Proteomics

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Beyond Traditional SPAAC: Achieving Orthogonality and Rapid Kinetics with Fluoroalkyl Azides


ABSTRACT: Selective modification of biological systems via click reactions is an important method to study their properties and function under native conditions. One of the most used method is the strain-promoted azide-alkyne cycloaddition (SPAAC) reaction between azides and strained cyclooctynes. In this work, we show, that fluorination of the azide reagents enhances their click reactivity and enables achieving of excellent selectivity when used in combination with simple alkyl azides. This work extends the available toolkit for efficient and selective modification of (bio)molecules under benign, metal-free condition.

INSTRUMENT(S):

ORGANISM(S): Homo Sapiens (human)

SUBMITTER: Frantisek Filandr  

LAB HEAD: Milan Vrábel

PROVIDER: PXD066546 | Pride | 2026-05-25

REPOSITORIES: pride

Dataset's files

Source:
Action DRS
2025-04-23-DAR-Analysis-Pipeline.csv Csv
2025-04-23-DAR-Analysis-Pipeline_report.html Other
2025-05-02-DAR-Analysis-Pipeline.csv Csv
2025-05-02-DAR-Analysis-Pipeline_report.html Other
25-04-15-DAR_conf.dat Other
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Publications

Beyond traditional strain-promoted azide-alkyne cycloadditions by achieving orthogonality and rapid kinetics with fluoroalkyl azides.

Tomčo Matúš M   Šlachtová Veronika V   Vrábel Milan M   Li Jialu J   Filgas Josef J   Slavíček Petr P   Bednárová Lucie L   Filandr František F   Beier Petr P  

Communications chemistry 20260313 1


Strain-promoted azide-alkyne cycloaddition (SPAAC) is a cornerstone of bioorthogonal chemistry, offering metal-free and biocompatible ligation for applications ranging from bioconjugation to live-cell imaging. However, its relatively slow kinetics and limited selectivity hinder the simultaneous labelling of multiple targets. Here, we report on a systematic study of fluoroalkyl azides as SPAAC reagents that display enhanced reactivity with electron-rich cyclooctynes, while showing significantly r  ...[more]

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