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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

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

Molecular Formula C6H10O3
Molecular Weight 130.1418
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C6H14N4O2
Molecular Weight 174.201
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Renal clearance of branched-chain L-amino and 2-oxo acids in maple syrup urine disease.
1999 Aug
Metabolism of branched-chain amino acids in starved rats: the role of hepatic tissue.
2001
Effect of starvation on branched-chain alpha-keto acid dehydrogenase activity in rat heart and skeletal muscle.
2001
Recombinant tyrosine aminotransferase from Trypanosoma cruzi: structural characterization and site directed mutagenesis of a broad substrate specificity enzyme.
2001 Apr 7
Effects of dietary protein restriction and amino acids deficiency on protein metabolism in dogs.
2001 Aug
A multiple infusion start time (MIST) protocol for stable isotope studies of fetal blood.
2001 Feb-Mar
Enhanced flavour formation by combination of selected lactococci from industrial and artisanal origin with focus on completion of a metabolic pathway.
2001 Jan
Inosine-5'-monophosphate dehydrogenase is required for mitogenic competence of transformed pancreatic beta cells.
2001 Jan
Pharmacological evidence that alpha-ketoisovaleric acid induces convulsions through GABAergic and glutamatergic mechanisms in rats.
2001 Mar 9
Whole-body L-leucine oxidation in patients with variant form of maple syrup urine disease.
2001 May
Alteration of the co-substrate selectivity of deacetoxycephalosporin C synthase. The role of arginine 258.
2001 May 25
Supplementing with beta-hydroxy-beta-methylbutyrate (HMB) to build and maintain muscle mass: a review.
2002
Sequential extracts of human bone show differing collagen synthetic rates.
2002 Apr
Synthesis rate of muscle proteins, muscle functions, and amino acid kinetics in type 2 diabetes.
2002 Aug
alpha-Ketoisocaproic acid regulates phosphorylation of intermediate filaments in postnatal rat cortical slices through ionotropic glutamatergic receptors.
2002 Dec 15
Effects of cytochalasin B and D upon insulin release and pancreatic islet cell metabolism.
2002 Feb
Protein turnover, lipolysis, and endogenous hormonal secretion in critically ill children.
2002 Jan
Effect of preeclampsia in the mother on the leucine metabolism in the newborn infant.
2002 Jan
Short-term treatment with low doses of recombinant human GH stimulates lipolysis in visceral obese men.
2002 Jul
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
Inflammatory signals associated with hemodialysis.
2002 Oct
A continuous 96-well plate spectrophotometric assay for branched-chain amino acid aminotransferases.
2002 Sep 1
Acute effects of acidosis on protein and amino acid metabolism in perfused rat liver.
2003 Aug
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
Mycobacterium tuberculosis ketopantoate hydroxymethyltransferase: tetrahydrofolate-independent hydroxymethyltransferase and enolization reactions with alpha-keto acids.
2003 Jan 14
Characterization of homoisocitrate dehydrogenase involved in lysine biosynthesis of an extremely thermophilic bacterium, Thermus thermophilus HB27, and evolutionary implication of beta-decarboxylating dehydrogenase.
2003 Jan 17
Effects of fatty acids on hepatic amino acid catabolism and fibrinogen synthesis in young healthy volunteers.
2003 Jul
Opposite effects of glucose on plasma membrane Ca2+-ATPase and Na/Ca exchanger transcription, expression, and activity in rat pancreatic beta-cells.
2003 Jun 20
Quantitation of endogenous analytes in biofluid without a true blank matrix.
2003 Nov 1
Inhibition of brain energy metabolism by the alpha-keto acids accumulating in maple syrup urine disease.
2003 Nov 20
Metabonomic investigations in mice infected with Schistosoma mansoni: an approach for biomarker identification.
2004 Aug 24
Tissue-specific regulation of 4E-BP1 and S6K1 phosphorylation by alpha-ketoisocaproate.
2004 Feb
Intrahippocampal administration of the alpha-keto acids accumulating in maple syrup urine disease provokes learning deficits in rats.
2004 Jan
alpha-Aminoadipate aminotransferase from an extremely thermophilic bacterium, Thermus thermophilus.
2004 Jul
Role of renal D-amino-acid oxidase in pharmacokinetics of D-leucine.
2004 Jul
Chemical conversion of alpha-keto acids in relation to flavor formation in fermented foods.
2004 Mar 10
Branched-chain amino acid aminotransferase and methionine formation in Mycobacterium tuberculosis.
2004 Oct 7
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:38:35 GMT 2023
Edited
by admin
on Sat Dec 16 10:38:35 GMT 2023
Record UNII
7S4R4V1RM7
Record Status Validated (UNII)
Record Version
  • Download
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
WHO-DD  
Common Name English
ARGININE 2-KETOISOCAPROATE
Common Name English
Classification Tree Code System Code
DSLD 3836 (Number of products:4)
Created by admin on Sat Dec 16 10:38:35 GMT 2023 , Edited by admin on Sat Dec 16 10:38:35 GMT 2023
DSLD 2700 (Number of products:4)
Created by admin on Sat Dec 16 10:38:35 GMT 2023 , Edited by admin on Sat Dec 16 10:38:35 GMT 2023
Code System Code Type Description
CAS
72087-40-2
Created by admin on Sat Dec 16 10:38:35 GMT 2023 , Edited by admin on Sat Dec 16 10:38:35 GMT 2023
PRIMARY
EPA CompTox
DTXSID90992809
Created by admin on Sat Dec 16 10:38:35 GMT 2023 , Edited by admin on Sat Dec 16 10:38:35 GMT 2023
PRIMARY
NSC
353624
Created by admin on Sat Dec 16 10:38:35 GMT 2023 , Edited by admin on Sat Dec 16 10:38:35 GMT 2023
PRIMARY
PUBCHEM
22812595
Created by admin on Sat Dec 16 10:38:35 GMT 2023 , Edited by admin on Sat Dec 16 10:38:35 GMT 2023
PRIMARY
ECHA (EC/EINECS)
276-326-4
Created by admin on Sat Dec 16 10:38:35 GMT 2023 , Edited by admin on Sat Dec 16 10:38:35 GMT 2023
PRIMARY
FDA UNII
7S4R4V1RM7
Created by admin on Sat Dec 16 10:38:35 GMT 2023 , Edited by admin on Sat Dec 16 10:38:35 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE