White-Fluorescent Dual-Emission Mechanosensitive Membrane Probes that Function by Bending Rather than Twisting

Humeniuk, Heorhii; Rosspeintner, Arnulf; Licari, Giuseppe Léonardo; Kilin, Vasyl; Bonacina, Luigi; Vauthey, Eric; Sakai, Naomi; Matile, Stefan

doi:10.1002/anie.201804662

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Title		White-Fluorescent Dual-Emission Mechanosensitive Membrane Probes that Function by Bending Rather than Twisting
Authors		Humeniuk, Heorhii Rosspeintner, Arnulf Licari, Giuseppe Léonardo Kilin, Vasyl Bonacina, Luigi Vauthey, Eric Sakai, Naomi Matile, Stefan
Published in		Angewandte Chemie. 2018, vol. 57, no. 33, p. 10559-10563
Abstract		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.
Identifiers		DOI: 10.1002/anie.201804662
Full text		Article (Published version) (2.5 MB) - Free access
Structures		Faculté des sciences / Section de chimie et biochimie / Département de chimie physique Faculté des sciences / Section de chimie et biochimie / Département de chimie organique Faculté des sciences / Section de physique / Groupe de physique appliquée
Research groups		Groupe Matile Groupe Vauthey
Citation (ISO format)		HUMENIUK, Heorhii et al. White-Fluorescent Dual-Emission Mechanosensitive Membrane Probes that Function by Bending Rather than Twisting. In: Angewandte Chemie: International Edition, 2018, vol. 57, n° 33, p. 10559-10563. doi: 10.1002/anie.201804662 https://archive-ouverte.unige.ch/unige:107017