2-Aminoisobutyric Acid

Synonym(s):α-Aminoisobutyric acid;2-Methylalanine;Aib

CAS NO.：62-57-7
Empirical Formula: C4H9NO2
Molecular Weight: 103.12
MDL number: MFCD00008049
EINECS: 200-544-0
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-13 17:19:14

What is 2-Aminoisobutyric Acid?

Chemical properties

White crystalline powder
2-Aminoisobutyric Acid

The Uses of 2-Aminoisobutyric Acid

2-Aminoisobutyric Acid inotransferases which can be used as a diagnostic tool to predict type II diabetes.

The Uses of 2-Aminoisobutyric Acid

2-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

α-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).

Definition

ChEBI: A rare, non-protein amino acid and end-product of pyrimidine metabolism, excreted in urine and found in some antibiotics of fungal origin. With the exception of a few bacteria, it is non-metabolisable, and therefore used in bioassays.

Synthesis Reference(s)

The Journal of Organic Chemistry, 29, p. 1148, 1964 DOI: 10.1021/jo01028a036

Biological Activity

2-Aminoisobutyric acid is not one of the proteinogenic amino acids and is rather rare in nature. It is a strong helix inducer in peptides due to Thorpe–Ingold effect of its gem-dimethyl group. Oligomers of AIB form 310 helices.

Solubility in organics

poorly soluble in alcohol, insoluble in oils.

Purification Methods

Crystallise the acid from aqueous EtOH and dry it at 110o. [Zelinski & Stadnikoff Chem Ber 39 1726 1906, Beilstein

Properties of 2-Aminoisobutyric Acid

Melting point:	≥300 °C
Boiling point:	193.35°C (rough estimate)
Density	1.1602 (rough estimate)
refractive index	1.4183 (estimate)
storage temp.	Store below +30°C.
solubility	SOLUBLE
form	Crystalline Powder
pka	2.36(at 25℃)
color	White
Odor	Practically odorless in the dry state
Water Solubility	SOLUBLE
Merck	14,445
BRN	506496
CAS DataBase Reference	62-57-7(CAS DataBase Reference)
NIST Chemistry Reference	«alpha»-Aminoisobutanoic acid(62-57-7)
EPA Substance Registry System	Alanine, 2-methyl- (62-57-7)

Safety information for 2-Aminoisobutyric Acid

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H319:Serious eye damage/eye irritation
Precautionary Statement Codes	P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P337+P313:IF eye irritation persists: Get medical advice/attention.