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Details

Stereochemistry ACHIRAL
Molecular Formula C4H9NO2
Molecular Weight 103.1198
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of .ALPHA.-AMINOISOBUTYRIC ACID

SMILES

CC(C)(N)C(O)=O

InChI

InChIKey=FUOOLUPWFVMBKG-UHFFFAOYSA-N
InChI=1S/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7)

HIDE SMILES / InChI

Molecular Formula C4H9NO2
Molecular Weight 103.1198
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Benzyl tert-butoxycarbonyl-alpha-aminoisobutyrate.
2001 Apr
Structure and conformational behavior of biopolymers by density functional calculations employing periodic boundary conditions. I. The case of polyglycine, polyalanine, and poly-alpha-aminoisobutyric acid in vacuo.
2001 Apr 11
2D relayed anisotropy correlation NMR: characterization of the 13C' chemical shift tensor orientation in the peptide plane of the dipeptide AibAib.
2001 Feb
Inhibitors of ethylene synthesis inhibit auxin-induced stomatal opening in epidermis detached from leaves of Vicia faba L.
2001 Feb
The sugar model: catalysis by amines and amino acid products.
2001 Feb-Apr
Crystal-state conformation of Calpha,alpha-dialkylated peptides containing chiral beta-homo-residues.
2001 Jan
The catalytic mechanism of 1-aminocyclopropane-1-carboxylic acid oxidase.
2001 Jan 1
meso-N,N'-oxalyldivaline.
2001 Jun
Calpha methylation in molecular recognition. Application to substance P and the two neurokinin-1 receptor binding sites.
2001 May
Experimental intracerebral hemorrhage: effect of lysed erythrocytes on brain edema and blood-brain barrier permeability.
2002
New materials for ESR dosimetry.
2002 Apr
Transport kinetics of alpha-aminoisobutyric acid and water in pre-eclamptic pregnancies: an in vitro study.
2002 Apr-Jun
Aib-based peptide backbone as scaffolds for helical peptide mimics.
2002 Aug
EPR dosimetric properties of 2-methylalanine: EPR, ENDOR and FT-EPR investigations.
2002 Feb
Combined use of LC/MS and a biological test for rapid identification of marine mycotoxins produced by Trichoderma koningii.
2002 Feb
Peptide design using omega-amino acids: unusual turn structures nucleated by an N-terminal single gamma-aminobutyric acid residue in short model peptides.
2002 Feb 8
Amino acid transport by intestinal brush border vesicles of a marine fish, Boops salpa.
2002 Jan
Involvement of active transport systems in the mobilization of cadmium by dithiocarbamates in vivo.
2002 Jan 15
Effect of increased glucose load on maternal-fetal transport of alpha-aminoisobutyric acid in the perfused human placenta: in vitro study.
2002 Jun
Identification of peptaibols from Trichoderma virens and cloning of a peptaibol synthetase.
2002 Jun 7
Reactivity of amino acids in nitrosation reactions and its relation to the alkylating potential of their products.
2002 Mar 13
Noncovalent domino effect on helical screw sense of chiral peptides possessing C-terminal chiral residue.
2002 Mar 20
Mechanisms of the protective effect of L-alanine to D-galactosamine-induced hepatocellular injury: comparative studies of L-alanine and pyruvate.
2002 Mar 8
The effect of the cyclopropyl group on the conformation of chemotactic formyl tripeptides.
2003 Apr
Solution phase synthesis of the 14-residue peptaibol antibiotic trichovirin I.
2003 Apr
Sequence analysis and functional characterization of the dialkylglycine decarboxylase gene DGD1 from Mycosphaerella graminicola.
2003 Aug
Disruption of the beta-sheet structure of a protected pentapeptide, related to the beta-amyloid sequence 17-21, induced by a single, helicogenic C(alpha)-tetrasubstituted alpha-amino acid.
2003 Jul
First crystallographic signature of an acyclic peptide nanorod: molecular mechanism of nanorod formation by a self-assembled tetrapeptide.
2003 Jun 21
Unique antitumour effects of L-2,4 diaminobutyric acid on cultured hepatoma cells.
2003 Mar-Apr
Biosynthetic uniform 13C,15N-labelling of zervamicin IIB. Complete 13C and 15N NMR assignment.
2003 Nov-Dec
Trichogin: a paradigm for lipopeptaibols.
2003 Nov-Dec
Effect of alpha,alpha-dialkyl amino acids on the protease resistance of peptides.
2003 Oct
Crystal structure of achiral nonapeptide Boc-(Aib-DeltaZPhe)4-Aib-OMe at atomic resolution: evidence for a 3(10)-helix.
2003 Oct
Designed helical peptides inhibit an intramembrane protease.
2003 Oct 1
Conformational changes in alamethicin associated with substitution of its alpha-methylalanines with leucines: a FTIR spectroscopic analysis and correlation with channel kinetics.
2004 Jan
Analysis of peptaibol sequence composition: implications for in vivo synthesis and channel formation.
2004 May
Effects of 17beta-estradiol on blood-brain barrier disruption in focal ischemia during GABA(A) receptor inhibition.
2005 Apr
Acceleration of short helical peptide conformational dynamics by trifluoroethanol in an organic solvent.
2005 Jul
Effects of tumor necrosis factor-alpha on insulin stimulated amino acid transport in cultured rat hepatocytes.
2005 Jun
Analysis of the lipophilic peptaibol alamethicin by nonaqueous capillary electrophoresis-electrospray ionization-mass spectrometry.
2005 Nov
Theoretical prediction of gas-phase infrared spectra of imidazo[1,2-a]pyrazinediones and imidazo[1,2-a]imidazo[1,2-d]pyrazinediones derived from glycine.
2005 Sep
In vitro and in vivo effect of parathyroid hormone analogue (1-14) containing -amino-iso-butyric acid residue (Aib)1,3.
2006 Apr 30
[Synergistic effects of biotic and abiotic elicitors on the production of tanshinones in Salvia miltiorrhiza hairy root culture].
2006 Feb
Gold nanoclusters protected by conformationally constrained peptides.
2006 Jan 11
Effects of multiple courses of antenatal corticosteroids on blood-brain barrier permeability in the ovine fetus.
2006 May
Effects of acute hyperosmolality on blood-brain barrier function in ovine fetuses and lambs.
2006 Oct
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:35:44 GMT 2025
Edited
by admin
on Mon Mar 31 17:35:44 GMT 2025
Record UNII
1E7ZW41IQU
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
.ALPHA.-AMINOISOBUTYRIC ACID
MI  
Systematic Name English
NSC-16590
Preferred Name English
2-METHYLALANINE
Systematic Name English
.ALPHA.-AMINOISOBUTYRIC ACID [MI]
Common Name English
AIB
Common Name English
ALPHA-AMINOISOBUTYRIC ACID
Systematic Name English
?-methyl-L-alanine
Common Name English
2-AMINOISOBUTYRIC ACID
Systematic Name English
2-AMINO-2-METHYLPROPANOIC ACID
Systematic Name English
Code System Code Type Description
CHEBI
40599
Created by admin on Mon Mar 31 17:35:44 GMT 2025 , Edited by admin on Mon Mar 31 17:35:44 GMT 2025
PRIMARY
PUBCHEM
6119
Created by admin on Mon Mar 31 17:35:44 GMT 2025 , Edited by admin on Mon Mar 31 17:35:44 GMT 2025
PRIMARY
DRUG BANK
DB02952
Created by admin on Mon Mar 31 17:35:44 GMT 2025 , Edited by admin on Mon Mar 31 17:35:44 GMT 2025
PRIMARY
CHEBI
27971
Created by admin on Mon Mar 31 17:35:44 GMT 2025 , Edited by admin on Mon Mar 31 17:35:44 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-544-0
Created by admin on Mon Mar 31 17:35:44 GMT 2025 , Edited by admin on Mon Mar 31 17:35:44 GMT 2025
PRIMARY
CAS
62-57-7
Created by admin on Mon Mar 31 17:35:44 GMT 2025 , Edited by admin on Mon Mar 31 17:35:44 GMT 2025
PRIMARY
MESH
C100049
Created by admin on Mon Mar 31 17:35:44 GMT 2025 , Edited by admin on Mon Mar 31 17:35:44 GMT 2025
PRIMARY
EPA CompTox
DTXSID0058772
Created by admin on Mon Mar 31 17:35:44 GMT 2025 , Edited by admin on Mon Mar 31 17:35:44 GMT 2025
PRIMARY
WIKIPEDIA
2-AMINOISOBUTYRIC ACID
Created by admin on Mon Mar 31 17:35:44 GMT 2025 , Edited by admin on Mon Mar 31 17:35:44 GMT 2025
PRIMARY
MERCK INDEX
m1712
Created by admin on Mon Mar 31 17:35:44 GMT 2025 , Edited by admin on Mon Mar 31 17:35:44 GMT 2025
PRIMARY Merck Index
FDA UNII
1E7ZW41IQU
Created by admin on Mon Mar 31 17:35:44 GMT 2025 , Edited by admin on Mon Mar 31 17:35:44 GMT 2025
PRIMARY
NSC
16590
Created by admin on Mon Mar 31 17:35:44 GMT 2025 , Edited by admin on Mon Mar 31 17:35:44 GMT 2025
PRIMARY