Biodegradable polycarbonate-b-polypeptide and polyester-b-polypeptide block copolymers: synthesis and nanoparticle formation towards biomaterials.
The amino poly(trimethylene carbonate)-NHt-Boc (PTMC-NHt-Boc) and poly(epsilon-caprolactone)-NH -Boc (PCL-NHt-Boc) were synthesized by ring-opening polymerization (ROP) of TMC or CL and subsequently deprotected into the corresponding PTMC-NH2 and PCL-NH2. These functional homopolymers were used as macroinitiators for the ROP of gamma-benzyl-L-glutamate N-carboxyanhydride (BLG), consequently, giving the respective diblock copolymers PTMC-b-PBLG and PCL-b-PBLG in almost quantitative yields. The (co)polymers have been characterized by NMR and SEC analyses. DSC and IR studies confirmed the block structure of the copolymers and highlighted a phase separation between the rigid peptide (alpha-helix conformation) and the more flexible polyester segments. The self-assembly and the degradation behaviors of the copolymers depended on the nature of the polyester block and on the copolymer composition. Nanoparticles obtained from PBLG block copolymers were twice smaller ( RH < 100 nm) than those formed from PTMC and PCL homopolymers. Finally, their enzymatic degradation revealed that PTMC nanoparticles degraded faster than those made of PCL.
Le Hellaye
Maude
M
Laboratoire de Chimie des Polymères Organiques, LCPO, Université Bordeaux 1-CNRS-ENSCPB, 16 Avenue Pey-Berland, 33607 Pessac Cedex, France.
Fortin
Nicolas
N
Guilloteau
Julien
J
Soum
Alain
A
Lecommandoux
Sebastien
S
Guillaume
Sophie M
SM
D001672:Biocompatible Materials / Q000138:chemical synthesis*; D002254:Carbonates / Q000737:chemistry; D004146:Dioxanes / Q000737:chemistry; D004798:Enzymes / Q000378:metabolism; D008968:Molecular Conformation; D053758:Nanoparticles / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry; D011091:Polyesters / Q000737:chemistry; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry; D013057:Spectrum Analysis
D001672:Biocompatible Materials; D002254:Carbonates; D004146:Dioxanes; D004798:Enzymes; D010455:Peptides; D011091:Polyesters; D011108:Polymers; C016240:polycaprolactone; C059299:polytrimethylene carbonate