Photoactivatable 1,2-dioxetane chemiluminophores

Photoactivatable 1,2-dioxetane chemiluminophores
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DOI:
10.1016/j.rechem.2021.100106
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发表时间:
2021-02
期刊:
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影响因子:
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通讯作者:
L. S. Ryan;Andrew Nakatsuka;A. Lippert
L. S. Ryan;Andrew Nakatsuka;A. Lippert
中科院分区:
其他
文献类型:
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作者:
L. S. Ryan;Andrew Nakatsuka;A. Lippert

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分子的光化学控制为化学家提供了建立化学结构和活性的高时空控制的能力。在这里,我们报道了UVC-454,UVA-454和螺环类化合物。UVC-454和UVA-454是由邻硝基苄基保护基团保护的,这些基团通过紫外光照射提供了化学发光团物种的不可逆光化学破坏。UVC-454和UVA-454可以基于不老化的波长被选择性地激活,并显示出在水中被光激活的能力。螺环-CLs是一种新型的化学发光化合物,可以通过紫外光或可见光分别从稳定的螺吡喃形式可逆地转化为亚稳定的花青色形式。此外,该化合物在DMSO中用紫外光照射时显示其开放形式的化学发光。
Photochemical control of molecules has provided chemists with the ability to establish high spatiotemporal control of chemical configuration and activity. Herein, we reportUVC-454,UVA-454, andSpiro-CLas photoactivatable chemiluminescence compounds.UVC-454andUVA-454are protected withortho-nitrobenzyl protecting groups that provide irreversible photochemical uncaging of the chemiluminophore species through UV light irradiation.UVC-454andUVA-454can be selectively activated based on uncaging wavelength, and demonstrate ability to be photoactivated in water.Spiro-CLis a novel chemiluminescent spiropyran that can reversibly interconvert from its stable spiropyran form to a metastable merocyanine form through UV or visible light irradiation, respectively. Further, this compound exhibits chemiluminescence in its open form upon irradiation with UV light in DMSO.