TY  - JOUR
A1  - Griesbeck, Stefanie
A1  - Michail, Evripidis
A1  - Rauch, Florian
A1  - Ogasawara, Hiroaki
A1  - Wang, Chenguang
A1  - Sato, Yoshikatsu
A1  - Edkins, Robert M.
A1  - Zhang, Zuolun
A1  - Taki, Masayasu
A1  - Lambert, Christoph
A1  - Yamaguchi, Shigehiro
A1  - Marder, Todd B.
T1  - 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
JF  - Chemistry – A European Journal
N2  - 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.
KW  - boranes
KW  - cell imaging
KW  - fluorescence
KW  - lysosome
KW  - two-photon excited fluorescence
Y1  - 2019
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-212887
VL  - 25
IS  - 57
SP  - 13164
EP  - 13175
ER  - 
TY  - JOUR
A1  - Griesbeck, Stefanie
A1  - Michail, Evripidis
A1  - Rauch, Florian
A1  - Ogasawara, Hiroaki
A1  - Wang, Chenguang
A1  - Sato, Yoshikatsu
A1  - Edkins, Robert M.
A1  - Zhang, Zuolun
A1  - Taki, Masayasu
A1  - Lambert, Christoph
A1  - Yamaguchi, Shigehiro
A1  - Marder, Todd  B.
T1  - The Effect of Branching on One- and Two-Photon Absorption, Cell Viability and Localization of Cationic Triarylborane Chromophores with Dipolar versus Octupolar Charge Distributions for Cellular Imaging
JF  - Chemistry - A European Journal
N2  - 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.
KW  - boranes
KW  - cell imaging
KW  - fluerescence
KW  - lysosome
KW  - two-photon excited fluorescence
Y1  - 2019
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-204829
VL  - 25
IS  - 57
ER  - 
TY  - JOUR
A1  - Ferger, Matthias
A1  - Roger, Chantal
A1  - Köster, Eva
A1  - Rauch, Florian
A1  - Lorenzen, Sabine
A1  - Krummenacher, Ivo
A1  - Friedrich, Alexandra
A1  - Košćak, Marta
A1  - Nestić, Davor
A1  - Braunschweig, Holger
A1  - Lambert, Christoph
A1  - Piantanida, Ivo
A1  - Marder, Todd B.
T1  - Electron‐Rich EDOT Linkers in Tetracationic bis‐Triarylborane Chromophores: Influence on Water Stability, Biomacromolecule Sensing, and Photoinduced Cytotoxicity
JF  - Chemistry – A European Journal
N2  - Three novel tetracationic bis‐triarylboranes with 3,4‐ethylenedioxythiophene (EDOT) linkers, and their neutral precursors, showed significant red‐shifted absorption and emission compared to their thiophene‐containing analogues, with one of the EDOT‐derivatives emitting in the NIR region. Only the EDOT‐linked trixylylborane tetracation was stable in aqueous solution, indicating that direct attachment of a thiophene or even 3‐methylthiophene to the boron atom is insufficient to provide hydrolytic stability in aqueous solution. Further comparative analysis of the EDOT‐linked trixylylborane tetracation and its bis‐thiophene analogue revealed efficient photo‐induced singlet oxygen production, with the consequent biological implications. Thus, both analogues bind strongly to ds‐DNA and BSA, very efficiently enter living human cells, accumulate in several different cytoplasmic organelles with no toxic effect but, under intense visible light irradiation, they exhibit almost instantaneous and very strong cytotoxic effects, presumably attributed to singlet oxygen production. Thus, both compounds are intriguing theranostic agents, whose intracellular and probably intra‐tissue location can be monitored by strong fluorescence, allowing switching on of the strong bioactivity by well‐focused visible light.
KW  - boranes
KW  - DNA/RNA sensors
KW  - fluorescent probes
KW  - singlet oxygen
KW  - theranostics
Y1  - 2022
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-287241
VL  - 28
IS  - 48
ER  -