Journal of Physical Chemistry B, volume 120, issue 14, pages 3493-3502
Onset of the Electronic Absorption Spectra of Isolated and π-Stacked Oligomers of 5,6-Dihydroxyindole: An Ab Initio Study of the Building Blocks of Eumelanin
3
Institute
of Physics, Polish Academy of Sciences, 02668 Warsaw, Poland
|
Publication type: Journal Article
Publication date: 2016-04-05
Journal:
Journal of Physical Chemistry B
Quartile SCImago
Q1
Quartile WOS
Q3
Impact factor: 3.3
ISSN: 15206106, 15205207
Materials Chemistry
Surfaces, Coatings and Films
Physical and Theoretical Chemistry
Abstract
Eumelanin is a naturally occurring skin pigment which is responsible for developing a suntan. The complex structure of eumelanin consists of π-stacked oligomers of various indole derivatives, such as the monomeric building block 5,6-dihydroxyindole (DHI). In this work, we present an ab initio wave-function study of the absorption behavior of DHI oligomers and of doubly and triply π-stacked species of these oligomers. We have simulated the onset of the electronic absorption spectra by employing the MP2 and the linear-response CC2 methods. Our results demonstrate the effect of an increasing degree of oligomerization of DHI and of an increasing degree of π-stacking of DHI oligomers on the onset of the absorption spectra and on the degree of red-shift toward the visible region of the spectrum. We find that π-stacking of DHI and its oligomers substantially red-shifts the onset of the absorption spectra. Our results also suggest that the optical properties of biological eumelanin cannot be simulated by considering the DHI building blocks alone, but instead the building blocks indole-semiquinone and indole-quinone have to be considered as well. This study contributes to advancing the understanding of the complex photophysics of the eumelanin biopolymer.
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- We do not take into account publications that without a DOI.
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Tuna D. et al. Onset of the Electronic Absorption Spectra of Isolated and π-Stacked Oligomers of 5,6-Dihydroxyindole: An Ab Initio Study of the Building Blocks of Eumelanin // Journal of Physical Chemistry B. 2016. Vol. 120. No. 14. pp. 3493-3502.
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Tuna D., Udvarhelyi A., Sobolewski A. L., Domcke W., Domratcheva T. Onset of the Electronic Absorption Spectra of Isolated and π-Stacked Oligomers of 5,6-Dihydroxyindole: An Ab Initio Study of the Building Blocks of Eumelanin // Journal of Physical Chemistry B. 2016. Vol. 120. No. 14. pp. 3493-3502.
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TY - JOUR
DO - 10.1021/acs.jpcb.6b01793
UR - https://doi.org/10.1021%2Facs.jpcb.6b01793
TI - Onset of the Electronic Absorption Spectra of Isolated and π-Stacked Oligomers of 5,6-Dihydroxyindole: An Ab Initio Study of the Building Blocks of Eumelanin
T2 - Journal of Physical Chemistry B
AU - Tuna, Deniz
AU - Udvarhelyi, Anikó
AU - Sobolewski, Andrzej L.
AU - Domcke, Wolfgang
AU - Domratcheva, Tatiana
PY - 2016
DA - 2016/04/05 00:00:00
PB - American Chemical Society (ACS)
SP - 3493-3502
IS - 14
VL - 120
SN - 1520-6106
SN - 1520-5207
ER -
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@article{2016_Tuna,
author = {Deniz Tuna and Anikó Udvarhelyi and Andrzej L. Sobolewski and Wolfgang Domcke and Tatiana Domratcheva},
title = {Onset of the Electronic Absorption Spectra of Isolated and π-Stacked Oligomers of 5,6-Dihydroxyindole: An Ab Initio Study of the Building Blocks of Eumelanin},
journal = {Journal of Physical Chemistry B},
year = {2016},
volume = {120},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021%2Facs.jpcb.6b01793},
number = {14},
pages = {3493--3502},
doi = {10.1021/acs.jpcb.6b01793}
}
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MLA
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Tuna, Deniz, et al. “Onset of the Electronic Absorption Spectra of Isolated and π-Stacked Oligomers of 5,6-Dihydroxyindole: An Ab Initio Study of the Building Blocks of Eumelanin.” Journal of Physical Chemistry B, vol. 120, no. 14, Apr. 2016, pp. 3493-3502. https://doi.org/10.1021%2Facs.jpcb.6b01793.
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