Improved Photodecarboxylation Properties in Zinc Photocages Constructed Using m‐ Nitrophenylacetic Acid Variants**
Improved Photodecarboxylation Properties in Zinc Photocages Constructed Using m‐ Nitrophenylacetic Acid Variants**
复制标题
使用 m-硝基苯乙酸变体构建的锌光笼中的光脱羧性能得到改善**
DOI：
10.1002/cptc.202200102
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发表时间：
2022
期刊：
影响因子：
3.7
通讯作者：
Burdette, Shawn C.
中科院分区：
文献类型：
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作者：
Shigemoto, Austin K.;Bhattacharjee, Avik;Hickey, Erin E.;Boyd, Hallee Jade;McCormick, Theresa M.;Burdette, Shawn C.
间硝基苯基乙酸（mNPA）发色团的甲氧基和氟基衍生物与未取代的mNPA进行光脱羧，量子产率相当（Φ），但在红移激发波长下不受影响。这一观察结果促使我们研究DPAdeCageOMe（2‐[双（吡啶‐2‐甲基）氨基]‐2‐（4‐甲氧基‐3‐硝基苯）乙酸）和DPAdeCageF（2‐[双（吡啶‐2‐甲基）氨基]‐2‐（4‐氟‐3‐硝基苯）乙酸）作为Zn2+光笼。DPAdeCageOMe具有较高的Φ，并具有与XDPAdeCage({双[（2‐吡啶基）甲基]氨基}（9‐氧‐2‐黄嘌呤基）乙酸相当的其他光物理性质，这是迄今为止报道的最佳预成型Zn2+光笼。由于DPAdeCageOMe的合成比XDPACage更直接，新的光笼将成为生物应用领域极具竞争力的工具。
The methoxy‐ and fluoro‐derivatives ofmeta‐nitrophenylacetic acid (mNPA) chromophores undergo photodecarboxylation with comparable quantum yields (Φ) to unsubstitutedmNPA, but uncage at red‐shifted excitation wavelengths. This observation prompted us to investigate DPAdeCageOMe (2‐[bis(pyridin‐2‐ylmethyl)amino]‐2‐(4‐methoxy‐3‐nitrophenyl)acetic acid) and DPAdeCageF (2‐[bis(pyridin‐2‐ylmethyl)amino]‐2‐(4‐fluoro‐3‐nitrophenyl)acetic acid) as Zn2+photocages. DPAdeCageOMe has a high Φ and exhibits other photophysical properties comparable to XDPAdeCage ({bis[(2‐pyridyl)methyl]amino}(9‐oxo‐2‐xanthenyl) acetic acid), the best preforming Zn2+photocage reported to date. Since the synthesis of DPAdeCageOMe is more straightforward than XDPACage, the new photocage will be a highly competitive tool for biological applications.