43135-06-4

Basic information

• Product Name: Methyl N-acetyl-2-methylalaninate
• Synonyms: Methyl N-acetyl-2-methylalaninate;2-acetamido-2-methylpropanoic acid methyl ester;2-acetamido-2-methyl-propionic acid methyl ester;Methyl 2-(acetylamino)-2-methylpropanoate;methyl 2-acetamido-2-methylpropanoate;methyl 2-acetamido-2-methyl-propanoate;Propanoic acid, 2-methyl-2-(acetylamino)-, methyl ester
• CAS NO: 43135-06-4
• Molecular Formula: C7H13NO3
• Molecular Weight: 159.18302
• Mol File: 43135-06-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methyl N-acetyl-2-methylalaninate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl N-acetyl-2-methylalaninate(43135-06-4)
• EPA Substance Registry System: Methyl N-acetyl-2-methylalaninate(43135-06-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 43135-06-4(Hazardous Substances Data)

Upstream product

• 15028-41-8 methyl 2-aminoisobutyrate hydrochloride 
• 75-36-5 acetyl chloride 
• 13257-67-5 2-amino-2-methylpropionic acid methyl ester 
• 108-24-7 acetic anhydride 
• 67-56-1 methanol 
• 5362-00-5 N-acetyl-α,α-dimethylglycine 

Relevant articles and documents

Oxidative Damage in Aliphatic Amino Acids and Di- and Tripeptides by the Environmental Free Radical Oxidant NO3?: the Role of the Amide Bond Revealed by Kinetic and Computational Studies

Kinetic and computational data reveal a complex behavior of the important environmental free radical oxidant NO3? in its reactions with aliphatic amino acids and di- and tripeptides, suggesting that attack at the amide N-H bond in the peptide backbone is a highly viable pathway, which proceeds through a proton-coupled electron transfer (PCET) mechanism with a rate coefficient of about 1 × 106 M-1 s-1 in acetonitrile. Similar rate coefficients were determined for hydrogen abstraction from the α-carbon and from tertiary C-H bonds in the side chain. The obtained rate coefficients for the reaction of NO3? with aliphatic di- and tripeptides suggest that attack occurs at all of these sites in each individual amino acid residue, which makes aliphatic peptide sequences highly vulnerable to NO3?-induced oxidative damage. No evidence for amide neighboring group effects, which have previously been found to facilitate radical-induced side-chain damage in phenylalanine, was found for the reaction of NO3? with side chains in aliphatic peptides.

SYNTHESE VON 2-METHYLALANIN-PEPTIDEN, DIE pH-ABHAENGIGKEIT IHRER 13C-NMR-SPECTREN UND EINE NEUE METHODE ZUR AUSWERTUNG UEBER CS-DIAGRAMME

The uncommon amino-acid 2-methylalanine (α-aminoisobutiryc acid, Aib) was investigated by 13C-NMR.The chemical shifts of amino- or carboxy-protected derivates of Aib and of protected oligopeptides are discussed with respect to neighbouring groups and amino acids.The pH-dependence of the 13C-NMR spectra of Aib, Aib-Ala, Ala-Aib, Aib-Ala-Aib and Aib-Ala-Aib-Ala-Aib was studied.Using these examples, a new and advantageous method is demonstrated for the first time for the evaluation of NMR titration curves, which uses so-called chemical shift diagrams (CS diagrams).