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White‐Fluorescent Dual‐Emission Mechanosensitive Membrane Probes that Function by Bending Rather than Twisting
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 du...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6099517/ https://www.ncbi.nlm.nih.gov/pubmed/29924457 http://dx.doi.org/10.1002/anie.201804662 |
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author | Humeniuk, Heorhii V. Rosspeintner, Arnulf Licari, Giuseppe Kilin, Vasyl Bonacina, Luigi Vauthey, Eric Sakai, Naomi Matile, Stefan |
author_facet | Humeniuk, Heorhii V. Rosspeintner, Arnulf Licari, Giuseppe Kilin, Vasyl Bonacina, Luigi Vauthey, Eric Sakai, Naomi Matile, Stefan |
author_sort | Humeniuk, Heorhii V. |
collection | PubMed |
description | 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 (S(o)), liquid‐disordered (L(d)) 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. |
format | Online Article Text |
id | pubmed-6099517 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-60995172018-08-24 White‐Fluorescent Dual‐Emission Mechanosensitive Membrane Probes that Function by Bending Rather than Twisting Humeniuk, Heorhii V. Rosspeintner, Arnulf Licari, Giuseppe Kilin, Vasyl Bonacina, Luigi Vauthey, Eric Sakai, Naomi Matile, Stefan Angew Chem Int Ed Engl Communications 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 (S(o)), liquid‐disordered (L(d)) 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. John Wiley and Sons Inc. 2018-06-20 2018-08-13 /pmc/articles/PMC6099517/ /pubmed/29924457 http://dx.doi.org/10.1002/anie.201804662 Text en © 2018 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes. |
spellingShingle | Communications Humeniuk, Heorhii V. Rosspeintner, Arnulf Licari, Giuseppe Kilin, Vasyl Bonacina, Luigi Vauthey, Eric Sakai, Naomi Matile, Stefan White‐Fluorescent Dual‐Emission Mechanosensitive Membrane Probes that Function by Bending Rather than Twisting |
title | White‐Fluorescent Dual‐Emission Mechanosensitive Membrane Probes that Function by Bending Rather than Twisting |
title_full | White‐Fluorescent Dual‐Emission Mechanosensitive Membrane Probes that Function by Bending Rather than Twisting |
title_fullStr | White‐Fluorescent Dual‐Emission Mechanosensitive Membrane Probes that Function by Bending Rather than Twisting |
title_full_unstemmed | White‐Fluorescent Dual‐Emission Mechanosensitive Membrane Probes that Function by Bending Rather than Twisting |
title_short | White‐Fluorescent Dual‐Emission Mechanosensitive Membrane Probes that Function by Bending Rather than Twisting |
title_sort | white‐fluorescent dual‐emission mechanosensitive membrane probes that function by bending rather than twisting |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6099517/ https://www.ncbi.nlm.nih.gov/pubmed/29924457 http://dx.doi.org/10.1002/anie.201804662 |
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