Synthesis and Comparison of Linear Polymannosides for Direct Binding with Escherichia coli

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Here, the synthesis of linear polyglycerols bearing multiple copies of mono and dimannosides (LPG 40 Man 0.60 and LPG 40 (Manα1,2Man) 0.60 ) is demonstrated. A method based on label‐free microscale thermophoresis is optimized to determine the direct binding affinity of multivalent mannosides for Escherichia coli ( E. coli ) strain ORN178 that produces the fimbriae protein FimH. It is observed that the LPG 40 (Manα1,2Man) 0.60 exhibits only a modest onefold improvement in binding as compared to LPG 40 Man 0.60 . Nevertheless, both the multivalent mannosides display remarkably very low n m binding constant (K d ) in contrast to the high µ m K d of the single α‐ d ‐methylmannoside for intact E. coli ORN178 particles. Furthermore, in an adhesion‐inhibition assay, both multivalent mannosides show 50% inhibition of bacteria adhesion to the HT‐29 colon cells at low µ m concentrations.