2-Aminoisobutyric Acid Chemical Properties

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 

Very easily soluble in water, poorly soluble in alcohol, insoluble in oils.

pka

2.36(at 25℃)

form 

Crystalline Powder

color 

White

Odor

Practically odorless in the dry state

Water Solubility 

SOLUBLE

Merck 

14,445

BRN 

506496

InChIKey

FUOOLUPWFVMBKG-UHFFFAOYSA-N

LogP

-0.163 (est)

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

Safety Statements 

22-24/25

WGK Germany 

3

RTECS 

AY7000000

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

29224995

MSDS

• Language:English Provider:2-Amino-2-methylpropionic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Aminoisobutyric Acid Usage And Synthesis

Applications

2-Methylalanine is an Alanine (A481400) derivative. Alanine is an amino acid that occurs naturally in nature. It is a functional component in the alanine cycle which regulates the level of alanine aminotransferases which can be used as a diagnostic tool to predict type II diabetes.

Description

2-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.

source

2-aminoisobutyric acid is 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. It derives from a propionic acid and an isobutyric acid.

Chemical Properties

White crystalline powder

Uses

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

Uses

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.

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.

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).

Synthesis Reference(s)

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

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

2-Aminoisobutyric Acid(62-57-7)Related Product Information

• α-Amino-hexyl-AMP
• 1-Aminocyclopropanecarboxylic acid
• 2-Aminoisobutyric Acid
• 2,2-Diphenylglycine
• N-CARBOBENZYLOXY-2-METHYLALANINE,Z-2-METHYLALANINE,Z-ALPHA-METHYLALANINE,N-CARBOBENZYLOXY-2-METHYLALANINE, TECH.
• DL-ALPHA-METHYLTYROSINE
• 1-Aminocyclopropane-1-carboxylic acid hydrochloride
• L-3-(3,4-DIHYDROXYPHENYL)-2-METHYLALANINE,l(-)-beta-(3,4-dihydroxyphenyl)-alpha-methylalanin
• DL-2-METHYLGLUTAMIC ACID
• 1-Amino-1-cyclohexanecarboxylic acid
• ALPHA-METHYL-DL-SERINE
• Cycloleucine
• N-METHYL-ALPHA-METHYLALANINE HYDROCHLORIDE
• dl-3-(3,4-dimethoxyphenyl)-2-hydrazino-2-methylalanine
• Fmoc-Aib-OH
• N-ALPHA-METHYL-D-ALANINE HYDROCHLORIDE
• 2-METHYLALANINE METHYL ESTER HYDROCHLORIDE
• N,N-BIS(CARBOXYLATOMETHYL)ALANINE TRISODIUM SALT