2-Aminoisobutyric Acid

2-Aminoisobutyric Acid
  • CAS No.:62-57-7
Other grades of this product :
2-Aminoisobutyric Acid Basic information
Applications Description source
Product Name:2-Aminoisobutyric Acid
Synonyms:N-ME-ALANINE;N-ME-ALA-OH;RARECHEM EM WB 0051;DL-2-AMINO-ISO-BUTYRIC ACID;H-2-AMINOISOBUTYRIC ACID;H-ALA(ME)-OH;H-AIB-OH;H-ALPHA-METHYLALANINE
CAS:62-57-7
MF:C4H9NO2
MW:103.12
EINECS:200-544-0
Product Categories:Imidazoles ,Homopiperidines;Pharmaceutical intermediate;bc0001
Mol File:62-57-7.mol
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 SOLUBLE
pka2.36(at 25℃)
form Crystalline Powder
color White
Water Solubility SOLUBLE
Merck 14,445
BRN 506496
InChIKeyFUOOLUPWFVMBKG-UHFFFAOYSA-N
CAS DataBase Reference62-57-7(CAS DataBase Reference)
NIST Chemistry Reference«alpha»-Aminoisobutanoic acid(62-57-7)
EPA Substance Registry SystemAlanine, 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 Information
ProviderLanguage
2-Amino-2-methylpropionic acid English
ACROS English
SigmaAldrich English
ALFA English
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.

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.
DefinitionChEBI: 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
Purification MethodsCrystallise the acid from aqueous EtOH and dry it at 110o. [Zelinski & Stadnikoff Chem Ber 39 1726 1906, Beilstein
2-Aminoisobutyric Acid Preparation Products And Raw materials
Raw materialsAcetone cyanohydrin-->Congo Red
Preparation ProductsBoc-Aib-OH-->2-Bromo-2-methylpropionic acid-->2-Amino-2-methylpropanamide-->ALPHA-AMINOISOBUTYRIC ACID METHYL ESTER HYDROCHLORIDE

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