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Journal of Bioactive and Compatible Polymers
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Succinoylated Poly[N-(2- Hydroxyethyl)-L-Glutamine] Derivatives for Drug Delivery

Katleen de Winne

Eveline Roseeuw

John Pagnaer

Polymer Materials Research Group, Ghent University, Krijgslaan 281 S4-bis, 9000 Ghent, Belgium

Etienne Schacht

Polymer Materials Research Group, Ghent University, Krijgslaan 281 S4-bis, 9000 Ghent, Belgiumetienne.schacht{at}UGent.be

A series of succinoylated poly[N-(2-)- L-glutamine] (PHEG) derivatives was synthesized by reacting PHEG with succinic anhydride in the presence of N,N-dimethylaminopyridine as a catalyst. The size of the derivatives were measured by dynamic light scattering in buffers (pH 5.5 and 7.4, respectively) the lysosomal and physiological pH. The degradability of the succinoylated polymers toward cathepsin B was followed by gel permeation chromatography. It was demonstrated that an increase of modification results in decreased biodegradability. Conjugation of mitomycin C (MMC) with a succinoylated PHEG derivative through a collagenase-sensitive Pro-Leu-Gly-Pro- Leu spacer resulted in a water-soluble MMC conjugate. This conjugate was shown to be hydrolytically stable in buffers of lysosomal and physiological pH and able to release MMC in the presence of the bacterial collagenase clostridium histolyticum.

Key Words: polymeric carrier • poly[N-(2-hydroxyethyl)-L-glutamine] • succinoylation • mitomycin C • polymeric conjugate

Journal of Bioactive and Compatible Polymers, Vol. 19, No. 6, 439-452 (2004)
DOI: 10.1177/0883911504048327
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