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

Design and synthesis of a new chromophore, 2-(4-nitrophenyl)benzofuran, for two-photon uncaging using near-IR light
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DOI:
10.1039/c5cc07664a
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发表时间:
2016-01-01
影响因子:
4.9
通讯作者:
Kobayashi, Takayoshi
Kobayashi, Takayoshi
中科院分区:
化学2区
文献类型:
--
作者:
Komori, Naomitsu;Jakkampudi, Satish;Kobayashi, Takayoshi

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设计了一种新的发色团2-(4-硝基苯基)苯并呋喃(NPBF),用于使用近红外光进行双光子(TP)解锁。新设计的NPBF发色团的TP吸收(TPA)截面在DMSO中在720 nm处为18 GM,在740 nm处为54 GM。笼状苯甲酸酯与NPBF发色团的TP解除笼状反应定量产生苯甲酸,在740 nm处的效率(delta(u))类似于5.0 GM。EGTA单元的TP片段化在δ(u)= 16 GM时观察到。这种行为使得新的发色团成为一个有前途的TP光可去除的保护基团,用于生理研究。
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 (delta(u)) of similar to 5.0 GM at 740 nm. The TP fragmentation of an EGTA unit was observed with delta(u) = 16 GM. This behavior makes the new chromophore a promising TP photoremovable protecting group for physiological studies.