Data di Pubblicazione:
2024
Abstract:
We describe a facile method to prepare water-compatible
molecularly imprinted polymer nanogels (MIP NGs) as synthetic
antibodies against target glycans. Three different phenylboronic
acid (PBA) derivatives were explored as monomers for the
synthesis of MIP NGs targeting either α2,6- or α2,3-sialyllactose,
taken as oversimplified models of cancer-related sT and sTn
antigens. Starting from commercially available 3-acrylamidophenylboronic
acid, also its 2-substituted isomer and the 5-
acrylamido-2-hydroxymethyl cyclic PBA monoester derivative
were initially evaluated by NMR studies. Then, a small library of MIP NGs imprinted with the α2,6-linked template was synthesized
and tested by mobility shift Affinity Capillary Electrophoresis
(msACE), to rapidly assess an affinity ranking. Finally,
the best monomer 2-acrylamido PBA was selected for the
synthesis of polymers targeting both sialyllactoses. The resulting
MIP NGs display an affinity constant ca.106 M- 1 and selectivity
towards imprinted glycans. This general procedure could be
applied to any non-modified carbohydrate template possessing
a reducing end.
molecularly imprinted polymer nanogels (MIP NGs) as synthetic
antibodies against target glycans. Three different phenylboronic
acid (PBA) derivatives were explored as monomers for the
synthesis of MIP NGs targeting either α2,6- or α2,3-sialyllactose,
taken as oversimplified models of cancer-related sT and sTn
antigens. Starting from commercially available 3-acrylamidophenylboronic
acid, also its 2-substituted isomer and the 5-
acrylamido-2-hydroxymethyl cyclic PBA monoester derivative
were initially evaluated by NMR studies. Then, a small library of MIP NGs imprinted with the α2,6-linked template was synthesized
and tested by mobility shift Affinity Capillary Electrophoresis
(msACE), to rapidly assess an affinity ranking. Finally,
the best monomer 2-acrylamido PBA was selected for the
synthesis of polymers targeting both sialyllactoses. The resulting
MIP NGs display an affinity constant ca.106 M- 1 and selectivity
towards imprinted glycans. This general procedure could be
applied to any non-modified carbohydrate template possessing
a reducing end.
Tipologia CRIS:
1.1 Articolo in rivista
Keywords:
Affinity capillary electrophoresis · Boronic acid
derivatives · Glycosylation · Molecular imprinting · Nanogels
Elenco autori:
Contardi, C.; Mavliutova, L.; Serra, M.; Rubes, D.; Dorati, R.; Vistoli, G.; Macorano, A.; Sellergren, B.; De Lorenzi, E.
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