The effect of branching on the one- and two-photon absorption, cell viability and localization of cationic triarylborane chromophores with dipolar vs. octupolar charge distributions for cellular imaging

Stefanie Griesbeck, Evripidis Michail, Florian Rauch, Hiroaki Ogasawara, Chenguang Wang, Yoshikatsu Sato, Robert Edkins, Zuolun Zhang, Masayasu Taki, Christoph Lambert, Shigehiro Yamaguchi, Todd B. Marder

Research output: Contribution to journalArticle

Abstract

Two different chromophores, namely a dipolar and an octupolar system, were prepared and their linear and non-linear 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.
LanguageEnglish
JournalChemistry - A European Journal
Early online date19 Jul 2019
DOIs
Publication statusE-pub ahead of print - 19 Jul 2019

Fingerprint

Charge distribution
Chromophores
Photons
Cell Survival
Cells
Imaging techniques
Lysosomes
Solubility
Luminance
Coloring Agents
Dyes
Optical properties
Fluorescence

Keywords

  • borane
  • fluorescence
  • two-photon excited fluorescence
  • cell imaging
  • lysosome

Cite this

Griesbeck, Stefanie ; Michail, Evripidis ; Rauch, Florian ; Ogasawara, Hiroaki ; Wang, Chenguang ; Sato, Yoshikatsu ; Edkins, Robert ; 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 vs. octupolar charge distributions for cellular imaging. In: Chemistry - A European Journal. 2019.
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abstract = "Two different chromophores, namely a dipolar and an octupolar system, were prepared and their linear and non-linear 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.",
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The effect of branching on the one- and two-photon absorption, cell viability and localization of cationic triarylborane chromophores with dipolar vs. octupolar charge distributions for cellular imaging. / Griesbeck, Stefanie; Michail, Evripidis; Rauch, Florian; Ogasawara, Hiroaki; Wang, Chenguang; Sato, Yoshikatsu; Edkins, Robert; Zhang, Zuolun; Taki, Masayasu; Lambert, Christoph; Yamaguchi, Shigehiro; Marder, Todd B.

In: Chemistry - A European Journal, 19.07.2019.

Research output: Contribution to journalArticle

TY - JOUR

T1 - The effect of branching on the one- and two-photon absorption, cell viability and localization of cationic triarylborane chromophores with dipolar vs. octupolar charge distributions for cellular imaging

AU - Griesbeck, Stefanie

AU - Michail, Evripidis

AU - Rauch, Florian

AU - Ogasawara, Hiroaki

AU - Wang, Chenguang

AU - Sato, Yoshikatsu

AU - Edkins, Robert

AU - Zhang, Zuolun

AU - Taki, Masayasu

AU - Lambert, Christoph

AU - Yamaguchi, Shigehiro

AU - Marder, Todd B.

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Y1 - 2019/7/19

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AB - Two different chromophores, namely a dipolar and an octupolar system, were prepared and their linear and non-linear 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.

KW - borane

KW - fluorescence

KW - two-photon excited fluorescence

KW - cell imaging

KW - lysosome

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DO - 10.1002/chem.201902461

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