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The Oxidative Damage of Plasmid DNA by Ascorbic Acid Derivatives in vitro: The First Research on the Relationship between the Structure of Ascorbic Acid and the Oxidative Damage of Plasmid DNA
Author(s) -
Liu PeiYan,
Jiang Ning,
Zhang Ji,
Wei Xi,
Lin HongHui,
Yu XiaoQi
Publication year - 2006
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.200690104
Subject(s) - ascorbic acid , chemistry , plasmid , dna , cleave , biochemistry , dna damage , puc19 , oxidative phosphorylation , food science
To study the structure–function relationship of the oxidative‐damage effect of ascorbic acid, we have focused on the interaction between plasmid DNA pUC19 and a series of ascorbic acid derivatives modified on different OH groups in the presence of transition metal ions. Some ascorbic acid derivatives can selectively cleave plasmid DNA from Form I to Form II in the presence of low concentration of Cu 2+ just like ascorbic acid itself, while other derivatives oxidatively damage plasmid DNA slightly. We found that those derivatives with unattached 2‐OH and 3‐OH groups retain the ability to cleave the plasmid DNA. The derivatives that have been methylated on 2‐OH or 3‐OH can only cleave plasmid DNA softly, and those derivatives that have been protected on both 2‐OH and 3‐OH can hardly exert an oxidative damage on plasmid DNA under the same condition. Form these results, we can draw the conclusion that 2‐OH and 3‐OH groups of the ascorbic acid molecule contribute most to this biological activity.