Direct Observation of Differences of Carotenoid Polyene Chain cis/trans Isomers Resulting from Structural Topology. Schenk, E. R., Mendez, V., Landrum, J. T., Ridgeway, M. E., Park, M. A., & Fernandez-Lima, F. Analytical Chemistry, 86(4):2019–2024, February, 2014. ![Direct Observation of Differences of Carotenoid Polyene Chain cis/trans Isomers Resulting from Structural Topology [link]](https://bibbase.org/img/filetypes/link.svg "link")
Paper doi abstract bibtex , In the present paper, trapped ion mobility spectrometry (TIMS) and theoretical calculations have been used to study carotenoid geometrical motifs generated by photoisomerization from the all-trans geometry. Multiple geometric isomers of the carotenoids lutein and zeaxanthin were separated using TIMS (R \textgreater 110) for [M]+, [M + H]+, and [M – 18]+ molecular species. Comparison of observed cross sections with those obtained from molecular dynamics calculations showed that the number of cis double bonds and s-cis single bonds in the polyene chain determine the topology space of the carotenoid. The intensities of IMS signals are correlated with the relative stability of these geometric isomers.1,2 The most stable isomer is the all-trans geometry regardless of the ionization state ([M – 18]+, [M]+, and [M + H]+), and structural stability decreases with the increasing number of cis and/or s-cis bonds in the polyene chain.
@article{schenk_direct_2014,
title = {Direct {Observation} of {Differences} of {Carotenoid} {Polyene} {Chain} cis/trans {Isomers} {Resulting} from {Structural} {Topology}},
volume = {86},
issn = {0003-2700},
url = {http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3983025/},
doi = {10.1021/ac403153m},
abstract = {, In
the present paper, trapped ion mobility spectrometry (TIMS)
and theoretical calculations have been used to study carotenoid geometrical
motifs generated by photoisomerization from the all-trans geometry. Multiple geometric isomers of the carotenoids lutein and
zeaxanthin were separated using TIMS (R {\textgreater} 110) for [M]+, [M + H]+, and [M – 18]+ molecular
species. Comparison of observed cross sections with those obtained
from molecular dynamics calculations showed that the number of cis double bonds and s-cis single bonds in the polyene chain determine the topology space of the carotenoid.
The intensities of IMS signals are correlated with the relative stability
of these geometric isomers.1,2 The most stable isomer
is the all-trans geometry regardless of the ionization
state ([M – 18]+, [M]+, and [M + H]+), and structural stability decreases with the increasing
number of cis and/or s-cis bonds
in the polyene chain.},
number = {4},
urldate = {2015-11-30},
journal = {Analytical Chemistry},
author = {Schenk, Emily
R. and Mendez, Vanesa and Landrum, John T. and Ridgeway, Mark E. and Park, Melvin A. and Fernandez-Lima, Francisco},
month = feb,
year = {2014},
pmid = {24428664},
pmcid = {PMC3983025},
pages = {2019--2024},
}
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