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Highly Water-Soluble, Fluorescent, Conjugated Fluorene-Based Glycopolymers with Poly(ethylene glycol)-Tethered Spacers for Sensitive Detection of Escherichia coli
Authors:
Xue, C.
Velayudham, S.
Johnson, S.
Saha, R.
Smith, A.
Brewer, W.
Murthy, P.
Bagley, S. T.
Liu, H.
Published by: Chemistry-a European Journal
Date: 0 2009
Volume, Number, Pages: 15 10 2289-2295
Accession Number: 000264029500009
Abstract:Two bromide-hearing, fluorene-based, conjugated polymers with oligo(ethylene glycol)- and poly(ethylene glycol)-tethered spacers have been prepared by the Suzuki coupling poly-merization of bromide-bearing, fluorene monomers. beta-Glucose and alpha-mannose residues have been covalently attached to the conjugated polymers by post-polymerization functionalization of the precursor polymers with thiol-functionalized carbohydrates under basic conditions through thioether link-age. A glucose-bearing, glycopolymer with oligo(ethylene glycol)-tethered spacers (polymer A) displays poor water solubility. However, glycopolymers; with poly(ethylene glycol)-tethered spacers (polymers B and C) are highly water-soluble clue to their long, flexible, hydrophilic spacers. Incubation of the ORN178 strain of Escherichia coli (E. coli) with (x-mannose-bearing glycopolymer (polymer C) results in the formation of fluorescent cell clusters, causing significant red shifts in UV/Vis absorption and fluorescent spectra of the polymer through multivalent cooperative interactions of the polymeric carbohydrates with the bacterial pili. In contrast, polymer C displays no interactions with a mutant ORN208 strain of E. coli.
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