Formation mechanism of monodehydro-L-ascorbic acid and superoxide anion in the autoxidation of L-ascorbic acid

被引:9
|
作者
Miyake, N
Kim, M
Kurata, T
机构
[1] Institute of Environmental Science of Human Life, Ochanomizu University, Tokyo, 112, Bunkyo-ku
关键词
L-ascorbic acid; monodehydro-L-ascorbic acid; superoxide anion; autoxidation; oxygen adduct of L-ascorbic acid;
D O I
10.1271/bbb.61.1693
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The oxidation of L-ascorbic acid (ASA) by molecular oxygen was studied in the absence of heavy metal ion catalysts, The formation of superoxide anion was confirmed during the autoxidation of ASA not only in aqueous solution but also in MeOH. The formation mechanism of superoxide anion was discussed based on both experimental and molecular orbital (MO) calculation results. It was proposed that ASA autoxidation proceeded via the C(2) oxygen adduct of ASA, and superoxide anion would be directly released from the C(2) oxygen adduct of ASA, forming monodehydro-ASA (MDASA).
引用
收藏
页码:1693 / 1695
页数:3
相关论文
共 50 条
  • [41] Effects of L-ascorbic acid on lysyl oxidase in the formation of collagen cross-links
    Kuroyanagi, M
    Shimamura, E
    Kim, M
    Arakawa, N
    Fujiwara, Y
    Otsuka, M
    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2002, 66 (10) : 2077 - 2082
  • [42] Effects of the In Ovo and Dietary Supplementation of L-Ascorbic Acid on the Growth Performance, Inflammatory Response, and Eye L-Ascorbic Acid Concentrations in Ross 708 Broiler Chickens
    Mousstaaid, Ayoub
    Fatemi, Seyed Abolghasem
    Elliott, Katie Elaine Collins
    Levy, April Waguespack
    Miller, William Wadd
    Gerard, Patrick D.
    Alqhtani, Abdulmohsen Hussen
    Peebles, Edgar David
    ANIMALS, 2022, 12 (19):
  • [43] L-ascorbic acid and L-galactose are sources for oxalic acid and calcium oxalate in Pistia stratiotes
    Keates, SE
    Tarlyn, NM
    Loewus, FA
    Franceschi, VR
    PHYTOCHEMISTRY, 2000, 53 (04) : 433 - 440
  • [44] Suppression of riboflavin-sensitized singlet oxygen generation by L-ascorbic acid, 3-O-ethyl-L-ascorbic acid and Trolox
    Shimizu, Ryohei
    Yagi, Mikio
    Kikuchi, Azusa
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, 2019, 191 : 116 - 122
  • [45] Effect of L-cysteine and L-ascorbic acid addition on properties of meat analogues
    Dinani, Somayeh Taghian
    van der Harst, Jeroen Philip
    Boom, Remko
    van der Goot, Atze Jan
    FOOD HYDROCOLLOIDS, 2023, 134
  • [46] Evaluation of the inhibitor effect of L-ascorbic acid on the corrosion of mild steel
    Ferreira, ES
    Giacomelli, C
    Giacomelli, FC
    Spinelli, A
    MATERIALS CHEMISTRY AND PHYSICS, 2004, 83 (01) : 129 - 134
  • [47] Transcriptomic Analysis Reveals the Metabolic Mechanism of L-Ascorbic Acid in Ziziphus jujuba Mill.
    Zhang, Chunmei
    Huang, Jian
    Li, Xingang
    FRONTIERS IN PLANT SCIENCE, 2016, 7
  • [48] L-Ascorbic acid as an alternative fuel for direct oxidation fuel cells
    Fujiwara, Naoko
    Yamazaki, Shin-ichi
    Siroma, Zyun
    Ioroi, Tsutomu
    Yasuda, Kazuaki
    JOURNAL OF POWER SOURCES, 2007, 167 (01) : 32 - 38
  • [49] SPECTROPHOTOMETRIC DETERMINATION OF L-ASCORBIC ACID USING POTASSIUM THIOCYANATE AS A STABILIZER
    Salkic, Mirsad
    Selimovic, Amra
    Keran, Husejin
    ACTUAL TASKS ON AGRICULTURAL ENGINEERING, PROCEEDINGS, 2010, 38 : 391 - 398
  • [50] The effect of dietary L-ascorbic acid megadoses on the morphology of the lens in rats
    Niemiec, T.
    Ostaszewska, T.
    Sawosz, E.
    Szmidt, M.
    JOURNAL OF ANIMAL AND FEED SCIENCES, 2006, 15 : 73 - 76