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Green-Light-Sensitive BODIPY Photoprotecting Groups for Amines.

ABSTRACT: We describe a series of easily accessible, visible-light-sensitive (? > 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 (? = 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.

SUBMITTER: Sitkowska K

PROVIDER: S-EPMC5822223 | biostudies-literature | 2018 Feb

REPOSITORIES: biostudies-literature

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Green-Light-Sensitive BODIPY Photoprotecting Groups for Amines.

Sitkowska Kaja K Feringa Ben L BL Szymański Wiktor W

The Journal of organic chemistry 20180205 4

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 del ...[more]

PMID: 29369628

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