Organelle‐Targeted BODIPY Photocages: Visible‐Light‐Mediated Subcellular Photorelease

Abstract: Photocaging facilitates non‐invasive and precise spatio‐temporal control over the release of biologically relevant small‐ and macro‐molecules using light. However, sub‐cellular organelles are dispersed in cells in a manner that renders selective light‐irradiation of a complete organelle impractical. Organelle‐specific photocages could provide a powerful method for releasing bioactive molecules in sub‐cellular locations. Herein, we report a general post‐synthetic method for the chemical functionalization and further conjugation of meso‐methyl BODIPY photocages and the synthesis of endoplasmic reticulum (ER)‐, lysosome‐, and mitochondria‐targeted derivatives. We also demonstrate that 2,4‐dinitrophenol, a mitochondrial uncoupler, and puromycin, a protein biosynthesis inhibitor, can be selectively photoreleased in mitochondria and ER, respectively, in live cells by using visible light. Additionally, photocaging is shown to lead to higher efficacy of the released molecules, probably owing to a localized and abrupt release.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Organelle‐Targeted BODIPY Photocages: Visible‐Light‐Mediated Subcellular Photorelease ; volume:58 ; number:14 ; year:2019 ; pages:4659-4663 ; extent:5
Angewandte Chemie / International edition. International edition ; 58, Heft 14 (2019), 4659-4663 (gesamt 5)

Creator
Kand, Dnyaneshwar
Pizarro, Lorena
Angel, Inbar
Avni, Adi
Friedmann‐Morvinski, Dinorah
Weinstain, Roy

DOI
10.1002/anie.201900850
URN
urn:nbn:de:101:1-2022080206523995399969
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:31 AM CEST

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Associated

  • Kand, Dnyaneshwar
  • Pizarro, Lorena
  • Angel, Inbar
  • Avni, Adi
  • Friedmann‐Morvinski, Dinorah
  • Weinstain, Roy

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