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ChemComm
Page 4 of 5
DOI: 10.1039/C6CC06437J
COMMUNICATION
Journal Name
8(a)
C. Bonduelle, S. Mazzaferro, J. Huang, O. Lambert, A.
posiꢀon 6 as well as with the β (1→4) linkage. It is to note that
both galactan and lactose provide this same terminal (β (1→4)-
galactose unit. The multivalent effect that was found for
polymeric nanoparticles displaying galactan compared to free
galactan could certainly be explained 1) by the clustering
ability of lectins that can significantly enhance their specific
recognition or 2) by an enhanced statistical rebinding to
galectin at the surface of nanoassemblies.19 Moreover, the
lower relative activity observed for nanomaterials displaying
lactose or galactose at the lateral chains, in relation to “the
main backbone display” given by galactan ligands, can be
associated 1) to a steric hindrance effect, where glycan
residues located closer to the hydrophobic block are unable to
interact with lectins or 2) to an inappropriate design of the
triazole linker for galectin targeting. Finally, one can also
hypothesis that the size of the nanoparticles and thus the
surface area of saccharide available for binding to galectin may
be critical for multivalency as already evidenced with
dendrimer scaffolds.17c Current work is dedicated to a better
understanding of these different parameters. To conclude, we
presented the synthesis of various simple glycoprotein
mimetics, obtained via the use of NCA ring-opening
polymerization chemistry, able to self-assemble in water into
small glyco-nanoparticles, with sizes below 50 nm. Interactions
with biologically relevant galectin-1 and 3 revealed that
galactan molecules, presented at the surface of polymeric
nanoparticles, have an increased binding affinity by two orders
of magnitude compared to their linear saccharide
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counterparts. Such
a specific and significant enhanced
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address relevant clinical pathologies.22
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4 | J. Name., 2012, 00, 1-3
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