

Title: A versatile conformational switch regulates reactivity in human branched-chain alpha-ketoacid dehydrogenase.

Journal: Structure (London, England : 1993) 20060201

Title: Creatine and antioxidant treatment prevent the inhibition of creatine kinase activity and the morphological alterations of C6 glioma cells induced by the branched-chain alpha-keto acids accumulating in maple syrup urine disease.

Journal: Cellular and molecular neurobiology 20060201

Title: Production and characterization of murine models of classic and intermediate maple syrup urine disease.

Journal: BMC medical genetics 20060101

Title: Metabolite profiling of Chlamydomonas reinhardtii under nutrient deprivation.

Journal: Plant physiology 20051201

Title: Human microRNA (miR29b) expression controls the amount of branched chain alpha-ketoacid dehydrogenase complex in a cell.

Journal: Human molecular genetics 20051115

Title: Folding of the protein domain hbSBD.

Journal: Biophysical journal 20051101

Title: Plasmodium falciparum possesses organelle-specific alpha-keto acid dehydrogenase complexes and lipoylation pathways.

Journal: Biochemical Society transactions 20051101

Title: Mechanism of the insulin-releasing action of alpha-ketoisocaproate and related alpha-keto acid anions.

Journal: Molecular pharmacology 20051001

Title: Coordinated collagen and muscle protein synthesis in human patella tendon and quadriceps muscle after exercise.

Journal: The Journal of physiology 20050915

Title: Branched-chain alpha-keto acids accumulating in maple syrup urine disease induce reorganization of phosphorylated GFAP in C6-glioma cells.

Journal: Metabolic brain disease 20050901

Title: Studies on thiamine diphosphate-dependent enzymes.

Journal: Biochemical Society transactions 20050801

Title: Slow-onset feedback inhibition: inhibition of Mycobacterium tuberculosis alpha-isopropylmalate synthase by L-leucine.

Journal: Journal of the American Chemical Society 20050720

Title: alpha-keto acids accumulating in maple syrup urine disease stimulate lipid peroxidation and reduce antioxidant defences in cerebral cortex from young rats.

Journal: Metabolic brain disease 20050601

Title: Biosynthesis of glyoxylate from glycine in Saccharomyces cerevisiae.

Journal: FEMS yeast research 20050501

Title: Activation of hepatic branched-chain alpha-keto acid dehydrogenase complex by tumor necrosis factor-alpha in rats.

Journal: Biochemical and biophysical research communications 20050325

Title: A novel mutation in the dihydrolipoamide dehydrogenase E3 subunit gene (DLD) resulting in an atypical form of alpha-ketoglutarate dehydrogenase deficiency.

Journal: Human mutation 20050301

Title: 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.

Journal: Microbiology (Reading, England) 20050201

Title: Dissociation of branched-chain alpha-keto acid dehydrogenase kinase (BDK) from branched-chain alpha-keto acid dehydrogenase complex (BCKDC) by BDK inhibitors.

Journal: Journal of nutritional science and vitaminology 20050201

Title: The human malaria parasite Plasmodium falciparum possesses two distinct dihydrolipoamide dehydrogenases.

Journal: Molecular microbiology 20050101

Title: Thermococcus profundus 2-ketoisovalerate ferredoxin oxidoreductase, a key enzyme in the archaeal energy-producing amino acid metabolic pathway.

Journal: Journal of biochemistry 20050101

Title: A comprehensive update of the sequence and structure classification of kinases.

Journal: BMC structural biology 20050101

Title: The mitochondrial branched-chain aminotransferase (AtBCAT-1) is capable to initiate degradation of leucine, isoleucine and valine in almost all tissues in Arabidopsis thaliana.

Journal: Plant molecular biology 20050101

Title: Modeling Lactococcus lactis using a genome-scale flux model.

Journal: BMC microbiology 20050101

Title: Molecular mechanism for regulation of the human mitochondrial branched-chain alpha-ketoacid dehydrogenase complex by phosphorylation.

Journal: Structure (London, England : 1993) 20041201

Title: 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.

Journal: Glia 20041115

Title: 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.

Journal: The Journal of biological chemistry 20041022

Title: Biochemical and molecular characterization of alpha-ketoisovalerate decarboxylase, an enzyme involved in the formation of aldehydes from amino acids by Lactococcus lactis.

Journal: FEMS microbiology letters 20040915

Title: Conformational stability and thermodynamic characterization of the lipoic acid bearing domain of human mitochondrial branched chain alpha-ketoacid dehydrogenase.

Journal: Protein science : a publication of the Protein Society 20040901

Title: Cross-talk between thiamin diphosphate binding and phosphorylation loop conformation in human branched-chain alpha-keto acid decarboxylase/dehydrogenase.

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Title: Crystallization and preliminary X-ray analysis of alpha-isopropylmalate synthase from Mycobacterium tuberculosis.

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Journal: Chemical research in toxicology 20040501

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Journal: Journal of molecular biology 20040402

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Journal: American journal of physiology. Renal physiology 20040301

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Journal: Journal of hepatology 20040301

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Journal: Human mutation 20031101

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Title: Dietary carbohydrate deprivation increases 24-hour nitrogen excretion without affecting postabsorptive hepatic or whole body protein metabolism in healthy men.

Journal: The Journal of clinical endocrinology and metabolism 20030801

Title: Reaction mechanism of the heterotetrameric (alpha2beta2) E1 component of 2-oxo acid dehydrogenase multienzyme complexes.

Journal: Biochemistry 20030617

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Journal: Neuroradiology 20030601

Title: Development of a capillary electrophoretic method for the analysis of amino acids containing tablets.

Journal: Journal of chromatography. A 20030418

Title: Regulatory effects of alanine-group amino acids on serine alkaline protease production by recombinant Bacillus licheniformis.

Journal: Biotechnology and applied biochemistry 20030401

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Journal: European journal of biochemistry 20030301

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Journal: European journal of biochemistry 20030301

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Journal: Journal of biomolecular NMR 20030301

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Journal: Biochemistry 20030225

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Journal: The Journal of biological chemistry 20030124

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Journal: Biochemistry 20030114

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Journal: Genome biology 20030101

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Journal: Genome biology 20030101

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Journal: Archives of biochemistry and biophysics 20021115

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Journal: FEBS letters 20021023

Title: 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.

Journal: The Journal of biological chemistry 20021004

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Journal: American journal of physiology. Endocrinology and metabolism 20021001

Title: Insulin increases branched-chain alpha-ketoacid dehydrogenase kinase expression in Clone 9 rat cells.

Journal: American journal of physiology. Endocrinology and metabolism 20021001

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Journal: European journal of biochemistry 20021001

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Journal: Pediatrics 20020601

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Journal: Metabolic brain disease 20020601

Title: Solution structure and dynamics of the lipoic acid-bearing domain of human mitochondrial branched-chain alpha-keto acid dehydrogenase complex.

Journal: The Journal of biological chemistry 20020503

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Journal: Plant & cell physiology 20020301

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Journal: Autoimmunity 20020301

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Journal: Current medicinal chemistry 20020201

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Journal: Molecular genetics and metabolism 20020101

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Journal: Annual review of plant biology 20020101

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Journal: Journal of animal science 20011201

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Journal: Clinical and experimental medicine 20011201

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Journal: Pediatric research 20011101

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Journal: Plant physiology 20011101

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Journal: The Journal of biological chemistry 20011026

Title: A trail of research from lipoic acid to alpha-keto acid dehydrogenase complexes.

Journal: The Journal of biological chemistry 20011019

Title: Maple syrup urine disease: identification and carrier-frequency determination of a novel founder mutation in the Ashkenazi Jewish population.

Journal: American journal of human genetics 20011001

Title: Modification by exercise training of activity and enzyme expression of hepatic branched-chain alpha-ketoacid dehydrogenase complex in streptozotocin-induced diabetic rats.

Journal: Journal of nutritional science and vitaminology 20011001

Title: Biochemical basis of type IB (E1beta ) mutations in maple syrup urine disease. A prevalent allele in patients from the Druze kindred in Israel.

Journal: The Journal of biological chemistry 20010928

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Journal: Microbiology (Reading, England) 20010901

Title: Regulation of branched-chain amino acid catabolism: nutritional and hormonal regulation of activity and expression of the branched-chain alpha-keto acid dehydrogenase kinase.

Journal: Current opinion in clinical nutrition and metabolic care 20010901

Title: Psychrophilic valine dehydrogenase of the antarctic psychrophile, Cytophaga sp. KUC-1: purification, molecular characterization and expression.

Journal: European journal of biochemistry 20010801

Title: Leucine and its keto acid enhance the coordinated expression of genes for branched-chain amino acid catabolism in Arabidopsis under sugar starvation.

Journal: FEBS letters 20010615

Title: Autoantibodies of sera from patients with primary biliary cirrhosis recognize the alpha subunit of the decarboxylase component of human branched-chain 2-oxo acid dehydrogenase complex.

Journal: Journal of hepatology 20010601

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Journal: Journal of inherited metabolic disease 20010601

Title: Alteration of the co-substrate selectivity of deacetoxycephalosporin C synthase. The role of arginine 258.

Journal: The Journal of biological chemistry 20010525

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Journal: American journal of physiology. Cell physiology 20010501

Title: Protection by thiols of the mitochondrial complexes from 4-hydroxy-2-nonenal.

Journal: Free radical biology & medicine 20010501

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Title: 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.

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Tags:759-05-7 Molecular Formula|759-05-7 MDL|759-05-7 SMILES|759-05-7 3-Methyl-2-oxo-butanoic acid