Open AccessGreen-Light-Sensitive BODIPY Photoprotecting Groups for Amines
Author(s) -
Kaja Sitkowska,
Ben L. Feringa,
Wiktor Szymański
Publication year - 2018
Publication title -
the journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/acs.joc.7b02729
Subject(s) - bodipy , carbamate , aqueous solution , linker , chemistry , photochemistry , visible spectrum , boron , combinatorial chemistry , rendering (computer graphics) , nanotechnology , materials science , organic chemistry , computer science , fluorescence , optoelectronics , optics , physics , computer graphics (images) , operating system
We describe a series of easily accessible, visible-light-sensitive (λ > 500 nm) BODIPY (boron-dipyrromethene)-based photoprotecting groups (PPGs) for primary and secondary amines, based on a carbamate linker. The caged compounds are stable under aqueous conditions for 24 h and can be efficiently uncaged in vitro with visible light (λ = 530 nm). These properties allow efficient photodeprotection of amines, rendering these novel PPGs potentially suitable for various applications, including the delivery of caged drugs and their remote activation.
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