Fluorescent conjugated polyfluorene with pendant lactopyranosyl ligands for studies of Ca(2+)-mediated carbohydrate-carbohydrate interaction.

Abstract:

:A well-defined fluorescent conjugated polyfluorene with pendant lactopyranosyl ligands was easily prepared through Cu(I)-catalyzed azide/alkyne "click" ligation and Suzuki coupling polymerization. As a fluorescent multivalent model system of glycoconjugates, the polymer was first used for studies of metal ion-mediated carbohydrate-carbohydrate interaction based on fluorescence spectroscopy. A significant fluorescence quenching of the lactosyl-bearing polyfluorene was observed upon addition of calcium ion, which is attributed to the polymer aggregation derived from Ca(2+)-mediated complex formation. Dynamic light scattering can also prove Ca(2+)-induced aggregation of the polymer based on determination of the corresponding hydrodynamic diameters. The calcium-mediated lactose-lactose interaction was reversible when treated with EDTA. In control studies, Ca(2+)-induced fluorescence quenching can not be observed for cellobiosyl- or galactosyl-functionalized polymer analogues, which show that specific sugar structures are critical for carbohydrate-metal complex formation.

journal_name

Biomacromolecules

journal_title

Biomacromolecules

authors

Chen Q,Cui Y,Zhang TL,Cao J,Han BH

doi

10.1021/bm901165n

subject

Has Abstract

pub_date

2010-01-11 00:00:00

pages

13-9

issue

1

eissn

1525-7797

issn

1526-4602

journal_volume

11

pub_type

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