title: Bio-inspired amino acid oxidation by a non-heme iron catalyst.
abstract: This study reports the kinetics and mechanism of Fe(III)-catalyzed oxidative decarboxylation and deamination of a series of acyclic (α-aminoisobutyric acid, α-(methylamino)isobutyric acid, alanine, norvaline, and 2-aminobutyric acid) and cyclic (1-aminocyclopropane-1-carboxylic acid, 1-amino-1-cyclobutanecarboxylic acid, 1-aminocyclopentanecarboxylic acid, and 1-aminocyclohexanecarboxylicacid) amino acids using hydrogen peroxide, t-butyl hydroperoxide, iodosylbenzene, m-chloroperbenzoic acid, and peroxomonosulphate as oxidant in 75% DMF-25% water solvent mixture. Model complex [Fe(IV)O(SALEN)](•+) (SALENH2: N,N'-bis(salicylidene)ethylenediamine) was generated by the reaction of Fe(III)(SALEN)Cl and H2O2 in CH3CN at 278 K as reported earlier. This method provided us high-valent oxoiron species, stable enough to ensure the direct observation of the reaction with amino acids.
authors.affiliation: Department of Chemistry, University of Pannonia, 8201 Veszprém, Hungary.
authors.forename: Szabina
authors.initials: S
authors.lastname: Góger
authors.forename: Dóra
authors.initials: D
authors.lastname: Bogáth
authors.forename: Gábor
authors.initials: G
authors.lastname: Baráth
authors.forename: A Jalila
authors.initials: AJ
authors.lastname: Simaan
authors.forename: Gábor
authors.initials: G
authors.lastname: Speier
authors.forename: József
authors.initials: J
authors.lastname: Kaizer
mesh_terms: D000594:Amino Acid Oxidoreductases / Q000378:metabolism; D000596:Amino Acids / Q000737:chemistry* / Q000378:metabolism; D002384:Catalysis; D007501:Iron / Q000737:chemistry*; D010084:Oxidation-Reduction
chemical_list: D000596:Amino Acids; D007501:Iron; D000594:Amino Acid Oxidoreductases; C059460:1-aminocyclopropane-1-carboxylic acid oxidase