N-methyl alanine
N-methyl-DL-alanine
Identification
| Name | N-methyl alanine |
| CAS Number | 600-21-5 |
| FDA UNII | FER5I9LLG2 |
| Molecular Formula | C4 H9 N O2 |
| Molecular Weight | 103.12113000 |
| MDL Number | MFCD00063136 |
| Nikkaji Number | J325.082B |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Soluble in | water, 1.395e+005 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | information only not used for fragrances or flavors |
| Recommendation for N-methyl alanine usage levels up to | not for fragrance use. |
| Recommendation for N-methyl alanine flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
DL-
alanine, N-methyl-
N-
methyl-DL-alanine
N-
methylalanine
2-(
methylamino)propanoic acid
PubMed:
Profiling ephedrine prepared from N-methylalanine via the Akabori-Momotani reaction.
PubMed:
Metabolomics Analysis Revealed Distinct Cyclic Changes of Metabolites Altered by Chronic Ethanol-Plus-Binge and Shp Deficiency.
PubMed:
Selective quantitation of the neurotoxin BMAA by use of hydrophilic-interaction liquid chromatography-differential mobility spectrometry-tandem mass spectrometry (HILIC-DMS-MS/MS).
PubMed:
Application of design of experiments (DoE) optimization to the one-pot synthesis of 4,6-dihydropteridinones.
PubMed:
Hydrogen-deuterium exchange of α-carbon protons and fragmentation pathways in N-methylated glycine and alanine-containing peptides derivatized by quaternary ammonium salts.
PubMed:
Insight into the structural and biological relevance of the T/R transition of the N-terminus of the B-chain in human insulin.
PubMed:
Scalable solution-phase synthesis of the biologically active cyclodepsipeptide destruxin E, a potent negative regulator of osteoclast morphology.
PubMed:
Dissociation of antimicrobial and hemolytic activities of gramicidinâ
S through N-methylation modification.
PubMed:
In vitro and in vivo antitumor effects of novel actinomycin D analogs with amino acid substituted in the cyclic depsipeptides.
PubMed:
Design, synthesis and pharmacological characterization of endomorphin analogues with non-cyclic amino acid residues in position 2.
PubMed:
Effect of a carboxyl group on the chemiluminescent reaction of tris(2,2'-bipyridine)ruthenium(III) with aliphatic amines.
PubMed:
Actinomycins with altered threonine units in the beta-peptidolactone.
PubMed:
Kinetic and crystallographic analysis of mutant Escherichia coli aminopeptidase P: insights into substrate recognition and the mechanism of catalysis.
PubMed:
Exploration of the P6/P7 region of the peptide-binding site of the human class II major histocompatability complex protein HLA-DR1.
PubMed:
Novel, potent ORL-1 receptor agonist peptides containing alpha-Helix-promoting conformational constraints.
PubMed:
Probing host-selective phytotoxicity: synthesis of destruxin B and several natural analogues.
PubMed:
Synthesis and immunological activity of water-soluble thalidomide prodrugs.
PubMed:
Analogue-resistant mutants of Azotobacter chroococcum derepressed for nitrogenase activity and early ammonia excretion having potential as inoculants for cereal crops.
PubMed:
Monomeric sarcosine oxidase: 2. Kinetic studies with sarcosine, alternate substrates, and a substrate analogue.
PubMed:
Role of the pyrrolidine ring of proline in determining the substrate specificity of cdc2 kinase or cdk5.
PubMed:
Structural modifications of the N-terminal tetrapeptide segment of [D-Ala2]deltorphin I: effects on opioid receptor affinities and activities in vitro and on antinociceptive potency.
PubMed:
Fluorescence study of neurohypophyseal hormones and their analogues. Distance distributions in a series of arginine-vasopressin analogues.
PubMed:
1H-NMR and 13C-NMR investigation of complexes of Mn2+ with ocytocin analogues in (2H6)dimethylsulfoxide.
PubMed:
Structure-activity relationships of dermorphin analogues containing N-substituted amino acids in the 2-position of the peptide sequence.
PubMed:
Uptake and receptor sites for glycine in isolated bovine adrenal medulla chromaffin cells.
PubMed:
Chemical characterization and toxicity of dihydro derivatives of nodularin and microcystin-LR, potent cyanobacterial cyclic peptide hepatotoxins.
PubMed:
Isolation and Characterization of Two Novel Nematicidal Depsipeptides from an Imperfect Fungus, Strain D1084.
PubMed:
Enzymatic synthesis of actinomycin D and analogues containing N-methylalanine from synthetic pentapeptide lactone precursors.
PubMed:
Inhibition of sodium-dependent L-leucine uptake in rat brain synaptosomes.
PubMed:
Circular dichroism studies of some arginine-vasopressin analogues.
PubMed:
Identification of a myometrial oxytocin-receptor protein.
PubMed:
The importance of residues 2 (arginine) and 6 (histidine) in high-affinity angiotensin II antagonists.
PubMed:
Iodinated photoreactive vasopressin antagonists: labelling of hepatic vasopressin receptor subunits.
PubMed:
Vasopressin antagonist analogs modified at position 7.
PubMed:
A resonance Raman study on the structures of complexes of flavoprotein D-amino acid oxidase.
PubMed:
[Synthesis and analysis of conformationally restricted analogs of peptide inhibitors of the angiotensin-converting enzyme].
PubMed:
Arginine-vasopressin analogues with high antidiuretic/vasopressor selectivity. Synthesis, biological activity, and receptor binding affinity of arginine-vasopressin analogues with substitutions in positions 1, 2, 4, 7, and 8.
PubMed:
Conformational preferences and binding to neurophysins of oxytocin analogs with sarcosine or N-methylalanine in position 7.
PubMed:
Interactions of vasopressin agonists and antagonists with membrane receptors.
PubMed:
Influence of sarcosine or N-methylalanine in position 7 on the antagonistic properties of [1-deaminopenicillamine]- and [1-(beta-mercapto-beta, beta-cyclopentylmethylene-propionic acid)]-vasopressin.
PubMed:
Synthesis and some pharmacological properties of [4-threonine,7-sarcosine]oxytocin, a peptide with high oxytocic potency, and of [4-threonine,7-N-methylalanine]oxytocin.
PubMed:
Synthesis and some pharmacological properties of oxytocin and vasopressin analogues with sarcosine or N-methyl-L-alanine in position 7.
PubMed:
Configuration assignments of the amino acid residues and the presence of N-methyldehydroalanine in toxins from the blue-green alga, Microcystis aeruginosa.
PubMed:
Transport of L-alanine in cultured human fibroblasts: evidence for two kinetically distinguishable systems.
PubMed:
Molecular specificity of tubular reabsorption of L-proline. A microperfusion study in rat kidney.
PubMed:
Characteristics of an amino acid transport system in rat liver for glutamine, asparagine, histidine, and closely related analogs.
PubMed:
Colchicine-induced resistance to antibiotic and amino-acid analogue in plant cell cultures.
PubMed:
Formation of amino acids on heating glycine with alumina.
PubMed:
Solubilization, partial purification and properties of N-methylglutamate dehydrogenase from Pseudomonas aminovorans.
PubMed:
Placental amino acid uptake. III. Transport systems for neutral amino acids.
PubMed:
Purification and characterization of N-methylalanine dehydrogenase.
PubMed:
Quantitative determination of secondary amines: measurement of N-methylalanine.
PubMed:
Polymerization of optical isomers of phenylalanine N-carboxyanhydride by poly(N-methylalanine) diethylamide.
PubMed:
Nonprotein amino acids from spark discharges and their comparison with the murchison meteorite amino acids.
PubMed:
Synthesis of (5-valine,7-N-methylalanine)-angiotensin II, a hypertensive peptide.
PubMed:
Nonprotein amino acids in the murchison meteorite.
PubMed:
The enzymatic synthesis of N-methylalanine.
PubMed:
The synthesis of dl-3:4-dihydroxyphenyl-N-methylalanine.
PubMed:
A study of the oxidation of 3:4-dihydroxyphenyl-N-methylalanine with reference to its possible function as a precursor of adrenaline.