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Search for "glycoligands" in Full Text gives 2 result(s) in Beilstein Journal of Organic Chemistry.

Photoswitchable precision glycooligomers and their lectin binding

  • Daniela Ponader,
  • Sinaida Igde,
  • Marko Wehle,
  • Katharina Märker,
  • Mark Santer,
  • David Bléger and
  • Laura Hartmann

Beilstein J. Org. Chem. 2014, 10, 1603–1612, doi:10.3762/bjoc.10.166

Graphical Abstract
  • building blocks. The obtained glycoligands are monodisperse and present azobenzene moieties as well as sugar ligands at defined positions within the oligomeric backbone and side chains, respectively. We show that the combination of molecular precision together with the photoswitchable properties of the
  • azobenzene unit allows for the photosensitive control of glycoligand binding to protein receptors. These stimuli-sensitive glycoligands promote the understanding of multivalent binding and will be further developed as novel biosensors. Keywords: azobenzene; glycopolymer; lectin binding; multivalency
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Published 15 Jul 2014

Synthesis of homo- and heteromultivalent carbohydrate-functionalized oligo(amidoamines) using novel glyco-building blocks

  • Felix Wojcik,
  • Sinaida Lel,
  • Alexander G. O’Brien,
  • Peter H. Seeberger and
  • Laura Hartmann

Beilstein J. Org. Chem. 2013, 9, 2395–2403, doi:10.3762/bjoc.9.276

Graphical Abstract
  • the straightforward synthesis of multivalent glycoligands with full control over monomer sequence and functionalization pattern. We demonstrate the potential of this building-block approach by synthesizing oligomers with different numbers and spacing of carbohydrates and also show the feasibility of
  • heteromultivalent glycosylation patterns by combining building blocks presenting different mono- and disaccharides. Keywords: continuous flow; flow chemistry: flow synthesis; glycoligands; multivalency; photochemistry; solid-phase synthesis; thiol–ene; thioglycosides; Introduction Multivalent carbohydrate ligand
  • ; RP-HPLC analysis 5% to 50% MeCN in 30 min, retention time = 7.8 min. Versatile synthetic strategy for access to multivalent glycoligands: First, the building block DDS 1 is functionalized with different acetyl-protected thioglycosides 2–7 via thiol–ene addition in flow at >275 nm, resulting in a
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Published 07 Nov 2013
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