Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H9O3.Na |
| Molecular Weight | 152.1236 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].CC(C)CC(=O)C([O-])=O
InChI
InChIKey=IXFAZKRLPPMQEO-UHFFFAOYSA-M
InChI=1S/C6H10O3.Na/c1-4(2)3-5(7)6(8)9;/h4H,3H2,1-2H3,(H,8,9);/q;+1/p-1
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| 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. | 2004-11-15 |
|
| Branched-chain amino acid aminotransferase and methionine formation in Mycobacterium tuberculosis. | 2004-10-07 |
|
| Metabonomic investigations in mice infected with Schistosoma mansoni: an approach for biomarker identification. | 2004-08-24 |
|
| alpha-Aminoadipate aminotransferase from an extremely thermophilic bacterium, Thermus thermophilus. | 2004-07 |
|
| Nutritional supplementation acutely increases albumin fractional synthetic rate in chronic hemodialysis patients. | 2004-07 |
|
| Role of renal D-amino-acid oxidase in pharmacokinetics of D-leucine. | 2004-07 |
|
| 13C-breath tests in the study of mitochondrial liver function. | 2004-06-24 |
|
| Kidney protein dynamics and ammoniagenesis in humans with chronic metabolic acidosis. | 2004-06 |
|
| Protein synthesis rates of human PBMC and PMN can be determined simultaneously in vivo by using small blood samples. | 2004-06 |
|
| Tacrolimus impairment of insulin secretion in isolated rat islets occurs at multiple distal sites in stimulus-secretion coupling. | 2004-05 |
|
| 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. | 2004-04-02 |
|
| Chemical conversion of alpha-keto acids in relation to flavor formation in fermented foods. | 2004-03-10 |
|
| Tissue-specific regulation of 4E-BP1 and S6K1 phosphorylation by alpha-ketoisocaproate. | 2004-02 |
|
| Prolactin, progesterone, and dexamethasone coordinately and adversely regulate glucokinase and cAMP/PDE cascades in MIN6 beta-cells. | 2004-02 |
|
| Central administration of leucine, but not isoleucine and valine, stimulates feeding behavior in neonatal chicks. | 2004-01-09 |
|
| Intrahippocampal administration of the alpha-keto acids accumulating in maple syrup urine disease provokes learning deficits in rats. | 2004-01 |
|
| Effects of antenatal steroids on protein metabolism in preterm infants on the first day of life. | 2004-01 |
|
| Catabolism of leucine to branched-chain fatty acids in Staphylococcus xylosus. | 2004 |
|
| Inhibition of brain energy metabolism by the alpha-keto acids accumulating in maple syrup urine disease. | 2003-11-20 |
|
| Quantitation of endogenous analytes in biofluid without a true blank matrix. | 2003-11-01 |
|
| Model to assess muscle protein turnover: domain of validity using amino acyl-tRNA vs. surrogate measures of precursor pool. | 2003-11 |
|
| Pyruvate inhibits zinc-mediated pancreatic islet cell death and diabetes. | 2003-09 |
|
| Gender differences in the regulation of amino acid metabolism. | 2003-09 |
|
| Acute effects of acidosis on protein and amino acid metabolism in perfused rat liver. | 2003-08 |
|
| Methodological characterization of the 2-keto [1-13C]isocaproate breath test to measure in vivo human mitochondrial function: application in alcoholic liver disease assessment. | 2003-08 |
|
| Synergistic effects of testosterone and growth hormone on protein metabolism and body composition in prepubertal boys. | 2003-08 |
|
| Allosteric activators of glucokinase: potential role in diabetes therapy. | 2003-07-18 |
|
| Effects of fatty acids on hepatic amino acid catabolism and fibrinogen synthesis in young healthy volunteers. | 2003-07 |
|
| Opposite effects of glucose on plasma membrane Ca2+-ATPase and Na/Ca exchanger transcription, expression, and activity in rat pancreatic beta-cells. | 2003-06-20 |
|
| Expression of monocarboxylic acid transporters (MCT) in brain cells. Implication for branched chain alpha-ketoacids transport in neurons. | 2003-05-14 |
|
| A 48-hour exposure of pancreatic islets to calpain inhibitors impairs mitochondrial fuel metabolism and the exocytosis of insulin. | 2003-05 |
|
| Oxidation of essential amino acids by the ovine gastrointestinal tract. | 2003-05 |
|
| Distinguishing features of leucine and alpha-ketoisocaproate sensing in pancreatic beta-cells. | 2003-05 |
|
| Development of a capillary electrophoretic method for the analysis of amino acids containing tablets. | 2003-04-18 |
|
| In vivo assessment of the mitochondrial response to caloric restriction in obese women by the 2-keto[1-C]isocaproate breath test. | 2003-04 |
|
| Effects of environmental factors on leucine catabolism by Carnobacterium piscicola. | 2003-03-25 |
|
| Metabolism of brain amino acids following pentylenetetrazole treatment. | 2003-02 |
|
| Disturbance of cultured rat neuronal network activity depends on concentration and ratio of leucine and alpha-ketoisocaproate: implication for acute encephalopathy of maple syrup urine disease. | 2003-02 |
|
| Effect of minimal enteral feeding on splanchnic uptake of leucine in the postabsorptive state in preterm infants. | 2003-02 |
|
| Regulation of leucine-stimulated insulin secretion and glutamine metabolism in isolated rat islets. | 2003-01-31 |
|
| Characterization of homoisocitrate dehydrogenase involved in lysine biosynthesis of an extremely thermophilic bacterium, Thermus thermophilus HB27, and evolutionary implication of beta-decarboxylating dehydrogenase. | 2003-01-17 |
|
| Human mitochondrial and cytosolic branched-chain aminotransferases are cysteine S-conjugate beta-lyases, but turnover leads to inactivation. | 2003-01-15 |
|
| Mycobacterium tuberculosis ketopantoate hydroxymethyltransferase: tetrahydrofolate-independent hydroxymethyltransferase and enolization reactions with alpha-keto acids. | 2003-01-14 |
|
| Leucine promotes glucose uptake in skeletal muscles of rats. | 2002-12-20 |
|
| alpha-Ketoisocaproic acid regulates phosphorylation of intermediate filaments in postnatal rat cortical slices through ionotropic glutamatergic receptors. | 2002-12-15 |
|
| Insulin secretion induced by palmitate--a process fully dependent on glucose concentration. | 2002-12 |
|
| Kinetics of sequential metabolism from D-leucine to L-leucine via alpha-ketoisocaproic acid in rat. | 2002-12 |
|
| Role of blood cells in leucine kinetics across the human kidney. | 2002-12 |
|
| Effect of supply of metabolizable protein on whole body and splanchnic leucine metabolism in lactating dairy cows. | 2002-10 |
|
| Supplementing with beta-hydroxy-beta-methylbutyrate (HMB) to build and maintain muscle mass: a review. | 2002 |
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4502-00-5
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DTXSID70196363
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224-816-3
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4137900
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1470
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815X976CPY
Created by
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SUBSTANCE RECORD
