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Ab initio molecular dynamics study of ascorbic acid in aqueous solution


Costanzo, F; Sulpizi, M; VandeVondele, J; Della Valle, R G; Sprik, M (2007). Ab initio molecular dynamics study of ascorbic acid in aqueous solution. Molecular Physics, 105(1):17-23.

Abstract

The ascorbic radical anion A{*}(-) in aqueous solution was studied using ab initio molecular dynamics based on density functional theory. Calculations of the spin density indicate that, both in vacuum and in solution, the unpaired electron is largely shared between the two oxygens, which, in the fully reduced acid AH(2), constitute the acid hydroxyl groups, and the two carbon atoms connecting them. Of these two oxygens in RADAN, the one carrying in the reduced AN form the remaining proton is found to be the site with the largest unpaired electron density and also the site with (marginally) the higher affinity for hydrogen bonds. The hydrophilic character is almost completely lost upon oxidation of A{*}(-) to A. Reduction to AH(-) strengthens the hydrogen bonding of the deprotonated oxygen and weakens the hydrogen bonding of the protonated oxygen atom.

The ascorbic radical anion A{*}(-) in aqueous solution was studied using ab initio molecular dynamics based on density functional theory. Calculations of the spin density indicate that, both in vacuum and in solution, the unpaired electron is largely shared between the two oxygens, which, in the fully reduced acid AH(2), constitute the acid hydroxyl groups, and the two carbon atoms connecting them. Of these two oxygens in RADAN, the one carrying in the reduced AN form the remaining proton is found to be the site with the largest unpaired electron density and also the site with (marginally) the higher affinity for hydrogen bonds. The hydrophilic character is almost completely lost upon oxidation of A{*}(-) to A. Reduction to AH(-) strengthens the hydrogen bonding of the deprotonated oxygen and weakens the hydrogen bonding of the protonated oxygen atom.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:January 2007
Deposited On:22 Mar 2009 11:54
Last Modified:05 Apr 2016 12:27
Publisher:Taylor & Francis
ISSN:0026-8976
Additional Information:This is an electronic version of an article published in Molecular Physics, Volume 105, Issue 1 January 2007 , pages 17-23 . Molecular Physics is available online at http://www.informaworld.com/smpp/content~db=all?content=10.1080/00268970601126718
Publisher DOI:10.1080/00268970601126718
Permanent URL: http://doi.org/10.5167/uzh-3457

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