Issue 32, 2024
From the journal:

Chemical Communications

BODIPY phototether enables oligonucleotide cyclization and subsequent deprotection by tissue-transparent red light†

Lucie Wohlrábová, ORCID logo ab   Marlen Sahlbach,c   Alexander Heckel ORCID logo c  and  Tomáš Slanina ORCID logo *a  

* Corresponding authors

a Institute of Organic Chemistry and Biochemistry, Flemingovo náměstí 542, Prague 160 00, Czech Republic
E-mail: tomas.slanina@uochb.cas.cz

b Department of Organic Chemistry, University of Chemistry and Technology Prague, Prague 6, Czech Republic

c Goethe Universität Frankfurt, Max-von-Laue-Strasse 7, Frankfurt am Main 60438, Germany

Abstract

meso-methyl-BODIPY photocages release a leaving group upon visible light irradiation but often lack thermal stability. In turn, our thermally-stable, red-shifted BODIPY phototether allows oligonucleotide cyclization, preventing complementary strand hybridization. Hybridization resumes upon red-NIR irradiation, disconnecting the phototether by oxidative cleavage, which is easily monitored by a blue shift in fluorescence.

Graphical abstract: BODIPY phototether enables oligonucleotide cyclization and subsequent deprotection by tissue-transparent red light

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Article information

DOI
https://doi.org/10.1039/D4CC00272E
Article type
Communication
Submitted
18 Jan 2024
Accepted
22 Feb 2024
First published
22 Feb 2024
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2024,60, 4366-4369

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BODIPY phototether enables oligonucleotide cyclization and subsequent deprotection by tissue-transparent red light

L. Wohlrábová, M. Sahlbach, A. Heckel and T. Slanina, Chem. Commun., 2024, 60, 4366 DOI: 10.1039/D4CC00272E

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