Mechanism of radical cation formation from the excited states of zeaxanthin and astaxanthin in chloroform

Photochemistry and Photobiology
Rui-Min HanL H Skibsted

Abstract

The C-40 xanthophylls zeaxanthin and astaxanthin were confirmed to form radical cations, Car.+, in the electron-accepting solvent chloroform by direct excitation using subpicosecond time-resolved absorption spectroscopy in combination with spectroelectrochemical determination of the near-infrared absorption of Car.+. For the singlets, the S2(1B(u+) state and most likely the S(x)(3A(g)-) state directly eject electrons to chloroform leading to the rapid formation of Car.+ on a timescale of approximately 100 fs; the lowest-lying S1(2A(g)-) state, however, remains inactive. Standard reduction potential for Car.+ was determined by cyclic voltametry to have the value 0.63 V for zeaxanthin and 0.75 V for astaxanthin from which excited state potentials were calculated, which confirmed the reactivity toward radical cation formation. On the other hand, Car.+ formation from the lowest triplet excited state T1 populated through anthracene sensitization is mediated by a precursor suggested to be a solute-solvent complex detected with broad near-infrared absorption to the shorter wavelength side of the characteristic Car.+ absorption. However, ground state carotenoids are able to react with a secondary solvent radical to yield Car.+, a proce...Continue Reading

References

Apr 1, 1997·Journal of the American College of Nutrition·H Gerster
Jun 1, 1997·Free Radical Research·A Mortensen, L H Skibsted
Aug 1, 1997·Free Radical Research·A Mortensen, L H Skibsted
Feb 3, 1998·Journal of Photochemistry and Photobiology. B, Biology·R EdgeT G Truscott
Sep 15, 1987·Physical Review. B, Condensed Matter·P Tavan, K Schulten
Apr 25, 2000·Journal of Agricultural and Food Chemistry·Y M Naguib
Feb 28, 2001·Proceedings of the National Academy of Sciences of the United States of America·C C GradinaruR van Grondelle
Nov 21, 2001·Journal of Agricultural and Food Chemistry·S BurattiS Mannino
Nov 15, 2002·Journal of the American Chemical Society·Jie PanTomás Polívka
Dec 14, 2002·Science·Barbara Demmig-Adams, William W Adams

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Citations

Oct 26, 2011·Journal of Agricultural and Food Chemistry·Lin-Lin SongLeif H Skibsted
Oct 3, 2015·Journal of Agricultural and Food Chemistry·Hui-Hui DuLeif H Skibsted
Dec 23, 2006·Physical Chemistry Chemical Physics : PCCP·Gagik G GurzadyanSteen Steenken
Dec 18, 2013·Food & Function·Hong ChengLeif H Skibsted
Nov 8, 2008·The Journal of Biological Chemistry·Thomas J AvensonGraham R Fleming
Jun 26, 2014·Journal of the Science of Food and Agriculture·Kevin Huvaere, Leif H Skibsted
Feb 23, 2012·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Rui-Min HanLeif H Skibsted
Mar 7, 2007·Chemistry : a European Journal·Hans-Richard SliwkaSamuel F Lockwood
May 8, 2010·Physical Chemistry Chemical Physics : PCCP·Yoonsoo Pang, Graham R Fleming
Nov 10, 2007·The Journal of Biological Chemistry·Thomas J AvensonGraham R Fleming
Mar 18, 2008·Free Radical Research·Yu-Xi TianLeif H Skibsted
Aug 1, 2020·The Journal of Poultry Science·Kwanticha PrommettaYuwares Ruangpanit
Jan 29, 2010·Journal of the American Chemical Society·Yoonsoo PangGraham R Fleming
Oct 2, 2008·The Journal of Physical Chemistry. B·Yuan-Chung ChengGraham R Fleming
Sep 3, 2009·Journal of Agricultural and Food Chemistry·Ran LiangLeif H Skibsted
Jun 5, 2021·Chemical Communications : Chem Comm·Tingxiang YangBenjamin Dietzek
Feb 18, 2011·The Journal of Physical Chemistry. B·Chang-Hui ChenLeif H Skibsted
May 12, 2015·The Journal of Physical Chemistry. B·Hong ChengLeif H Skibsted
Dec 19, 2017·The Journal of Physical Chemistry Letters·Bart van OortRoberta Croce
Oct 31, 2017·The Journal of Physical Chemistry Letters·Soomin ParkGraham R Fleming
Feb 6, 2014·The Journal of Physical Chemistry. B·A Ligia FocsanLowell D Kispert
Mar 13, 2012·The Journal of Physical Chemistry. a·Javier CerezoLeif A Eriksson

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