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@article{1782278,
author = {Jakubec, Martin and Novák, David and Zatloukalová, Martina and Císařová, Ivana and Cibulka, Radek and Favereau, Ludovic and Crassous, Jeanne and Cytryniak, Adrianna and Bilewicz, Renata and Hrbáč, Jan and Storch, Jan and Žádný, Jaroslav and Vacek, Jan},
article_location = {Weinheim},
article_number = {7},
doi = {http://dx.doi.org/10.1002/cplu.202100092},
keywords = {flavins; helicenes; lipidic cubic phases; redox behavior; thin layers},
language = {eng},
issn = {2192-6506},
journal = {ChemPlusChem},
title = {Flavin-Helicene Amphiphilic Hybrids: Synthesis, Characterization, and Preparation of Surface-Supported Films},
url = {https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cplu.202100092},
volume = {86},
year = {2021}
}
TY - JOUR
ID - 1782278
AU - Jakubec, Martin - Novák, David - Zatloukalová, Martina - Císařová, Ivana - Cibulka, Radek - Favereau, Ludovic - Crassous, Jeanne - Cytryniak, Adrianna - Bilewicz, Renata - Hrbáč, Jan - Storch, Jan - Žádný, Jaroslav - Vacek, Jan
PY - 2021
TI - Flavin-Helicene Amphiphilic Hybrids: Synthesis, Characterization, and Preparation of Surface-Supported Films
JF - ChemPlusChem
VL - 86
IS - 7
SP - 982-990
EP - 982-990
PB - Wiley-VCH Verlag GmbH
SN - 21926506
KW - flavins
KW - helicenes
KW - lipidic cubic phases
KW - redox behavior
KW - thin layers
UR - https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cplu.202100092
N2 - This work reports on the preparation and structural characterization of flavo[7]helicene 1 (flavin-[7]helicene conjugate), which was subsequently characterized at the molecular level in either an aqueous environment or an organic phase, at the supramolecular level in the form of polymeric layers, and also embedded in a lipidic mesophase environment to study the resulting properties of such a hybrid relative to its parent molecules. The flavin benzo[g]pteridin-2,4-dione (isoalloxazine) was selected for conjugation because of its photoactivity and reversible redox behavior. Compound 1 was prepared from 2-nitroso[6]helicene and 6-methylamino-3-methyluracil, and characterized using common structural and spectroscopic tools: circular dichroism (CD), circularly polarized luminescence (CPL) spectroscopy, cyclic voltammetry (CV), and DFT quantum calculations. In addition, a methodology that allows the loading of 1 enantiomers into an internally nanostructured lipid (1-monoolein) matrix was developed.
ER -
JAKUBEC, Martin, David NOVÁK, Martina ZATLOUKALOVÁ, Ivana CÍSAŘOVÁ, Radek CIBULKA, Ludovic FAVEREAU, Jeanne CRASSOUS, Adrianna CYTRYNIAK, Renata BILEWICZ, Jan HRBÁČ, Jan STORCH, Jaroslav ŽÁDNÝ a Jan VACEK. Flavin-Helicene Amphiphilic Hybrids: Synthesis, Characterization, and Preparation of Surface-Supported Films. \textit{ChemPlusChem}. Weinheim: Wiley-VCH Verlag GmbH, 2021, roč.~86, č.~7, s.~982-990. ISSN~2192-6506. Dostupné z: https://dx.doi.org/10.1002/cplu.202100092.
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