Different sugars, including mannose, fucose, lactose, xylose and panose, were used
with this reaction, giving conversions ranging from 34% up to 95%.
Poly(pentafluorophenyl methacrylate) (PPFMA) bearing active ester groups
could react with a wide variety of functional amines (Fig. 10). Glycopolymers
have been synthesized by direct reaction of PPFMA with glucose amine or first with
propargyl amine then with azido sugar via CuAAC, in which case the linker length
and density of the glycopolymer could be adjusted by the length of propargyl
amines [72, 73].
Other polymers bearing active ester groups, such as highly reactive
p-nitrophenyl carbonate groups, can also react with amine functional sugars for
the synthesis of glycopolymers (Fig. 11) [74, 75]. Utilizing the nucleophilic ring
Fig. 8 Synthesis of glycopolymers by the reaction of ketones with aminooxy sugars
Fig. 9 Synthesis of glycopolymers by reaction of free reducing sugar with hydrazide functional
polymer
Fig. 10 Synthesis of glycopolymers by reaction of poly(pentafluorophenyl methacrylate) with
functional amines
Synthetic Glycopolymers: Some Recent Developments
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