Concepedia

Two‐Color Glycan Labeling of Live Cells by a Combination of Diels–Alder and Click Chemistry

Andrea Niederwieser, Anne‐Katrin Späte, Long Nguyen, Christian Jüngst, Werner Reutter, Valentin Wittmann

Angewandte Chemie International Edition · 2013 · 186 citations · 41 references

DOI

Concepts

Abstract

One is not enough: Terminal alkenes are used as chemical reporters and ligation partners for 1,2,4,5-tetrazines in a Diels–Alder reaction with inverse electron demand (DARinv). Combination with strain-promoted azide–alkyne cycloaddition (SPAAC) allows the visualization of two different glycan structures in one experiment.

References

41

A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective “Ligation” of Azides and Terminal Alkynes

Vsevolod V. Rostovtsev, Luke G. Green, Valery V. Fokin et al. · Angewandte Chemie International Edition · 2002 · 11.5K citations

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Peptidotriazoles on Solid Phase:  [1,2,3]-Triazoles by Regiospecific Copper(I)-Catalyzed 1,3-Dipolar Cycloadditions of Terminal Alkynes to Azides

Christian W. Tornøe, Caspar Christensen, Morten Meldal · The Journal of Organic Chemistry · 2002 · 8.5K citations

, , +12

Bioorthogonal Chemistry: Fishing for Selectivity in a Sea of Functionality

Ellen M. Sletten, Carolyn R. Bertozzi · Angewandte Chemie International Edition · 2009 · 3.1K citations · Full text

, , +5

A Strain-Promoted [3 + 2] Azide−Alkyne Cycloaddition for Covalent Modification of Biomolecules in Living Systems

Nicholas J. Agard, Jennifer A. Prescher, Carolyn R. Bertozzi · Journal of the American Chemical Society · 2004 · 2.9K citations

, , +10

Cell Surface Engineering by a Modified Staudinger Reaction

Eliana Saxon, Carolyn R. Bertozzi · Science · 2000 · 2.4K citations

, , +17