2-(Methylamino)isobutyric acid - 2566-34-9

2-(Methylamino)isobutyric acid

Catalog Number: EVT-248123
CAS Number: 2566-34-9
Molecular Formula: C5H11NO2
Molecular Weight: 117.15 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction

Description
2-(Methylamino)isobutyric acid (MIBA) is a non-proteinogenic amino acid that has gained significant attention in recent years due to its potential therapeutic and industrial applications. MIBA is a derivative of valine and is commonly found in plants, animals, and microorganisms.
Applications in Various Fields
2-(Methylamino)isobutyric acid has various applications in medical, environmental, and industrial research. In medical research, 2-(Methylamino)isobutyric acid has been studied for its role in drug development, with promising results in the treatment of cancer and viral infections. Clinical trials have also shown the potential benefits of 2-(Methylamino)isobutyric acid in the treatment of liver diseases. In environmental research, 2-(Methylamino)isobutyric acid has been studied for its effects on ecosystems and its role in pollution management. In industrial research, 2-(Methylamino)isobutyric acid has been used in manufacturing processes to improve product quality and efficiency. Health and safety considerations should be taken into account when using 2-(Methylamino)isobutyric acid in industrial applications.

Properties

CAS Number

2566-34-9

Product Name

2-(Methylamino)isobutyric acid

IUPAC Name

2-methyl-2-(methylamino)propanoic acid

Molecular Formula

C5H11NO2

Molecular Weight

117.15 g/mol

InChI

InChI=1S/C5H11NO2/c1-5(2,6-3)4(7)8/h6H,1-3H3,(H,7,8)

InChI Key

DLAMVQGYEVKIRE-UHFFFAOYSA-N

SMILES

CC(C)(C(=O)O)NC

Synonyms

2-(Methylamino)isobutyricacid;N,2-dimethylalanine;2566-34-9;alpha-(Methylamino)isobutyricacid;MeAIB;2-methyl-2-(methylamino)propanoicacid;2,N-Dimethylalanine;2-(Methylamino)-2-methylpropionicacid;N-Methyl-a-aminoisobutyricacid;CHEMBL1916079;DLAMVQGYEVKIRE-UHFFFAOYSA-N;N-ME-AIB-OHHCL;AC1L2PDY;AC1Q5SKM;Alanine,N,2-dimethyl-;N-Methyl-a-aminoisobutyrate;N-MethylaminoisobutyricAcid;M2383_SIGMA;SCHEMBL141814;N-Methyl-alpha-aminoisobutyrate;GTPL4697;CTK1A6448;DLAMVQGYEVKIRE-UHFFFAOYSA-;HMDB02141;MolPort-003-925-307

Canonical SMILES

CC(C)(C(=O)[O-])[NH2+]C
Method of Synthesis or Extraction
2-(Methylamino)isobutyric acid can be synthesized using various methods, including chemical synthesis, microbial fermentation, and enzymatic synthesis. Chemical synthesis involves the reaction of valine with formaldehyde and methylamine, followed by acid hydrolysis. Microbial fermentation involves the use of microorganisms such as Escherichia coli and Corynebacterium glutamicum to produce 2-(Methylamino)isobutyric acid. Enzymatic synthesis involves the use of enzymes such as alanine racemase and transaminase to convert valine into 2-(Methylamino)isobutyric acid. The efficiency and yield of each method vary, with microbial fermentation being the most efficient and yielding up to 90% of 2-(Methylamino)isobutyric acid. Environmental and safety considerations should also be taken into account when choosing a method of synthesis or extraction.
Chemical Structure and Biological Activity
2-(Methylamino)isobutyric acid has a chemical formula of C5H11NO2 and a molecular weight of 117.15 g/mol. It has a chiral center and exists in two enantiomeric forms, L-2-(Methylamino)isobutyric acid and D-2-(Methylamino)isobutyric acid. 2-(Methylamino)isobutyric acid has been shown to have various biological activities, including antitumor, antiviral, and antibacterial activities. It acts by inhibiting the activity of enzymes such as alanine aminotransferase and aspartate aminotransferase, which are involved in cell metabolism.
Biological Effects
2-(Methylamino)isobutyric acid has been shown to have various effects on cell function and signal transduction. It has been shown to induce apoptosis in cancer cells and inhibit the growth of tumor cells. 2-(Methylamino)isobutyric acid has also been shown to inhibit the replication of viruses such as hepatitis B virus and human immunodeficiency virus. However, 2-(Methylamino)isobutyric acid can also have potential toxic effects, including hepatotoxicity and nephrotoxicity.
Future Perspectives and Challenges
Despite the promising applications of 2-(Methylamino)isobutyric acid, there are still limitations in its use and study. One of the challenges is the limited availability of 2-(Methylamino)isobutyric acid, which can affect its commercial viability. Another challenge is the potential toxic effects of 2-(Methylamino)isobutyric acid, which need to be further studied. Possible solutions and improvements include the development of more efficient methods of synthesis or extraction and the identification of safer derivatives of 2-(Methylamino)isobutyric acid. Future trends and prospects in the application of 2-(Methylamino)isobutyric acid in scientific research include the development of new drugs and the use of 2-(Methylamino)isobutyric acid in sustainable manufacturing processes.
Conclusion:
In conclusion, 2-(Methylamino)isobutyric acid is a non-proteinogenic amino acid with promising applications in medical, environmental, and industrial research. The method of synthesis or extraction, chemical structure, biological activity, biological effects, applications, future perspectives, and challenges of 2-(Methylamino)isobutyric acid have been discussed in this paper. Further research is needed to fully understand the potential of 2-(Methylamino)isobutyric acid and its derivatives in various fields.

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