Cyclodextrin-Modified Polyesters from Lactones and from Bacteria: An Approach to New Drug Carrier Systems

Copper(I)-catalyzed cycloaddition of synthetic and bacterial copolyesters bearing pendant alkyne group with mono-(6-azido-6-desoxy)-β-cyclodextrin was carried out to synthesize β-CD-functionalized copolyester. The synthetic “clickable” copolyesters were obtained by the ring-opening copolymerization of the propargyl-modified lactones and ε-caprolactone. The bacterial copolyesters containing an alkyne group were biosynthesized from a mixture of 10-undecynoic acid and hexanoic acid by the Gram-negative bacteria Pseudomonas oleovorans . The modified products of the “click” reaction were characterized by FT-IR, 1 H NMR spectroscopy, and DSC. Furthermore, the host guest capability of covalently attached β-cyclodextrin moieties was proved by dynamic light scattering measurements.