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Journal of Bioactive and Compatible Polymers
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Use of New Aminosugar Derivatives as Comonomers for the Synthesis of Glycosylated Poly(Amido-Amines)

Monica Casali

Sergio Riva

Istituto di Biocatalisi e Riconoscimento Molecolare, CNR, via Mario Bianco 9, 20131 Milano, Italy

Paolo Ferruti

Dipartimento di Chimica Organica ed Industriale, Universit& di Milano, via Venezian 21, 20131 Milano, Italy Paolo.Ferruti{at}unimi.it

New sugar functionalized poly(amido-amines) (PAA) polymers were synthesized. The PAA made by the addition polymerization of 2-methylpiperazine-2,2-bisacrylamidoacetic acid (ISA) was chosen for its potential applications in the biomedical field and the sugar monomers were obtained by chemical and enzymatic synthetic strategies. Specifically, the 2-aminoethyl fi-D-galactopyranosyl monomer was directly obtained by enzymatic catalysis, while the 2-aminoethyl amide and the 3-aminopropyl amide of lactobionic acid were obtained by ning-opening reactions of the corresponding lactone. The presence of sugar moieties in the polymer chains was confirmed by FT-IR, 'H NMR, 13C NMR analysis and calorimetric assay. The sugar content of polymer derivatives is sufficient for targeting purpose, making these compounds potential soluble drug carriers.

Journal of Bioactive and Compatible Polymers, Vol. 16, No. 6, 479-491 (2001)
DOI: 10.1106/470Q-MBQN-RN2Y-LB5L
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