6458-06-6

Usage

Uses

Used in Pharmaceutical Applications:
Trimethylalanine is used as a pharmaceutical compound for its osmoprotective properties. It helps in protecting cells from the harmful effects of high osmotic pressure, which is particularly useful in the development of drugs targeting conditions associated with cellular stress.
Used in Stress-Tolerant Plant Research:
Trimethylalanine is used as a research compound in the study of stress-tolerant plants, specifically those belonging to the Plumbaginaceae family. Understanding the role of trimethylalanine in these plants can provide insights into the development of stress-resistant crops and the potential application of these compounds in other areas of biotechnology.
Used in Cosmetics Industry:
Trimethylalanine can be used as an ingredient in the cosmetics industry for its potential skin protective and moisturizing properties. Its osmoprotective nature may help in the development of products that protect the skin from environmental stressors and maintain its overall health.
Used in Sports Nutrition:
Trimethylalanine is used as a sports nutrition supplement for its potential role in enhancing athletic performance and reducing muscle fatigue. As a beta-alanine derivative, it may contribute to increased carnosine synthesis in muscles, which can help in buffering lactic acid and improving exercise capacity.

InChI:InChI=1/C6H13NO2/c1-7(2,3)5-4-6(8)9/h4-5H2,1-3H3

Upstream product

• 50-00-0 formaldehyd 
• 107-95-9 3-amino propanoic acid 
• 2812-22-8 (trimethylammonio)propionic acid iodide 
• 74-88-4 methyl iodide 
• 6300-04-5 3-dimethylaminopropionic acid 
• 590-92-1 3-Bromopropionic acid 
• 75-50-3 trimethylamine 
• 16271-53-7 acetylcholine 
• 19075-26-4 ethyl (trimethylammonio)propionate iodide 
• 107-94-8 chloropropionic acid 
• 7732-18-5 water 
• 57-57-8 β-Propiolactone 
• 75-05-8 acetonitrile 

Downstream Products

• 79-10-7 acrylic acid 
• 75-50-3 trimethylamine 

Relevant academic research and scientific papers

Metal-Betaine Interactions. Part 13. Preparation and Crystal Structures of Four Polymeric Silver(I) Complexes of Betaine Derivatives

Four polymeric silver(I) complexes of the betaine derivatives pyridiniopropionate (C5H5N+CH2CH2CO2-, L1) and trimethylammoniopropionate (Me3N+CH2CH2CO2-, L2) have been prepared and characterized by X-ray crystallography.The complexes 12)n>2n 1, 12(NO3)2>n> 2, 22(NO3)2>n> 3 and 22(H2O)>n>2n*nH2O 4 all contain bis(carboxylate)-bridged Ag2 dimer units which are extended into stairs-like chains via the co-ordination of each metal centre by a carboxylato oxygen atom from an adjacent unit.A pair of unidentate nitrate ligands occupy axial co-ordination sites on the same side and on opposite sides of the mean plane of the dimer in 2 and 3, respectively; the dimer in 4 has only one axial site occupied by an aqua ligand, resulting in uncommon inter-chain metal-metal contacts in the crystal .

Characterization of amino acid-derived betaines by electrospray ionization tandem mass spectrometry

Betaines belong to the naturally occurring osmoprotectants or compatible solutes present in a variety of plants, animals and microorganisms. In recent years, metabolomic techniques have been emerging as a fundamental tool for biologists because the constellation of these molecules and their relative proportions provide with information about the actual biochemical condition of a biological system. Therefore, identification and characterization of biologically important betaines are crucial, especially for metabolomic studies. Most of the natural betaines are derived from amino acids and related homologues. Although, theoretically, all the amino acids can be converted to corresponding betaines by simple methylation of the amine group, only a few of the amino acid-derived betaines were fully characterized in the literature. Here, we report a combined electrospray ionization tandem and high-resolution mass spectrometry study of all the betaines derived from amino acids, including the isomeric betaines. The decomposition pathway of protonated, sodiated and potassiated molecule ions that enable unambiguous characterization of the betaines including the isomeric betaines and overlapping ionic species of different betaines is distinctive. Copyright

BETA-ALANINE N-METHYLTRANSFERASE

A beta -alanine NMTase was isolated from limonium latifolium . The purified enzyme catalyzes the N-methylation of beta -alanine, has an isoelectric point of about 5.15 and an apparent molecular weight of about 43 kilodaltons. A full-length cDNA encoding the NMTase was cloned by screening a L. latifolium cDNA library and was sequenced. Expression of the cDNA in transgenic, non- L. latifolium plants resulted in modulation of resistance to stress in the plants.

An Anomalous Eschweiler-Clarke Reaction

Reaction of β-alanine 1 with formaldehyde in the presence of formic acid under Eschweiler-Clarke conditions yields the corresponding betaine 3 instead of the expected N,N-dimethyl β-alanine 2

Intercharge Distance of Flexible Zwitterionic Molecules in Solution

The conformation of flexible zwitterionic molecules in solutions of polar solvents is studied by means of a NMR chemical shift method.This method makes use of chemical shift changes of NMR lines, induced by the electrostatic field caused by the electrical charges of the zwitterion.The electrostatic field at the observed nucleus is calculated, taking distances of zwitterionic (trimethylammonio)alkanoates in aqueous and methanolic solutions are then deduced from the 13C NMR chemical shift data as a function of the number of methylenes linking the cationic and anionic groups of the zwitterion.The comparison of experimental data with the end to end distances predicted by the rotational isomerism state theory shows that the polymethylene chain has a more folded conformation than the free chain.Electrostatic attraction between the two zwitterionic charges is thus important, although it could be expected that it could be offset by steric hindrance, i.e., by the bulkiness of terminal charged groups.