Green-Light-Sensitive BODIPY Photoprotecting Groups for Amines

[Image: see text] 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 c...

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Autores principales: Sitkowska, Kaja, Feringa, Ben. L., Szymański, Wiktor
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5822223/
https://www.ncbi.nlm.nih.gov/pubmed/29369628
http://dx.doi.org/10.1021/acs.joc.7b02729
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author Sitkowska, Kaja
Feringa, Ben. L.
Szymański, Wiktor
author_facet Sitkowska, Kaja
Feringa, Ben. L.
Szymański, Wiktor
author_sort Sitkowska, Kaja
collection PubMed
description [Image: see text] 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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spelling pubmed-58222232018-02-26 Green-Light-Sensitive BODIPY Photoprotecting Groups for Amines Sitkowska, Kaja Feringa, Ben. L. Szymański, Wiktor J Org Chem [Image: see text] 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. American Chemical Society 2018-01-25 2018-02-16 /pmc/articles/PMC5822223/ /pubmed/29369628 http://dx.doi.org/10.1021/acs.joc.7b02729 Text en Copyright © 2018 American Chemical Society This is an open access article published under a Creative Commons Non-Commercial No Derivative Works (CC-BY-NC-ND) Attribution License (http://pubs.acs.org/page/policy/authorchoice_ccbyncnd_termsofuse.html) , which permits copying and redistribution of the article, and creation of adaptations, all for non-commercial purposes.
spellingShingle Sitkowska, Kaja
Feringa, Ben. L.
Szymański, Wiktor
Green-Light-Sensitive BODIPY Photoprotecting Groups for Amines
title Green-Light-Sensitive BODIPY Photoprotecting Groups for Amines
title_full Green-Light-Sensitive BODIPY Photoprotecting Groups for Amines
title_fullStr Green-Light-Sensitive BODIPY Photoprotecting Groups for Amines
title_full_unstemmed Green-Light-Sensitive BODIPY Photoprotecting Groups for Amines
title_short Green-Light-Sensitive BODIPY Photoprotecting Groups for Amines
title_sort green-light-sensitive bodipy photoprotecting groups for amines
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5822223/
https://www.ncbi.nlm.nih.gov/pubmed/29369628
http://dx.doi.org/10.1021/acs.joc.7b02729
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