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TITLE:
Fluoroglycoproteins by Copper-Free Strain-Promoted Azide–Alkyne Cycloaddition - imarina:9392643

Author:Boutureira Martín, Omar
Document name:Fluoroglycoproteins by Copper-Free Strain-Promoted Azide–Alkyne Cycloaddition
Book publication year:2020
Keywords:Clean water and sanitation
Abstract:This chapter describes a reliable two-step, metal-free protocol for the preparation of well-defined fluoroglycoproteins. It starts with a first alkylation step to chemoselectively install strained alkyne handles at cysteine residues followed by a second strain-promoted azide–alkyne cycloaddition using an inverse electron-demand Diels–Alder reaction. This proof-of-principle study that uses the apoptotic protein marker Annexin V enables the efficient metal-free incorporation of 2-deoxy-2-fluoro-glycopyranosyl azides into proteins and complements previous methods using Cu(I)-mediated azide–alkyne cycloadditions and thiol chemistry.
ISBN:978-1-0716-0720-6
Document URL:https://link.springer.com/protocol/10.1007/978-1-0716-0720-6_5
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