Design and synthesis of a 2,5-Diarylthiophene chromophore for enhanced near-infrared two-photon uncaging efficiency of calcium ions.

The design and synthesis of two-photon-responsive chromophores have recently garnered significant attention owing to their potential applications in materials and life sciences. In this study, a novel π-conjugated system, 2-dimethylaminophenyl-5-nitrophenylthiophene derivatives, featuring a thiophene unit as the π-linker between the donor (NMe2C6H4-) and acceptor (NO2C6H4-) units was designed, synthesized, and applied for the development of two-photon-responsive chromophores as a photoremovable protecting group in the near-infrared region. Notably, the positional effect of the nitro group (NO2), meta versus para position, was observed in the uncaging process of benzoic acid. Additionally, while the para-isomer exhibited a single fluorescence peak, a dual emission was detected for the meta-isomer in polar solvents. The caged calcium ion (Ca2+) incorporating the newly synthesized thiophene unit exhibited a sizable two-photon absorption cross-section value (σ2 = 129 GM at 830 nm). Both one-photon and two-photon photoirradiation of caged calcium ions successfully released calcium ions, indicating the potential utility of 2,5-diarylthiophene derivatives in future biological studies.

Tran TTT ，Abe M 《-》

Design and Synthesis of a Caged Carboxylic Acid with a Donor-π-Donor Coumarin Structure: One-photon and Two-photon Uncaging Reactions Using Visible and Near-Infrared Lights.

Chitose Y ，Abe M ，Furukawa K ，Lin JY ，Lin TC ，Katan C ... -  《-》

Design and synthesis of a new chromophore, 2-(4-nitrophenyl)benzofuran, for two-photon uncaging using near-IR light.

Komori N ，Jakkampudi S ，Motoishi R ，Abe M ，Kamada K ，Furukawa K ，Katan C ，Sawada W ，Takahashi N ，Kasai H ，Xue B ，Kobayashi T ... -  《-》

Tris(4'-Nitrobiphenyl)amine─An Octupolar Chromophore with High Two-Photon Absorption Cross-Section and Its Application for Uncaging of Calcium Ions in the Near-Infrared Region.

Nguyen LTB ，Wu CL ，Lin TC ，Abe M ... -  《-》

Development of a Two-Photon-Responsive Chromophore, 2-(p-Aminophenyl)-5,6-dimethoxy-1-(hydroxyinden-3-yl)methyl Derivative, as a Photoremovable Protecting Group.

Nguyen TP ，Nguyen HD ，Abe M 《-》