Issue 14, 2023

Double click macrocyclization with Sondheimer diyne of aza-dipyrrins for B–Free bioorthogonal imaging

Abstract

Sequential azide/diyne cycloadditions proved highly effective for the macrocyclization of a bis-azido aza-dipyrrin. Macrocyclic aza-dipyrrin could be produced in 30 min at rt in water with changes in fluorescence intensity and lifetimes measurable upon reaction. Live cell microscopy showed that aza-dipyrrins were suitable for confocal and STED super-resolution imaging and a bioorthogonal response to macrocyclization could be detected in cellular compartments. These results will encourage a broader examination of the sensing and imaging uses of aza-dipyrrins.

Graphical abstract: Double click macrocyclization with Sondheimer diyne of aza-dipyrrins for B–Free bioorthogonal imaging

Supplementary files

Article information

Article type
Communication
Submitted
28 Nov. 2022
Accepted
19 Janv. 2023
First published
20 Janv. 2023
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2023,59, 1951-1954

Double click macrocyclization with Sondheimer diyne of aza-dipyrrins for B–Free bioorthogonal imaging

D. Wu, G. Durán-Sampedro, S. Fitzgerald, M. Garre and D. F. O'Shea, Chem. Commun., 2023, 59, 1951 DOI: 10.1039/D2CC06461H

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