Red-light-sensitive BODIPY photoprotecting groups for amines and their biological application in controlling heart rhythm

Control of biological function by the use of photoremovable protecting groups (PPGs) is a gateway towards many new medical developments. Herein, we report the synthesis and application of efficient and biocompatible BODIPY-based photoprotecting groups for amines, which are cleavable with red light i...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2020-05, Vol.56 (41), p.548-5483
Main Authors: Sitkowska, Kaja, Hoes, Martijn F, Lerch, Michael M, Lameijer, Lucien N, van der Meer, Peter, Szyma ski, Wiktor, Feringa, Ben L
Format: Article
Language:English
Subjects:
Amines
Amines - chemistry
Amines - pharmacology
Arrhythmias, Cardiac - drug therapy
Biocompatibility
Boron Compounds - chemistry
Dopamine
Humans
Light
Molecular Structure
Myocytes, Cardiac - drug effects
Photochemical Processes
Phototherapy
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Summary:Control of biological function by the use of photoremovable protecting groups (PPGs) is a gateway towards many new medical developments. Herein, we report the synthesis and application of efficient and biocompatible BODIPY-based photoprotecting groups for amines, which are cleavable with red light in the phototherapeutic window region ( λ > 650 nm). We use the most promising PPG for the protection of dopamine and apply it to control the beating frequency of human cardiomyocytes. Protection of amine functionality with a BODIPY-derived photocleavable protecting group enables the control of heart beat frequency with red light.
ISSN:1359-7345
1364-548X
DOI:10.1039/d0cc02178d