meso-Methyl BODIPY Photocages: Mechanisms, Photochemical Properties, and Applications

Pradeep Shrestha, Dnyaneshwar Kand, Roy Weinstain*, Arthur H. Winter*

*Corresponding author for this work

Research output: Contribution to journalReview articlepeer-review

19 Scopus citations

Abstract

meso-methyl BODIPY photocages have recently emerged as an exciting new class of photoremovable protecting groups (PPGs) that release leaving groups upon absorption of visible to near-infrared light. In this Perspective, we summarize the development of these PPGs and highlight their critical photochemical properties and applications. We discuss the absorption properties of the BODIPY PPGs, structure-photoreactivity studies, insights into the photoreaction mechanism, the scope of functional groups that can be caged, the chemical synthesis of these structures, and how substituents can alter the water solubility of the PPG and direct the PPG into specific subcellular compartments. Applications that exploit the unique optical and photochemical properties of BODIPY PPGs are also discussed, from wavelength-selective photoactivation to biological studies to photoresponsive organic materials and photomedicine.

Original languageEnglish
Pages (from-to)17497-17514
Number of pages18
JournalJournal of the American Chemical Society
Volume145
Issue number32
DOIs
StatePublished - 16 Aug 2023

Funding

FundersFunder number
Office of the Chief Scientist Ministry of Agriculture and Rural Development62317-ND4, 13-37-0005
National Science FoundationCHE-2055335
Israel Science Foundation1057/21

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