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

Author:
Komori, Naomitsu, Jakkampudi, Satish, Motoishi, Ryusei, Abe, Manabu, Kamada, Kenji, Furukawa, Ko, Katan, Claudine, Sawada, Wakako, Takahashi, Noriko, Kasai, Haruo, Xue, Bing, Kobayashi, Takayoshi
Source:
Chemical communications 2015 v.52 no.2 pp. 331-334
ISSN:
1364-548X
Subject:
absorption, benzoic acid, chemical reactions, dimethyl sulfoxide, ethylene glycol tetraacetic acid
Abstract:
A new chromophore, 2-(4-nitrophenyl)benzofuran (NPBF), was designed for two-photon (TP) uncaging using near-IR light. The TP absorption (TPA) cross-sections of the newly designed NPBF chromophore were determined to be 18 GM at 720 nm and 54 GM at 740 nm in DMSO. The TP uncaging reaction of a caged benzoate with the NPBF chromophore quantitatively produced benzoic acid with an efficiency (δᵤ) of ∼5.0 GM at 740 nm. The TP fragmentation of an EGTA unit was observed with δᵤ = 16 GM. This behavior makes the new chromophore a promising TP photoremovable protecting group for physiological studies.
Agid:
6386087