A SECONDARY REACTION IN THE OXIDATION OF L-METHIONINE BY CHROMIUM(VI) IN ACIDIC MEDIUM

被引：27
|
作者：
SALA, LF
PALOPOLI, C
ALBA, V
SIGNORELLA, S
机构：
[1] Departamento de Ciencias Exactas, Facultad de Ciencias Bioquímicas (UNR), 2000 Rosario
来源：
POLYHEDRON | 1993年 / 12卷 / 18期
关键词：
D O I：
10.1016/S0277-5387(00)88261-3
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The reaction mechanism of the oxidation Of L-methionine by chromium(VI) in perchloric acid has been reviewed. Secondary reaction products formed by methionine C(1)-C(2) bond scission were observed, besides the major oxidation product: methionine sulphoxide. Methionine sulphoxide and methional (3-[methylthio]-propionaldehyde) were found to be produced by two parallel redox steps. Ammonia and carbon dioxide have been identified and their yields determined. Free radicals were detected during the reaction course and the yield of carbon dioxide was found to be independent of the amount of free radical scavenger. When the amino group was blocked by an acetyl group the N-acetylmethionine sulphoxide was the only oxidation product. The mechanism with the associated reaction kinetics are presented and discussed.
引用
收藏
页码：2227 / 2234
页数：8
相关论文
共 50 条
  • [31] Synthesis of Functionalized L-Cysteine and L-Methionine by Reaction with Electron-Deficient Acetylenes
    Trofimov, Boris A.
    Mal'kina, Anastasiya G.
    Shemyakina, Olesya A.
    Nosyreva, Valentina V.
    Borisova, Angela P.
    Khutsishvili, Spartak S.
    Krivdin, Leonid B.
    SYNTHESIS-STUTTGART, 2009, (18): : 3136 - 3142
  • [32] Kinetics and mechanism of oxidation of ascorbic acid by molybdenum(VI) in acidic medium
    Tripathi, PP
    Mehrotra, RM
    INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 2004, 43 (09): : 1887 - 1889
  • [33] KINETIC AND MECHANISTIC FEATURES OF THE THIOLACTIC ACID OXIDATION BY CHROMIUM(VI) IN ACIDIC ENVIRONMENT
    Sabou, Dana Maria
    Baldea, Ioan
    STUDIA UNIVERSITATIS BABES-BOLYAI CHEMIA, 2018, 63 (04): : 31 - 50
  • [34] Expanding the Toolbox for Peptide Disulfide Bond Formation via L-Methionine Selenoxide Oxidation
    Sun, Jingjing
    Song, Changying
    Ma, Dongying
    Shen, Shigang
    Huo, Shuying
    JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (05): : 4035 - 4044
  • [35] Mechanism of oxidation of L-methionine by iron(III)-l,10-phenanthroline complex - A kinetic study
    Vani P.
    Krishna Kishore K.
    Rambabu R.
    Dikshitulu L.S.A.
    Journal of Chemical Sciences, 2001, 113 (4) : 351 - 359
  • [36] L-METHIONINE OXIDATION - NOVEL AND UNANTICIPATED TRANSFORMATIONS WITH 4-TERT-BUTYL IODOXYBENZENE
    RANGANATHAN, S
    RANGANATHAN, D
    SINGH, SK
    BHATTACHARYYA, D
    SHANTHY, S
    SINGH, GP
    TETRAHEDRON, 1987, 43 (22) : 5363 - 5366
  • [37] MECHANISM OF CHROMIUM(VI) OXIDATION OF HYDROXYLAMINE IN SULFURIC-ACID MEDIUM
    RAO, GA
    GYANI, BP
    MISHRA, HC
    INDIAN JOURNAL OF CHEMISTRY, 1972, 10 (05): : 489 - &
  • [38] A kinetic study of the oxidation of l-methionine by water soluble colloidal MnO2
    Mohammad Ilyas
    Maqsood Ahmad Malik
    Zaheer Khan
    Colloid and Polymer Science, 2007, 285 : 1169 - 1173
  • [39] OXIDATION OF L-METHIONINE BY POLY(PYRIDYL) IRON(III) COMPLEXES IN AQUEOUS-SOLUTIONS
    AYOKO, GA
    FEMIIYUN, J
    EKUBO, AT
    JOURNAL OF THE CHEMICAL SOCIETY OF PAKISTAN, 1993, 15 (03): : 178 - 182
  • [40] CHROMIUM(VI) OXIDATION OF ANTIMONY(III) IN AN AQUEOUS ALKALINE-MEDIUM
    HUGAR, GH
    NANDIBEWOOR, ST
    RAJU, JR
    INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 1993, 32 (12): : 1095 - 1098
12345