Combining Click Reactions for the One-Pot Synthesis of Modular Biomolecule Mimetics

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DOI

  • Anne Brinkø
  • ,
  • Christian Risinger, Københavns Universitet
  • ,
  • Annie Lambert, Universite de Nantes
  • ,
  • Ola Blixt, Københavns Universitet
  • ,
  • Cyrille Grandjean, Universite de Nantes
  • ,
  • Henrik H. Jensen

Here, we report on the first combined one-pot use of the two so-called "click reactions": the thiol-ene coupling and the copper-catalyzed alkyne-azide cycloaddition. These reactions were employed in an alternating and one-pot fashion to combine appropriately functionalized monomeric carbohydrate building blocks to create mimics of trisaccharides and tetrasaccharides as single anomers, with only minimal purification necessary. The deprotected oligosaccharide mimics were found to bind both plant lectins and human galectin-3.

OriginalsprogEngelsk
TidsskriftOrganic Letters
Vol/bind21
Nummer18
Sider (fra-til)7544-7548
Antal sider5
ISSN1523-7060
DOI
StatusUdgivet - 2019

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