Modulating the photolysis of aryl azides in a supramolecular host to develop photoactivatable fluorophores

Xujun Qiu; Eric Pohl; André Jung; Qianyu Cai; Haopu Su; Olaf Fuhr; Ute Schepers; Stefan Bräse

doi:10.1039/D4CC03907F

Modulating the photolysis of aryl azides in a supramolecular host to develop photoactivatable fluorophores†

Xujun Qiu,‡^a Eric Pohl,‡^b André Jung,

^c Qianyu Cai,

^a Haopu Su,^a Olaf Fuhr,

^de Ute Schepers*^ab and Stefan Bräse

*^ac

Author affiliations

* Corresponding authors

^a Institute of Organic Chemistry (IOC), Karlsruhe Institute of Technology (KIT), Kaiserstrasse 12, 76131 Karlsruhe, Germany
E-mail: ute.schepers@kit.edu, braese@kit.edu

^b Institute of Functional Interfaces (IFG), Karlsruhe Institute of Technology (KIT), Kaiserstrasse 12, 76131 Karlsruhe, Germany

^c Institute of Biological and Chemical Systems - Functional Molecular Systems (IBCS-FMS), Karlsruhe Institute of Technology (KIT), Kaiserstrasse 12, 76131 Karlsruhe, Germany

^d Institute of Nanotechnology (INT), Karlsruhe Institute of Technology (KIT), Kaiserstrasse 12, 76131 Karlsruhe, Germany

^e Karlsruhe Nano Micro Facility (KNMFi), Karlsruhe Institute of Technology (KIT), Kaiserstrasse 12, 76131 Karlsruhe, Germany

Abstract

Photolysis of aryl azides is a convenient method to approach more functionalized systems in chemical biology. Here, we present a set of photoactivatable aryl azides that undergo controlled reaction pathways within the cucurbit[7]uril (CB7) cavity upon photolysis. The fluorescence turn-on process is utilized for bioimaging.

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DOI: https://doi.org/10.1039/D4CC03907F
Article type: Communication
Submitted: 01 Aug 2024
Accepted: 02 Oct 2024
First published: 03 Oct 2024
This article is Open Access

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Chem. Commun., 2024,60, 12856-12859

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Modulating the photolysis of aryl azides in a supramolecular host to develop photoactivatable fluorophores

X. Qiu, E. Pohl, A. Jung, Q. Cai, H. Su, O. Fuhr, U. Schepers and S. Bräse, Chem. Commun., 2024, 60, 12856 DOI: 10.1039/D4CC03907F

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Chemical Communications

Modulating the photolysis of aryl azides in a supramolecular host to develop photoactivatable fluorophores†

Abstract

Supplementary files

Article information

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Modulating the photolysis of aryl azides in a supramolecular host to develop photoactivatable fluorophores

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