Development of a bifunctional BODIPY probe for mitochondria imaging and in situ photo-crosslinking in live cell

Dhiraj P. Murale; Md Mamunul Haque; Seong Cheol Hong; Se young Jang; Jung Hoon Lee; Seo Jeong An; Jun Seok Lee

doi:10.1016/j.dyepig.2021.109830

Development of a bifunctional BODIPY probe for mitochondria imaging and in situ photo-crosslinking in live cell

Dhiraj P. Murale, Md Mamunul Haque, Seong Cheol Hong, Se young Jang, Jung Hoon Lee, Seo Jeong An, Jun Seok Lee

Department of Biomedical Sciences

Research output: Contribution to journal › Article › peer-review

12 Citations (Scopus)

Abstract

Mitochondria are eukaryotic sub-cellular organelle that play critical roles in energy generation for life. As the morphology of the mitochondria is dramatically versatile, there is a great demand for easy-to-use tools for mitochondria imaging. Until today, many organic probes are known to target mitochondria in live-cell conditions, but many of them are suffered from continuous leaking out from mitochondria. To overcome this challenge, we developed a bifunctional BODIPY probe that selectively engaged mitochondria and spontaneously produced the chemical crosslinking by photo-activation. To systematically optimize the dual functions, we synthesized five BODIPY fluorophores and investigated their photophysical and photo-crosslinking properties by comparing series of photo-crosslinking functional groups and their modification positions in BODIPY fluorophore. Finally, we discovered not only pcBDaza-Mito selectively stains mitochondria in live-cell condition, but also it exhibited 2.3 folds increase for photo-crosslinking efficiency to mitochondria proteins. These results present that the bifunctional BODIPY probe has great merit for robust mitochondria imaging in a live cell.

Original language	English
Article number	109830
Journal	Dyes and Pigments
Volume	196
DOIs	https://doi.org/10.1016/j.dyepig.2021.109830
Publication status	Published - 2021 Dec

Bibliographical note

Funding Information:
This work is supported by a Korea University Grant ( K2110571 ), the National Research Foundation ( NRF-2017M3A9D8029942 , NRF‐2018M3A9H4079286 , NRF‐2020R1A2C2004422 ), and KIST intramural funding ( 2E31093 ). Dr. Haque is a recipient of the Brain Pool Program through NRF (NRF-2018H1D3A1A02074556).

Publisher Copyright:
© 2021 Elsevier Ltd

Keywords

Bifunctional probe
Fluorescent probe
Live cell sub-organelle imaging
Mitochondria
Photo-crosslinking probe

ASJC Scopus subject areas

Chemical Engineering(all)
Process Chemistry and Technology

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10.1016/j.dyepig.2021.109830

Cite this

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title = "Development of a bifunctional BODIPY probe for mitochondria imaging and in situ photo-crosslinking in live cell",

abstract = "Mitochondria are eukaryotic sub-cellular organelle that play critical roles in energy generation for life. As the morphology of the mitochondria is dramatically versatile, there is a great demand for easy-to-use tools for mitochondria imaging. Until today, many organic probes are known to target mitochondria in live-cell conditions, but many of them are suffered from continuous leaking out from mitochondria. To overcome this challenge, we developed a bifunctional BODIPY probe that selectively engaged mitochondria and spontaneously produced the chemical crosslinking by photo-activation. To systematically optimize the dual functions, we synthesized five BODIPY fluorophores and investigated their photophysical and photo-crosslinking properties by comparing series of photo-crosslinking functional groups and their modification positions in BODIPY fluorophore. Finally, we discovered not only pcBDaza-Mito selectively stains mitochondria in live-cell condition, but also it exhibited 2.3 folds increase for photo-crosslinking efficiency to mitochondria proteins. These results present that the bifunctional BODIPY probe has great merit for robust mitochondria imaging in a live cell.",

keywords = "Bifunctional probe, Fluorescent probe, Live cell sub-organelle imaging, Mitochondria, Photo-crosslinking probe",

author = "Murale, {Dhiraj P.} and Haque, {Md Mamunul} and Hong, {Seong Cheol} and Jang, {Se young} and Lee, {Jung Hoon} and An, {Seo Jeong} and Lee, {Jun Seok}",

note = "Funding Information: This work is supported by a Korea University Grant ( K2110571 ), the National Research Foundation ( NRF-2017M3A9D8029942 , NRF‐2018M3A9H4079286 , NRF‐2020R1A2C2004422 ), and KIST intramural funding ( 2E31093 ). Dr. Haque is a recipient of the Brain Pool Program through NRF (NRF-2018H1D3A1A02074556). Publisher Copyright: {\textcopyright} 2021 Elsevier Ltd",

year = "2021",

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doi = "10.1016/j.dyepig.2021.109830",

language = "English",

volume = "196",

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AU - Murale, Dhiraj P.

AU - Haque, Md Mamunul

AU - Hong, Seong Cheol

AU - Jang, Se young

AU - Lee, Jung Hoon

AU - An, Seo Jeong

AU - Lee, Jun Seok

N1 - Funding Information: This work is supported by a Korea University Grant ( K2110571 ), the National Research Foundation ( NRF-2017M3A9D8029942 , NRF‐2018M3A9H4079286 , NRF‐2020R1A2C2004422 ), and KIST intramural funding ( 2E31093 ). Dr. Haque is a recipient of the Brain Pool Program through NRF (NRF-2018H1D3A1A02074556). Publisher Copyright: © 2021 Elsevier Ltd

PY - 2021/12

Y1 - 2021/12

N2 - Mitochondria are eukaryotic sub-cellular organelle that play critical roles in energy generation for life. As the morphology of the mitochondria is dramatically versatile, there is a great demand for easy-to-use tools for mitochondria imaging. Until today, many organic probes are known to target mitochondria in live-cell conditions, but many of them are suffered from continuous leaking out from mitochondria. To overcome this challenge, we developed a bifunctional BODIPY probe that selectively engaged mitochondria and spontaneously produced the chemical crosslinking by photo-activation. To systematically optimize the dual functions, we synthesized five BODIPY fluorophores and investigated their photophysical and photo-crosslinking properties by comparing series of photo-crosslinking functional groups and their modification positions in BODIPY fluorophore. Finally, we discovered not only pcBDaza-Mito selectively stains mitochondria in live-cell condition, but also it exhibited 2.3 folds increase for photo-crosslinking efficiency to mitochondria proteins. These results present that the bifunctional BODIPY probe has great merit for robust mitochondria imaging in a live cell.

AB - Mitochondria are eukaryotic sub-cellular organelle that play critical roles in energy generation for life. As the morphology of the mitochondria is dramatically versatile, there is a great demand for easy-to-use tools for mitochondria imaging. Until today, many organic probes are known to target mitochondria in live-cell conditions, but many of them are suffered from continuous leaking out from mitochondria. To overcome this challenge, we developed a bifunctional BODIPY probe that selectively engaged mitochondria and spontaneously produced the chemical crosslinking by photo-activation. To systematically optimize the dual functions, we synthesized five BODIPY fluorophores and investigated their photophysical and photo-crosslinking properties by comparing series of photo-crosslinking functional groups and their modification positions in BODIPY fluorophore. Finally, we discovered not only pcBDaza-Mito selectively stains mitochondria in live-cell condition, but also it exhibited 2.3 folds increase for photo-crosslinking efficiency to mitochondria proteins. These results present that the bifunctional BODIPY probe has great merit for robust mitochondria imaging in a live cell.

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KW - Fluorescent probe

KW - Live cell sub-organelle imaging

KW - Mitochondria

KW - Photo-crosslinking probe

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ER -

Development of a bifunctional BODIPY probe for mitochondria imaging and in situ photo-crosslinking in live cell

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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