Novel amphiphilic poly(epsilon-caprolactone)-g-poly(L-lysine) degradable copolymers.
As part of the search of novel degradable polymers, amphiphilic and cationic poly(epsilon-caprolactone)-g-poly(l-lysine) (PCL-g-PlL) copolymers have been synthesized following a grafting "onto" or a grafting "from" method both applied to a macropolycarbanionic PCL derivative. The first approach led to PCL-g-PZlL containing 36% of epsilon-caprolactone and 64% of N-epsilon-Z-l-lysine units, by reaction of activated poly(N-epsilon-Z-l-lysine) on the macropolycarbanion derived from PCL. The second route was based on the anionic ring opening polymerization of N-carboxyanhydride of N-epsilon-benzyloxycarbonyl-l-lysine initiated by the macropolycarbanion derived from PCL and led to a similar copolymer containing 45% of of epsilon-caprolactone and 55% of N-epsilon-Z-l-lysine units. After deprotection of the lysine units, PCL-g-PlL copolymers were obtained. These copolymers are water-soluble and form nanometric micelle-like objects with mean diameters between 60 and 500 nm in distilled water depending on the synthesis route.
Nottelet
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Max Mousseron Institute on Biomolecules, UMR CNRS 5247, Faculty of Pharmacy, 15, Avenue Charles Flahault, BP 14491, 34093 Montpellier cedex 5, France.
El Ghzaoui
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Coudane
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Vert
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D001672:Biocompatible Materials / Q000138:chemical synthesis / Q000737:chemistry*; D011091:Polyesters / Q000138:chemical synthesis / Q000737:chemistry*; D011107:Polylysine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D012995:Solubility; D014867:Water / Q000737:chemistry
D001672:Biocompatible Materials; D011091:Polyesters; C523546:poly(epsilon-caprolactone)-g-polylysine; D014867:Water; D011107:Polylysine