Formation Mechanism of Monodehydro-l-ascorbic Acid and Superoxide Anion in the Autoxidation ofl-Ascorbic Acid | Zendy

Noriko Miyake | Zendy; Miok Kim | Zendy; Tadao KURATA | Zendy

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Formation Mechanism of Monodehydro-l-ascorbic Acid and Superoxide Anion in the Autoxidation ofl-Ascorbic Acid

Author(s) -

Noriko Miyake,

Miok Kim,

Tadao KURATA

Publication year - 1997

Publication title -

bioscience biotechnology and biochemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.509

H-Index - 116

eISSN - 1347-6947

pISSN - 0916-8451

DOI - 10.1271/bbb.61.1693

Subject(s) - autoxidation , superoxide , ascorbic acid , chemistry , adduct , oxygen , photochemistry , medicinal chemistry , biochemistry , organic chemistry , food science , enzyme

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).

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