ARGININE .ALPHA.-KETOISOCAPROATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C6H14N4O2.C6H10O3
Molecular Weight	304.3428
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of ARGININE .ALPHA.-KETOISOCAPROATE

Structure Search

SMILES

CC(C)CC(=O)C(O)=O.N[C@@H](CCCNC(N)=N)C(O)=O

InChI

InChIKey=MOZIGXHKOXEDLJ-WCCKRBBISA-N

InChI=1S/C6H14N4O2.C6H10O3/c7-4(5(11)12)2-1-3-10-6(8)9;1-4(2)3-5(7)6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10);4H,3H2,1-2H3,(H,8,9)/t4-;/m0./s1

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Renal clearance of branched-chain L-amino and 2-oxo acids in maple syrup urine disease.	1999 Aug	10472531
Differential acute and long term actions of succinic acid monomethyl ester exposure on insulin-secreting BRIN-BD11 cells.	2001	12369722
Metabolism of branched-chain amino acids in starved rats: the role of hepatic tissue.	2001	11300224
Recombinant tyrosine aminotransferase from Trypanosoma cruzi: structural characterization and site directed mutagenesis of a broad substrate specificity enzyme.	2001 Apr 7	11295433
Gas chromatographic-mass spectrometric determination of alpha-ketoisocaproic acid and [2H7]alpha-ketoisocaproic acid in plasma after derivatization with N-phenyl-1,2-phenylenediamine.	2001 Feb 25	11236076
A multiple infusion start time (MIST) protocol for stable isotope studies of fetal blood.	2001 Feb-Mar	11170821
Amino acid, glucose, and lipid kinetics after palliative resection in a patient with glucagonoma syndrome.	2001 Jun	11398151
Specific desensitization of sulfonylurea- but not imidazoline-induced insulin release after prolonged tolbutamide exposure.	2001 Mar 1	11239495
Pharmacological evidence that alpha-ketoisovaleric acid induces convulsions through GABAergic and glutamatergic mechanisms in rats.	2001 Mar 9	11245816
Laboratory approach to mitochondrial diseases.	2001 Sep	11800289
Increased synthesis rate of fibrinogen as a basis for its elevated plasma levels in obese female adolescents.	2002 Apr	11882510
Large neutral amino acids auto exchange when infused by microdialysis into the rat brain: implication for maple syrup urine disease and phenylketonuria.	2002 Apr	11792465
Effects of leucine supplemented diet on intestinal absorption in tumor bearing pregnant rats.	2002 Apr 15	11955290
Leucine promotes glucose uptake in skeletal muscles of rats.	2002 Dec 20	12470633
Effects of cytochalasin B and D upon insulin release and pancreatic islet cell metabolism.	2002 Feb	11786928
Comparison of the secretory properties of four insulin-secreting cell lines.	2002 Feb-May	12108788
Protein turnover, lipolysis, and endogenous hormonal secretion in critically ill children.	2002 Jan	11902289
Reduction in pancreatic transcription factor PDX-1 impairs glucose-stimulated insulin secretion.	2002 Mar 29	11781323
Association of upregulated activity of K(ATP) channels with impaired insulin secretion in UCP1-expressing insulinoma cells.	2002 May 1	11986368
The stimulus-secretion coupling of amino acid-induced insulin release. Insulinotropic action of L-alanine.	2002 Oct 10	12383948
A continuous 96-well plate spectrophotometric assay for branched-chain amino acid aminotransferases.	2002 Sep 1	12234469
In vivo assessment of the mitochondrial response to caloric restriction in obese women by the 2-keto[1-C]isocaproate breath test.	2003 Apr	12701059
Acute effects of acidosis on protein and amino acid metabolism in perfused rat liver.	2003 Aug	14632632
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 Aug	12966324
Regulation of leucine-stimulated insulin secretion and glutamine metabolism in isolated rat islets.	2003 Jan 31	12444083
Effects of environmental factors on leucine catabolism by Carnobacterium piscicola.	2003 Mar 25	12485743
Model to assess muscle protein turnover: domain of validity using amino acyl-tRNA vs. surrogate measures of precursor pool.	2003 Nov	14534080
Inhibition of brain energy metabolism by the alpha-keto acids accumulating in maple syrup urine disease.	2003 Nov 20	14636955
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	15033367
Metabonomic investigations in mice infected with Schistosoma mansoni: an approach for biomarker identification.	2004 Aug 24	15314235
Effects of antenatal steroids on protein metabolism in preterm infants on the first day of life.	2004 Jan	14722522
Central administration of leucine, but not isoleucine and valine, stimulates feeding behavior in neonatal chicks.	2004 Jan 9	14698464
13C-breath tests in the study of mitochondrial liver function.	2004 Jan-Feb	15209152
alpha-Aminoadipate aminotransferase from an extremely thermophilic bacterium, Thermus thermophilus.	2004 Jul	15256574
Protein synthesis rates of human PBMC and PMN can be determined simultaneously in vivo by using small blood samples.	2004 Jun	14749219
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	15390119
Branched-chain amino acid aminotransferase and methionine formation in Mycobacterium tuberculosis.	2004 Oct 7	15471546

Patents

Name

Type

Language

ARGININE .ALPHA.-KETOISOCAPROATE

Common Name

English

NSC-353624

Code

English

ARGININE 4-METHYL-2-OXOPENTANOATE

Common Name

English

L-ARGININE, MONO(4-METHYL-2-OXOPENTANOATE)

Systematic Name

English

Arginine alpha-ketoisocaproate [WHO-DD]

Common Name

English

L-ARGININE, 4-METHYL-2-OXOPENTANOATE (1:1)

Systematic Name

English

ARGININE ALPHA-KETOISOCAPROATE

Common Name

English

ARGININE 2-KETOISOCAPROATE

Common Name

English

Classification Tree Code System Code

DSLD

3836 (Number of products:4)