Basic information
- CAS
62-57-7- Standard SMILES
CC(C)([NH3+])C(=O)[O-]- InChIKey
FUOOLUPWFVMBKG-UHFFFAOYSA-N- Molecular formula
- C4H9NO2
- Average molar mass
- 103.12 g/mol
- Monoisotopic mass
- 103.06332853
Overview
2-aminoisobutanoic acid zwitterion is the zwitterionic form of 2-aminoisobutyric acid obtained by transfer of a proton from the carboxy to the amino group of L-valine; major species at pH 7.3. It is a tautomer of a 2-aminoisobutyric acid.
Names & identifiers
- Preferred name
- 2-Azaniumyl-2-methylpropanoate
- IUPAC
- 2-azaniumyl-2-methylpropanoate
- English name
- 2-Aminoisobutyric Acid
- Molecular formula
- C4H9NO2
- Molecular weight
- 103.12
Names & synonyms
2-aminoisobutanoate2-azaniumyl-2-methylpropanoateAminoisobutyric (AIB)BDBM366292-aminoisobutanoic acid zwitterionCHEBI:193090alpha-Ammonium-alpha-methylpropionoateAIBH-AIB-OH2-Amino-2-methylpropanoic acidAib-OHL-Aib-OH
Show more names
2-METHYLALANINENSC 16590ALPHA-AMINOISOBUTYRIC ACIDN-ME-ALA-OHN-ME-ALANINE
Database identifiers
- CAS
62-57-7- PubChem CID
- 5245672
- ChEBI
CHEBI:193090
Properties
Computed structural properties
- XLogP
- -2.2
- Topological polar surface area
- 67.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 82.2
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Amino fatty acids [FA0110]
Solubility181 mg/mL at 25 °C
Melting Point335 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 300 °C · ≥300 °C
- Boiling point
- 193.35 °C · 193.35°C (rough estimate)
- Density
- 1.1602 · 1.1602 (rough estimate)
- refractive index
- 1.4183 · 1.4183 (estimate)
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- Very easily soluble in water, poorly soluble in alcohol, insoluble in oils.
- pka
- 2.36 · 2.36(at 25℃)
- form
- Crystalline Powder
- color
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- AY7000000
- hs_code
- 29224995
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H319
- REACH Registrations
- Active
- Hazard Classifications
- Eye Irrit. 2
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313
Chemistry & industry
Pharmacology
Tissue LocationsProstate
Cellular LocationsCytoplasm
Applications
Description2-Aminoisobutyric acid, also known as alpha-methylalanine or a-aminoisobutanoate, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). 2-Aminoisobutyric acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2-Aminoisobutyric acid exists in all living organisms, ranging from bacteria to humans. Outside of the human body, 2-Aminoisobutyric acid has been detected, but not quantified in, milk (cow). This could make 2-aminoisobutyric acid a potential biomarker for the consumption of these foods. Aminoisobutyric acid is a nonprotein amino acid (is an end product of pyrimidine metabolism) excreted in the urine of about 5% of healthy individuals , and high excretion is an autosomal recessive phenotype.
Uses2-Aminoisobutyric Acid inotransferases which can be used as a diagnostic tool to predict type II diabetes.
Uses2-Aminoisobutyric acid is a non- protein amino acid present in some antibiotics. It acts as a strong helix inducer in peptides. It is non-metabolisable used in bioassays.
Preparation methods
Preparationα-Aminoisobutyric Acid is prepared from Acetone (Blatt: Org. Synth. CoIl. vol. H, page 29, 1943) or by the Bucherer method (Org. Synth. vol. XX, 1940, page 42).
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…