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Beilstein J. Org. Chem. 2015, 11, 707–719, doi:10.3762/bjoc.11.81
Graphical Abstract
Figure 1: DNA display of glycans.
Scheme 1: Synthesis of glycoconjugate DNA by diazo-coupling.
Scheme 2: β-Galactose-modified deoxyuridine phosphoramidite used for solid-phase DNA synthesis and DNA displa...
Scheme 3: (NHS)-carboxy-dT phosphoramidite as a general entry for the solid-phase synthesis of glycan–DNA con...
Figure 2: Multivalent triangular glycoDNA assemblies.
Scheme 4: Preparation of the DNA glycoconjugate by CuAAC.
Scheme 5: DNA glycoconjugation by sequential CuAAC.
Scheme 6: Selection with modified glycoconjugate aptamers (SELMA).
Scheme 7: Synthesis of PNA glycoconjugates (Mtt: 4-methyltrityl; R = H or (oligo)saccharide).
Figure 3: DNA display of PNA-tagged glycans designed to emulate HIV's gp120 epitope.
Figure 4: Combinatorial assembly and selection of two PNA glycoconjugate libraries on DNA templates.
Figure 5: DNA display of ligand bridging opposing binding sites in a lectin (ECL).
Figure 6: A glycan array prepared by hybridization of glycan–DNA conjugates and screening of RCA120.
Figure 7: Multivalent sugar-core glycoconjugate DNA.
Figure 8: Combinatorial self-assembly of PNA glycoconjugates on a DNA microarray.
Figure 9: General scheme of the 10,000 member PNA-encoded glycoconjugate library.
Figure 10: Oligomeric interaction with arrayed mono- and divalent ligands (represented as the black spheres) a...