Highly water-soluble, fluorescent, conjugated fluorene-based glycopolymers with poly(ethylene glycol)-tethered spacers for sensitive detection of escherichia coli
Document Type
Article
Publication Date
2-23-2009
Department
Department of Chemistry; Department of Biological Sciences
Abstract
Two bromide-bearing, fluorene-based, conjugated polymers with oligo(ethylene glycol)- and polyethylene glycol)-tethered spacers have been prepared by the Suzuki coupling polymerization of bromide-bearing, fluorene monomers. β-Glucose and α-mannose residues have been covalently attached to the conjugated polymers by post-polymerization functionalization of the precursor polymers with thiolfunctionalized 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 due to their long, flexible, hydrophilic spacers. Incubation of the ORN178 strain of Escherichia coli (E. coli) with α-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.
Publication Title
Chemistry - A European Journal
Recommended Citation
Xue, C.,
Velayudham, S.,
Johnson, S.,
Saha, R.,
Smith, A.,
Brewer, W.,
Murthy, P.,
Bagley, S.,
&
Liu, H.
(2009).
Highly water-soluble, fluorescent, conjugated fluorene-based glycopolymers with poly(ethylene glycol)-tethered spacers for sensitive detection of escherichia coli.
Chemistry - A European Journal,
15(10), 2289-2295.
http://doi.org/10.1002/chem.200801875
Retrieved from: https://digitalcommons.mtu.edu/michigantech-p/3566