A CuAAC–Hydrazone–CuAAC Trifunctional Scaffold for the Solid-Phase Synthesis of Trimodal Compounds: Possibilities and Limitations [PDF]
We present a trifunctional scaffold designed for the solid-phase synthesis of trimodal compounds. This scaffold holds two alkyne arms in a free and TIPS-protected form for consecutive CuAAC (copper(I)-catalyzed azide–alkyne cycloaddition), one Fmoc ...
Benjamin Fabre +4 more
doaj +4 more sources
A flow platform for degradation-free CuAAC bioconjugation [PDF]
Cu-catalyzed azide-alkyne cycloaddition (CuAAC) reaction is a common bioconjugation technique; however oxidative degradation and residual copper may limit its use.
Marine Z. C. Hatit +5 more
doaj +13 more sources
Synthesis and CuAAC Reactions of Azidoalkylethoxysilanes: Grafting CuAAC Products onto Silica Surface [PDF]
One-pot synthetic protocols of novel azido functionalized silane coupling agents from corresponding terminal mesylated or tosylated 1-olefins were developed. Azido groups were successfully converted to the corresponding 1,2,3-triazol ring by the copper-catalyzed azido alkyne coupling (CuAAC) reaction without alkoxysilane decomposition.
G. Kultyshev, Roman +3 more
openaire +2 more sources
Cationic Copper Iminophosphorane Complexes as CuAAC Catalysts: A Mechanistic Study [PDF]
We have combined Cu K-edge X-ray absorption spectroscopy with NMR spectroscopy (1H and 31P) to study the Cu-catalyzed azide–alkyne cycloaddition (CuAAC) reaction under operando conditions. A variety of novel, well-defined CuI iminophosphorane complexes were prepared.
Bas Venderbosch +4 more
core +8 more sources
Biocompatible photoinduced CuAAC using sodium pyruvate
The use of sodium pyruvate as a photoreducing agent for copper-mediated azide–alkyne cycloaddition (CuAAC) under UV irradiation is described.
Jaepil Jeong +7 more
openaire +4 more sources
Polymeric Blatter's Radical via CuAAC and ROMP [PDF]
AbstractA Blatter radical‐containing polymer backbone is synthesized via copper‐catalyzed azide‐alkyne cycloaddition (CuAAC) and consecutive ring‐opening metathesis polymerization. For this, an alkyne‐functionalized Blatter radical is synthesized and used for the described CuAAC, yielding a polymerizable derivative of the radical. The resulting polymer
Adrian Saal +2 more
openaire +3 more sources
Arylazopyrazoles for Conjugation by CuAAC Click Chemistry
Molecular photoswitches are increasingly being implemented in bioactive compounds and responsive materials. For this purpose, photoswitches must be coupled to a wide variety of substrates and scaffolds. We present a library of "clickable" arylazopyrazoles (AAPs), which can be conjugated by Cu-catalyzed alkyne azide cycloaddition (CuAAC).
Alisa-Maite Kauth +2 more
openaire +3 more sources
Evidence for a Cu(II)‐Catalysed CuAAC Reaction: A Combined Experimental and Computational Study
A new mechanistic pathway for the CuAAC reaction has been found to operate under specific reaction conditions. The pathway is catalysed by Cu(II) through a self‐assembled dinuclear Cu(II) complex that incorporates the triazole product. Computational analysis and assessment of generality are reported.
Matthew J. Andrews +12 more
wiley +4 more sources
2.3 CuAAC in Protein Conjugation
AbstractThis chapter summarizes the use of the copper-catalyzed azide–alkyne cycloaddition (CuAAC) reaction in the synthesis of peptide and protein conjugates. The different reaction conditions used for construction of the conjugates and their application in various disciplines are covered. Synthetic strategies for the introduction of the click groups (
A. La Venia, A. Kovalová, M. Vrabel
openaire +2 more sources
Mechanism of CuAAC reaction: In acetic acid and aprotic conditions
Abstract Protonation of copper-triazolide is a distinctive and final part in CuAAC reaction which has kinetic importance such that it can even affect the product distribution. In the context of this study, the protonation mechanism of copper-triazolide was investigated with quantum mechanical calculations to have a deeper understanding of the ...
Ozen, Cihan, Tuzun, Nurcan Senyurt
openaire +3 more sources

