Polymers of malic acid and 3-alkylmalic acid as synthetic PHAs in the design of biocompatible hydrolyzable devices.
Poly(beta-malic acid) and poly(beta-3-alkylmalic acid) derivatives, as synthetic polyhydroxyalkanoates (PHAs), present several advantages as macromolecular materials for temporary biomedical applications. Indeed, such polymers, which can be synthesized through different chemical and biological routes, have cleavable ester bonds in their backbone for hydrolytic degradation, stereogenic centres in the monomers units for controlling the macromolecular structure. bioassimilable or non-toxic repeating units and lateral chemical functions which can be adapted to specific requirements. The strategy for building such complex architectures, with one or several specific pendant groups, is based on the anionic ring-opening polymerization or copolymerization of the large family of malolactonic and 3-alkylmalolactonic acid esters. Because we are able to control the monomer synthesis and the polymerization step, we have been able to prepare different degradable materials for the biomedical field, such as: degradable associating networks made up by the association of random copolyesters containing a small percentage of hydrophobic moieties and beta-cyclodextrin copolymers; degradable macromolecular micelles constituted by degradable amphiphilic block copolymers of poly(beta-malic acid) as hydrophilic segments and poly(beta-alkylmalic acid alkyl esters) as hydrophobic blocks; and degradable nanoparticles made up by hydrophobic poly(beta-malic acid alkyl esters) derivatives. We have also prepared a terpolymer which exhibits growth factor-like properties in vivo. Finally, poly(beta-malic acid) has been used as an additive in the preparation of peritoneal dialysis bags.
Laboratoire de Recherche sur les Polyméres, UMR C7581 CNRS, Université Paris Val de Marne, Thiais, France. cammas@glvt-cnrs.fr
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Cammas
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Béar
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Moine
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Escalup
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Ponchel
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Kataoka
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Guérin
D001672:Biocompatible Materials / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D001673:Biodegradation, Environmental; D004337:Drug Carriers; D015195:Drug Design; D006801:Humans; D007202:Indicators and Reagents; D008293:Malates / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D015394:Molecular Structure; D010530:Peritoneal Dialysis; D011091:Polyesters / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D014783:Viscosity
D001672:Biocompatible Materials; D004337:Drug Carriers; D007202:Indicators and Reagents; D008293:Malates; D011091:Polyesters; D011108:Polymers; C074640:poly(malate); C030298:malic acid