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Journal of Molecular Modeling

, Volume 19, Issue 5, pp 1945–1952 | Cite as

Theoretical study of the pH-dependent antioxidant properties of vitamin C

  • Jon I. Mujika
  • Jon M. MatxainEmail author
Original Paper

Abstract

Molecules acting as antioxidants capable of scavenging reactive oxygen species (ROS) are of utmost importance in the living cell. Vitamin C is known to be one of these molecules. In this study we have analyzed the reactivity of vitamin C toward the \( \cdot OH \) and \( \cdot OOH \) ROS species, in all acidic, neutral and basic media. In order to do so, density functional theory (DFT) have been used. More concretely, the meta-GGA functional MPW1B95 have been used. Two reaction types have been studied in each case: addition to the ring atoms, and hydrogen/proton abstraction. Our results show that \( \cdot OH \) is the most reactive species, while \( \cdot OOH \) displays low reactivity. In all three media, vitamin C reactions with two hydroxyl radicals show a wide variety of possible products.

Keywords

Antioxidant properties OH and OOH Reactive oxygen species Vitamin C 

Notes

Acknowledgments

This research was funded by Eusko Jaurlaritza (GIC 07/85 IT-330-07) and the Spanish Office for Scientific Research (CTQ2011-27374). The SGI/IZO-SGIker UPV/EHU (supported by Fondo Social Europeo and MCyT) is gratefully acknowledged for generous allocation of computational resources. JMM would like to thank Spanish Ministry of Science and Innovation for funding through a Ramon y Cajal fellow position (RYC 2008-03216).

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Copyright information

© Springer-Verlag 2012

Authors and Affiliations

  1. 1.Kimika FakultateaEuskal Herriko Unibertsitatea (UPV/EHU) and Donostia International Physics CenterDonostiaSpain

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