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Sydnone‐Cyanines as Clickable Probes for Fluorescent Labelling.

Authors :
Anh Nguyen, Kim
Lesur, Emilie
Ribéraud, Maxime
Sallustrau, Antoine
Audisio, Davide
Taran, Frédéric
Source :
Helvetica Chimica Acta; Mar2023, Vol. 106 Issue 3, p1-8, 8p
Publication Year :
2023

Abstract

The synthesis of four clickable sydnone‐heptamethine cyanine derivatives is described in this article. The synthetic route is based on a palladium‐cross coupling reactions of sydnone boronates affording the desired sydnone‐cyanine conjugates in only five steps. These compounds were shown to react smoothly with cyclooctynes to form the corresponding pyrazoles clicked products quantitatively at room temperature and with rate constants up to 18 m−1 ⋅ s−1, affording interesting new tools for biorthogonal fluorescent labelling of (bio)molecules. Fluorescence properties of both sydnone‐ and pyrazole‐cyanines are described, as well. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
0018019X
Volume :
106
Issue :
3
Database :
Complementary Index
Journal :
Helvetica Chimica Acta
Publication Type :
Academic Journal
Accession number :
162643838
Full Text :
https://doi.org/10.1002/hlca.202200187