3054-52-2Relevant academic research and scientific papers
Methionine derivative and application thereof
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Paragraph 0057-0066, (2020/12/06)
The invention relates to the technical field of chemical synthesis, and particularly discloses a methionine derivative and application thereof. The structure of the methionine derivative is shown as aformula (I). The methionine derivative provided by the invention is used as an oxidizing agent to be applied to an oxidation system, hydroxyl of a reaction substrate is oxidized into corresponding aldehyde or ketone, and no peculiar smell substance is generated in the reaction process; the yield of a target product is guaranteed, meanwhile, the reaction temperature can be effectively increased, the oxidation reaction can be normally conducted at the temperature higher than 0 DEG C, and the yield is high; and the methionine derivative can be recycled many times, the cost is saved, energy is saved, consumption is reduced, and the methionine derivative is environmentally friendly.
Isotope-labeled differential profiling of metabolites using N-benzoyloxysuccinimide derivatization coupled to liquid chromatography/high-resolution tandem mass spectrometry
Wagner, Michel,Ohlund, Leanne B.,Shiao, Tze Chieh,Vézina, Amélie,Annabi, Borhane,Roy, René,Sleno, Lekha
, p. 1632 - 1640 (2015/11/16)
Rationale An isotopic labeling strategy based on derivatizing amine-containing metabolites has been developed using light (12C6) and heavy (13C6) N-benzoyloxysuccinimide reagents for semi-targeted metabolomic applications. Methods Differentially labeled samples were combined and analyzed simultaneously by liquid chromatography/high-resolution tandem mass spectrometry (LC/HR-MS/MS) to compare relative amounts of amine-containing metabolites. The selectivity of the reaction was determined with model metabolites and was shown to also be applicable to thiol and phenol moieties. The potential for relative quantitation was evaluated in cell extracts and the method was then applied to quantify metabolic perturbations occurring in human cultured cells under normal vs. oxidative stress conditions. Results A total of 279 derivatized features were detected in HL60 cell extracts, 77 of which yielded significant concentration changes upon oxidative stress treatment. Based on accurate mass measurements and MS/MS spectral matching with reference standard solutions, 10 metabolites were clearly identified. Derivatized compounds were found to have diagnostic fragment ions from the reagent itself, as well as structurally informative ions useful for metabolite identification. Conclusions This simple derivatization reaction can be applied to the relative quantitation of amine-, thiol- and phenol-containing compounds, with improved sensitivity and chromatographic peak shapes due to the increased hydrophobicity of polar metabolites not readily amenable to reversed-phase LC/MS analysis.
Oxidation of methionine by tripropylammonium fluorochromate-a kinetic and mechanistic study
Mansoor, S. Sheik
body text, p. 643 - 648 (2012/03/13)
The kinetics of oxidation of methionine (Met) by tripropylammonium fluorochromate (TriPAFC) has been studied in the presence of chloroacetic acid in aqueous acetic acid medium. The reaction is first order with respect to methionine, TriPAFC and acid. The
L-METHIONINE OXIDATION: NOVEL AND UNANTICIPATED TRANSFORMATIONS WITH 4-tBUTYL IODOXYBENZENE
Ranganathan, S.,Ranganathan, D.,Singh, S.K.,Bhattacharyya, D.,Shanthy, S.,Singh, G.P.
, p. 5363 - 5366 (2007/10/02)
4-tButyl iodoxybenzene transforms Bz-Met-OMe to products arising from, S oxidation and C-H insertion followed by degradation.Z-Met(sulfoxide)-OMe is very effective in bringing about ester hydrolysis via intramolecular attack.The S oxidation to sulfoxides and then to sulfones can be monitored and controlled, proceeds with chiral retention, affects neither the peptide bond nor the protecting groups and has been further illustrated with,Z-Gly-Met-OMe, Z-Met-OMe and Z-S(benzyl)-Cys-OMe.
