Pulsed EPR and DFT characterization of radicals produced by photo-oxidation of zeaxanthin and violaxanthin on silica-alumina

The Journal of Physical Chemistry. B
A Ligia FocsanLowell D Kispert

Abstract

Pulsed electron nuclear double resonance (ENDOR) and two-dimensional (2D)-hyperfine sublevel correlation spectroscopy (HYSCORE) studies in combination with density functional theory (DFT) calculations revealed that photo-oxidation of natural zeaxanthin (ex Lycium halimifolium) and violaxanthin (ex Viola tricolor) on silica-alumina produces the carotenoid radical cations (Car*+) and also the neutral carotenoid radicals (#Car*) as a result of proton loss (indicated by #) from the C4(4') methylene position or one of the methyl groups at position C5(5'), C9(9'), or C13(13'), except for violaxanthin where the epoxide at positions C5(5')-C6(6') raises the energy barrier for proton loss, and the neutral radicals #Car*(4) and #Car*(5) are not observed. DFT calculations predict the largest isotropic beta-methyl proton hyperfine couplings to be 8 to 10 MHz for Car*+, in agreement with previously reported hyperfine couplings for carotenoid pi-conjugated radicals with unpaired spin density delocalized over the whole molecule. Anisotropic alpha-proton hyperfine coupling tensors determined from the HYSCORE analysis were assigned on the basis of DFT calculations with the B3LYP exchange-correlation functional and found to arise not only from t...Continue Reading

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Citations

Dec 1, 2010·The Journal of Physical Chemistry. B·Nikolay E PolyakovLowell D Kispert
Jun 30, 2011·The Journal of Physical Chemistry. B·A Ligia FocsanLowell D Kispert
Jun 26, 2009·The Journal of Physical Chemistry. B·Yunlong GaoLowell D Kispert
Oct 22, 2014·The Journal of Physical Chemistry. B·Sefadzi S Tay-AgbozoLowell D Kispert
Feb 18, 2015·Archives of Biochemistry and Biophysics·A Ligia FocsanLowell D Kispert
Apr 4, 2015·Journal of Photochemistry and Photobiology. B, Biology·Ali El-AgameyShunichi Fukuzumi
Jan 25, 2013·The Journal of Physical Chemistry. B·Adam MagyarL Kispert
Feb 6, 2014·The Journal of Physical Chemistry. B·A Ligia FocsanLowell D Kispert
Aug 14, 2013·The Journal of Physical Chemistry. B·Nikolay E PolyakovLowell D Kispert
Oct 9, 2012·The Journal of Physical Chemistry. B·A Ligia FocsanLowell D Kispert
Feb 23, 2012·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Rui-Min HanLeif H Skibsted
Aug 11, 2011·Organic & Biomolecular Chemistry·Ali El-Agamey, Shunichi Fukuzumi
Dec 3, 2016·Journal of Photochemistry and Photobiology. B, Biology·A Ligia Focsan, Lowell D Kispert
Mar 30, 2021·Applied Magnetic Resonance·A Ligia FocsanLowell D Kispert
Dec 9, 2008·The Journal of Physical Chemistry. B·Nikolay E PolyakovLowell D Kispert
Apr 9, 2008·The Journal of Physical Chemistry. B·Jesse LawrenceLowell D Kispert
Jun 6, 2009·The Journal of Physical Chemistry. B·Tatyana A KonovalovaLowell D Kispert

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