The Effect of Branching on the One‐ and Two‐Photon Absorption, Cell Viability, and Localization of Cationic Triarylborane Chromophores with Dipolar versus Octupolar Charge Distributions for Cellular Imaging

Two different chromophores, namely a dipolar and an octupolar system, were prepared and their linear and nonlinear optical properties as well as their bioimaging capabilities were compared. Both contain triphenylamine as the donor and a triarylborane as the acceptor, the latter modified with cationi...

Descripción completa

Detalles Bibliográficos
Autores principales: Griesbeck, Stefanie, Michail, Evripidis, Rauch, Florian, Ogasawara, Hiroaki, Wang, Chenguang, Sato, Yoshikatsu, Edkins, Robert M., Zhang, Zuolun, Taki, Masayasu, Lambert, Christoph, Yamaguchi, Shigehiro, Marder, Todd B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Full Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6857003/
https://www.ncbi.nlm.nih.gov/pubmed/31322301
http://dx.doi.org/10.1002/chem.201902461
_version_ 1783470683732312064
author Griesbeck, Stefanie
Michail, Evripidis
Rauch, Florian
Ogasawara, Hiroaki
Wang, Chenguang
Sato, Yoshikatsu
Edkins, Robert M.
Zhang, Zuolun
Taki, Masayasu
Lambert, Christoph
Yamaguchi, Shigehiro
Marder, Todd B.
author_facet Griesbeck, Stefanie
Michail, Evripidis
Rauch, Florian
Ogasawara, Hiroaki
Wang, Chenguang
Sato, Yoshikatsu
Edkins, Robert M.
Zhang, Zuolun
Taki, Masayasu
Lambert, Christoph
Yamaguchi, Shigehiro
Marder, Todd B.
author_sort Griesbeck, Stefanie
collection PubMed
description Two different chromophores, namely a dipolar and an octupolar system, were prepared and their linear and nonlinear optical properties as well as their bioimaging capabilities were compared. Both contain triphenylamine as the donor and a triarylborane as the acceptor, the latter modified with cationic trimethylammonio groups to provide solubility in aqueous media. The octupolar system exhibits a much higher two‐photon brightness, and also better cell viability and enhanced selectivity for lysosomes compared with the dipolar chromophore. Furthermore, both dyes were applied in two‐photon excited fluorescence (TPEF) live‐cell imaging.
format Online
Article
Text
id pubmed-6857003
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher John Wiley and Sons Inc.
record_format MEDLINE/PubMed
spelling pubmed-68570032019-11-21 The Effect of Branching on the One‐ and Two‐Photon Absorption, Cell Viability, and Localization of Cationic Triarylborane Chromophores with Dipolar versus Octupolar Charge Distributions for Cellular Imaging Griesbeck, Stefanie Michail, Evripidis Rauch, Florian Ogasawara, Hiroaki Wang, Chenguang Sato, Yoshikatsu Edkins, Robert M. Zhang, Zuolun Taki, Masayasu Lambert, Christoph Yamaguchi, Shigehiro Marder, Todd B. Chemistry Full Papers Two different chromophores, namely a dipolar and an octupolar system, were prepared and their linear and nonlinear optical properties as well as their bioimaging capabilities were compared. Both contain triphenylamine as the donor and a triarylborane as the acceptor, the latter modified with cationic trimethylammonio groups to provide solubility in aqueous media. The octupolar system exhibits a much higher two‐photon brightness, and also better cell viability and enhanced selectivity for lysosomes compared with the dipolar chromophore. Furthermore, both dyes were applied in two‐photon excited fluorescence (TPEF) live‐cell imaging. John Wiley and Sons Inc. 2019-09-17 2019-10-11 /pmc/articles/PMC6857003/ /pubmed/31322301 http://dx.doi.org/10.1002/chem.201902461 Text en © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Full Papers
Griesbeck, Stefanie
Michail, Evripidis
Rauch, Florian
Ogasawara, Hiroaki
Wang, Chenguang
Sato, Yoshikatsu
Edkins, Robert M.
Zhang, Zuolun
Taki, Masayasu
Lambert, Christoph
Yamaguchi, Shigehiro
Marder, Todd B.
The Effect of Branching on the One‐ and Two‐Photon Absorption, Cell Viability, and Localization of Cationic Triarylborane Chromophores with Dipolar versus Octupolar Charge Distributions for Cellular Imaging
title The Effect of Branching on the One‐ and Two‐Photon Absorption, Cell Viability, and Localization of Cationic Triarylborane Chromophores with Dipolar versus Octupolar Charge Distributions for Cellular Imaging
title_full The Effect of Branching on the One‐ and Two‐Photon Absorption, Cell Viability, and Localization of Cationic Triarylborane Chromophores with Dipolar versus Octupolar Charge Distributions for Cellular Imaging
title_fullStr The Effect of Branching on the One‐ and Two‐Photon Absorption, Cell Viability, and Localization of Cationic Triarylborane Chromophores with Dipolar versus Octupolar Charge Distributions for Cellular Imaging
title_full_unstemmed The Effect of Branching on the One‐ and Two‐Photon Absorption, Cell Viability, and Localization of Cationic Triarylborane Chromophores with Dipolar versus Octupolar Charge Distributions for Cellular Imaging
title_short The Effect of Branching on the One‐ and Two‐Photon Absorption, Cell Viability, and Localization of Cationic Triarylborane Chromophores with Dipolar versus Octupolar Charge Distributions for Cellular Imaging
title_sort effect of branching on the one‐ and two‐photon absorption, cell viability, and localization of cationic triarylborane chromophores with dipolar versus octupolar charge distributions for cellular imaging
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6857003/
https://www.ncbi.nlm.nih.gov/pubmed/31322301
http://dx.doi.org/10.1002/chem.201902461
work_keys_str_mv AT griesbeckstefanie theeffectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT michailevripidis theeffectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT rauchflorian theeffectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT ogasawarahiroaki theeffectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT wangchenguang theeffectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT satoyoshikatsu theeffectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT edkinsrobertm theeffectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT zhangzuolun theeffectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT takimasayasu theeffectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT lambertchristoph theeffectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT yamaguchishigehiro theeffectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT mardertoddb theeffectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT griesbeckstefanie effectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT michailevripidis effectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT rauchflorian effectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT ogasawarahiroaki effectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT wangchenguang effectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT satoyoshikatsu effectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT edkinsrobertm effectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT zhangzuolun effectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT takimasayasu effectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT lambertchristoph effectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT yamaguchishigehiro effectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging
AT mardertoddb effectofbranchingontheoneandtwophotonabsorptioncellviabilityandlocalizationofcationictriarylboranechromophoreswithdipolarversusoctupolarchargedistributionsforcellularimaging

Ejemplares similares