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Porphyrin Dyes for Nonlinear Optical Imaging of Live Cells

Second harmonic generation (SHG)-based probes are useful for nonlinear optical imaging of biological structures, such as the plasma membrane. Several amphiphilic porphyrin-based dyes with high SHG coefficients have been synthesized with different hydrophilic head groups, and their cellular targeting...

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Detalles Bibliográficos
Autores principales: Khadria, Anjul, Fleischhauer, Jan, Boczarow, Igor, Wilkinson, James D., Kohl, Michael M., Anderson, Harry L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6147020/
https://www.ncbi.nlm.nih.gov/pubmed/30240737
http://dx.doi.org/10.1016/j.isci.2018.05.015
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author Khadria, Anjul
Fleischhauer, Jan
Boczarow, Igor
Wilkinson, James D.
Kohl, Michael M.
Anderson, Harry L.
author_facet Khadria, Anjul
Fleischhauer, Jan
Boczarow, Igor
Wilkinson, James D.
Kohl, Michael M.
Anderson, Harry L.
author_sort Khadria, Anjul
collection PubMed
description Second harmonic generation (SHG)-based probes are useful for nonlinear optical imaging of biological structures, such as the plasma membrane. Several amphiphilic porphyrin-based dyes with high SHG coefficients have been synthesized with different hydrophilic head groups, and their cellular targeting has been studied. The probes with cationic head groups localize better at the plasma membrane than the neutral probes with zwitterionic or non-charged ethylene glycol-based head groups. Porphyrin dyes with only dications as hydrophilic head groups localize inside HEK293T cells to give SHG, whereas tricationic dyes localize robustly at the plasma membrane of cells, including neurons, in vitro and ex vivo. The copper(II) complex of the tricationic dye with negligible fluorescence quantum yield works as an SHG-only dye. The free-base tricationic dye has been demonstrated for two-photon fluorescence and SHG-based multimodal imaging. This study demonstrates the importance of a balance between the hydrophobicity and hydrophilicity of amphiphilic dyes for effective plasma membrane localization.
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spelling pubmed-61470202018-10-02 Porphyrin Dyes for Nonlinear Optical Imaging of Live Cells Khadria, Anjul Fleischhauer, Jan Boczarow, Igor Wilkinson, James D. Kohl, Michael M. Anderson, Harry L. iScience Article Second harmonic generation (SHG)-based probes are useful for nonlinear optical imaging of biological structures, such as the plasma membrane. Several amphiphilic porphyrin-based dyes with high SHG coefficients have been synthesized with different hydrophilic head groups, and their cellular targeting has been studied. The probes with cationic head groups localize better at the plasma membrane than the neutral probes with zwitterionic or non-charged ethylene glycol-based head groups. Porphyrin dyes with only dications as hydrophilic head groups localize inside HEK293T cells to give SHG, whereas tricationic dyes localize robustly at the plasma membrane of cells, including neurons, in vitro and ex vivo. The copper(II) complex of the tricationic dye with negligible fluorescence quantum yield works as an SHG-only dye. The free-base tricationic dye has been demonstrated for two-photon fluorescence and SHG-based multimodal imaging. This study demonstrates the importance of a balance between the hydrophobicity and hydrophilicity of amphiphilic dyes for effective plasma membrane localization. Elsevier 2018-05-26 /pmc/articles/PMC6147020/ /pubmed/30240737 http://dx.doi.org/10.1016/j.isci.2018.05.015 Text en © 2018 The Author(s) http://creativecommons.org/licenses/by/4.0/ This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Khadria, Anjul
Fleischhauer, Jan
Boczarow, Igor
Wilkinson, James D.
Kohl, Michael M.
Anderson, Harry L.
Porphyrin Dyes for Nonlinear Optical Imaging of Live Cells
title Porphyrin Dyes for Nonlinear Optical Imaging of Live Cells
title_full Porphyrin Dyes for Nonlinear Optical Imaging of Live Cells
title_fullStr Porphyrin Dyes for Nonlinear Optical Imaging of Live Cells
title_full_unstemmed Porphyrin Dyes for Nonlinear Optical Imaging of Live Cells
title_short Porphyrin Dyes for Nonlinear Optical Imaging of Live Cells
title_sort porphyrin dyes for nonlinear optical imaging of live cells
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6147020/
https://www.ncbi.nlm.nih.gov/pubmed/30240737
http://dx.doi.org/10.1016/j.isci.2018.05.015
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