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Download filepH-Responsive Bioactive Glycopolypeptides with Enhanced Helicity and Solubility in Aqueous Solution
journal contribution
posted on 2012-11-14, 00:00 authored by Kai-Steffen Krannig, Helmut SchlaadCopolypeptides of l-glutamate and glucosylated l-/dl-allyl- or dl-propargylglycine were synthesized
by ring-opening polymerization and thiol–ene/yne photochemistry
in aqueous solution, allowing the mild introduction of sugar units
(here, glucose) in the final step. The glucosylated and non-glucosylated
samples adopt a random-coil conformation in neutral and basic media
and an α-helical conformation in acidic media, the helical content
depending on the number and configuration of allyl-/propargylglycine
units. The glucocopolypeptides unveil enhanced helical stability and
solubility down to pH 3.5. Turbidity assays proved the selective binding
of the polymers to the plant lectin concanavalin A.