62-57-7 Usage
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
Different sources of media describe the Uses of 62-57-7 differently. You can refer to the following data:
1. 2-Aminoisobutyric Acid inotransferases which can be used as a diagnostic tool to predict type II diabetes.
2. 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.
Synthesis Reference(s)
The Journal of Organic Chemistry, 29, p. 1148, 1964 DOI: 10.1021/jo01028a036
Purification Methods
Crystallise the acid from aqueous EtOH and dry it at 110o. [Zelinski & Stadnikoff Chem Ber 39 1726 1906, Beilstein
Check Digit Verification of cas no
The CAS Registry Mumber 62-57-7 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 6 and 2 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 62-57:
(4*6)+(3*2)+(2*5)+(1*7)=47
47 % 10 = 7
So 62-57-7 is a valid CAS Registry Number.
InChI:InChI=1/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7)
62-57-7Relevant articles and documents
Preparation method of 2-methylalanine
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Paragraph 0040-0042, (2021/07/28)
The invention specifically discloses a preparation method of 2-methylalanine, belonging to the technical field of organic synthesis. The method comprises the following steps: condensing 2,2-dimethoxypropane serving as a raw material with tert-butyl sulfinamide or tert-butyl carbamate to generate Schiff base, then carrying out nucleophilic addition on the Schiff base and sodium cyanide or potassium cyanide under the action of phase transfer catalysis and ammonium chloride, and then adding acid to hydrolyze cyano groups so as to obtain 2-methylalanine. According to the invention, the used raw materials are easily to obtain and low in price; process flow is simple and convenient; reaction conditions are mild; requirements on equipment are low; total yield is as high as 80-83%; and the purity of the prepared 2-methylalanine is more than 99.6%.
General Synthesis of Amino Acid Salts from Amino Alcohols and Basic Water Liberating H2
Hu, Peng,Ben-David, Yehoshoa,Milstein, David
supporting information, p. 6143 - 6146 (2016/06/09)
An atom-economical and environmentally friendly method to transform amino alcohols to amino acid salts using just basic water, without the need of pre-protection or added oxidant, catalyzed by a ruthenium pincer complex, is developed. Water is the solvent, the source of the oxygen atom of the carboxylic acid group, and the actual oxidant, with liberation of dihydrogen. Many important and useful natural and unnatural amino acid salts can be produced in excellent yields by applying this new method.
Meteorites as catalysts for prebiotic chemistry
Saladino, Raffaele,Botta, Giorgia,Delfino, Michela,Di Mauro, Ernesto
, p. 16916 - 16922 (2014/01/06)
From outer space: Twelve meteorite specimens, representative of their major classes, catalyse the synthesis of nucleobases, carboxylic acids, aminoacids and low-molecular-weight compounds from formamide (see figure). Different chemical pathways are identified, the yields are high for a prebiotic process and the products come in rich and composite panels.
