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Details

Stereochemistry ABSOLUTE
Molecular Formula C5H11NO2
Molecular Weight 117.1463
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ISOVALINE, D-

SMILES

CC[C@@](C)(N)C(O)=O

InChI

InChIKey=GCHPUFAZSONQIV-RXMQYKEDSA-N
InChI=1S/C5H11NO2/c1-3-5(2,6)4(7)8/h3,6H2,1-2H3,(H,7,8)/t5-/m1/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Configurational assignment of D- and L-isovalines in intact, natural, and synthetic peptides by 2D-NMR spectroscopy.
2010-06
Extended high circular polarization in the Orion massive star forming region: implications for the origin of homochirality in the solar system.
2010-06
Analgesic properties of the novel amino acid, isovaline.
2010-04-01
(S)-alpha-methyl,alpha-amino acids: a new stereocontrolled synthesis.
2010-03
Exploring the membrane mechanism of the bioactive peptaibol ampullosporin a using lipid monolayers and supported biomimetic membranes.
2010
Isovaline causes inhibition by increasing potassium conductance in thalamic neurons.
2009-12-15
Abstracts of the 2008 ISSOL Meeting. August 24-29, 2008. Florence, Italy.
2009-08
On-line sample stacking of peptides in capillary electrophoresis for the study of prebiotic reactions between alpha,alpha-dialkylated amino acids and amino acid N-carboxyanhydrides.
2009-07-24
Chirality emergence in thin solid films of amino acids by polarized light from synchrotron radiation and free electron laser.
2009-07-07
Aib and iva in the biosphere: neither rare nor necessarily extraterrestrial.
2009-01
Studies on the selective trifluoroacetolytic scission of native peptaibols and model peptides using HPLC and ESI-CID-MS.
2008-11
Peptaibiomics: towards a myriad of bioactive peptides containing C(alpha)-dialkylamino acids?
2008-09
Peptaibiomics: Screening for polypeptide antibiotics (peptaibiotics) from plant-protective Trichoderma species.
2006-06
Structure determination of neoefrapeptins A to N: peptides with insecticidal activity produced by the fungus Geotrichum candidum.
2006-05
Prebiotic amino acids as asymmetric catalysts.
2004-02-20
A simple and rapid enzymatic assay for the branched-chain alpha-ketoacid dehydrogenase complex using high-performance liquid chromatography.
2004
Antibodies directed against L and D isovaline using a chemical derivatizing reagent for the measurement of their enantiomeric ratio in extraterrestrial samples: first step-production and characterization of antibodies.
2002-06
Replacements of amino acid residues at subsites and their effects on the catalytic properties of Rhizomucor pusillus pepsin, an aspartic proteinase from Rhizomucor pusillus.
2001-05
Syntheses and properties of zinc and calcium complexes of valinate and isovalinate: metal alpha-amino acidates as possible constituents of the early Earth's chemical inventory.
2001-03-02
Cephaibols, new peptaibol antibiotics with anthelmintic properties from Acremonium tubakii DSM 12774.
2001-03
Survival of amino acids in micrometeorites during atmospheric entry.
2001
Patents

Patents

Name Type Language
ISOVALINE D-FORM [MI]
Preferred Name English
ISOVALINE, D-
Systematic Name English
.ALPHA.-METHYL-D-.ALPHA.-AMINOBUTYRIC ACID
Systematic Name English
(R)-ISOVALINE
Systematic Name English
(R)-(-)-ISOVALINE
Systematic Name English
D-ISOVALINE
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID501016649
Created by admin on Mon Mar 31 22:50:43 GMT 2025 , Edited by admin on Mon Mar 31 22:50:43 GMT 2025
PRIMARY
CAS
3059-97-0
Created by admin on Mon Mar 31 22:50:43 GMT 2025 , Edited by admin on Mon Mar 31 22:50:43 GMT 2025
PRIMARY
FDA UNII
IF7U5GXQ28
Created by admin on Mon Mar 31 22:50:43 GMT 2025 , Edited by admin on Mon Mar 31 22:50:43 GMT 2025
PRIMARY
PUBCHEM
2724877
Created by admin on Mon Mar 31 22:50:43 GMT 2025 , Edited by admin on Mon Mar 31 22:50:43 GMT 2025
PRIMARY
MERCK INDEX
m6550
Created by admin on Mon Mar 31 22:50:43 GMT 2025 , Edited by admin on Mon Mar 31 22:50:43 GMT 2025
PRIMARY Merck Index
DRUG BANK
DB04171
Created by admin on Mon Mar 31 22:50:43 GMT 2025 , Edited by admin on Mon Mar 31 22:50:43 GMT 2025
PRIMARY