126576-99-6Relevant articles and documents
Characterization of N,N-dimethyl amino acids by electrospray ionization-tandem mass spectrometry
Naresh Chary,Sudarshana Reddy,Kumar, Ch. Dinesh,Srinivas,Prabhakar
, p. 771 - 781 (2015/08/18)
Methylation is an essential metabolic process for a number of critical reactions in the body. Methyl groups are involved in the healthy function of the body life processes, by conducting methylation process involving specific enzymes. In these processes, various amino acids are methylated, and the occurrence of methylated amino acids in nature is diverse. Nowadays, mass-spectrometric-based identification of small molecules as biomarkers for diseases is a growing research. Although all dimethyl amino acids are metabolically important molecules, mass spectral data are available only for a few of them in the literature. In this study, we report synthesis and characterization of all dimethyl amino acids, by electrospray ionization-tandem mass spectrometry (MS/MS) experiments on protonated molecules. The MS/MS spectra of all the studied dimethyl amino acids showed preliminary loss of H2O+CO to form corresponding immonium ions. The other product ions in the spectra are highly characteristic of the methyl groups on the nitrogen and side chain of the amino acids. The amino acids, which are isomeric and isobaric with the studied dimethyl amino acids, gave distinctive MS/MS spectra. The study also included MS/MS analysis of immonium ions of dimethyl amino acids that provide information on side chain structure, and it is further tested to determine the N-terminal amino acid of the peptides.
Etude par la Modelisation Moleculaire de la Regioselectivite de l'Ouverture des Acides Glycidiques par les Amines Aliphatiques
Grosjean, F.,Huche, M.,Larcheveque, M.,Legendre, J. J.,Petit, Y.
, p. 9325 - 9334 (2007/10/02)
A model for glycidic acids opening reaction by ammonia and amines has been suggested from semi-empiric orbital calculations.It provides a way for evaluating the different interactions between the incoming nucleophile and the oxirane substituents.Steric and coulombic interactions of the carboxylate in staggered conformation (cis substitution) has a major influence to rationalize experimental regioselectivity.
AN EFFICIENT ONE-STEP REDUCTIVE N-MONOALKYLATION OF α-AMINO ACIDS
Ohfune, Yasufumi,Kurokawa, Natsuko,Higuchi, Naoki,Saito, Masayuki,Hashimoto, Masaki,et al.
, p. 441 - 444 (2007/10/02)
Reactions of protection-free α-amino acids with aldehydes or ketones in the presence of sodium cyanoborohydride afforded the N-monoalkylated amino acids in inorganic salt-free form.Application of this method to synthesis of N-alkyl derivatives of biologic
