ArticleBioconjugate chemistry2017
Facile Quenching and Spatial Patterning of Cylooctynes via Strain-Promoted Alkyne-Azide Cycloaddition of Inorganic Azides.
Article in Bioconjugate chemistry, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Who cites it
7 citing papers in PubMed.
- Synthesis of Macrocyclic Structures by Intramolecular Photoclick Reaction.Journal of the American Chemical Society · 2026Article
- Light-based fabrication and 4D customization of hydrogel biomaterials.Nature reviews bioengineering · 2025Article
- Photoclick Chemistry: A Bright Idea.Chemical reviews · 2021Review
- Light-Triggered Click Chemistry.Chemical reviews · 2021Review
- Photo-induced and Rapid Labeling of Tetrazine-Bearing Proteins via Cyclopropenone-Caged Bicyclononynes.Angewandte Chemie (International ed. in English) · 2019Review
- Controlled degradation of low-fouling poly(oligo(ethylene glycol)methyl ether methacrylate) hydrogels.RSC advances · 2019Article
- Achieving Controlled Biomolecule-Biomaterial Conjugation.Chemical reviews · 2018Review
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
Little is known about the reactivity of strain-promoted alkyne-azide cycloaddition (SPAAC) reagents with inorganic azides. We explore the reactions of a variety of popular SPAAC reagents with sodium azide and hydrozoic acid. We find that the reactions proceed in water at rates comparable to those with organic azides, yielding in all cases a triazole adduct. The azide ion's utility as a cyclooctyne quenching reagent is demonstrated by using it to spatially pattern uniformly doped hydrogels. The facile quenching of cyclooctynes demonstrated here should be useful in other bioorthogonal ligation techniques in which cyclooctynes are employed, including SPANC, Diels-Alder, and thiol-yne.
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Registered trials
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