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White‐Fluorescent Dual‐Emission Mechanosensitive Membrane Probes that Function by Bending Rather than Twisting
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2018-06-20 , DOI: 10.1002/anie.201804662
Heorhii V Humeniuk 1 , Arnulf Rosspeintner 2 , Giuseppe Licari 2 , Vasyl Kilin 3 , Luigi Bonacina 3 , Eric Vauthey 2 , Naomi Sakai 1 , Stefan Matile 1
Affiliation  

Bent N,N′‐diphenyl‐dihydrodibenzo[a,c]phenazine amphiphiles are introduced as mechanosensitive membrane probes that operate by an unprecedented mechanism, namely, unbending in the excited state as opposed to the previously reported untwisting in the ground and twisting in the excited state. Their dual emission from bent or “closed” and planarized or “open” excited states is shown to discriminate between micelles in water and monomers in solid‐ordered (So), liquid‐disordered (Ld) and bulk membranes. The dual‐emission spectra cover enough of the visible range to produce vesicles that emit white light with ratiometrically encoded information. Strategies to improve the bent mechanophores with expanded π systems and auxochromes are reported, and compatibility with imaging of membrane domains in giant unilamellar vesicles by two‐photon excitation fluorescence (TPEF) microscopy is demonstrated.

中文翻译:

通过弯曲而不是扭曲发挥作用的白色荧光双发射机械敏感膜探针

弯曲的N,N'-二苯基-二氢二苯并[a,c]吩嗪两亲物被引入作为机械敏感膜探针,其通过前所未有的机制工作,即在激发态下不弯曲,而不是之前报道的在地面中不扭曲和在室温下扭曲。兴奋状态。它们从弯曲或“闭合”和平面化或“开放”激发态的双重发射被证明可以区分水中的胶束和固序(S o 、液体无序(L d)和本体膜中的单体。双发射光谱覆盖了足够的可见光范围,以产生发出带有比例编码信息的白光的囊泡。报告了通过扩展 π 系统和助色团来改善弯曲机械载体的策略,并证明了与双光子激发荧光 (TPEF) 显微镜对巨型单层囊泡中膜域成像的兼容性。
更新日期:2018-06-20
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