Design,Synthesis and Characterization of A Novel Cationic Polymer Poly(lactic acid-b-L-lysine) |
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| Authors: | Hui Yu Xinyuan Shen Yaogang Li Yourong Duan |
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| Institution: | 1. State Key Lab for Modification of Chemical Fibers and Polymer Materials, College of Materials Science &2. Engineering , Donghua University , Shanghai, 200051, China;3. Cancer Institute of Shanghai Jiao Tong University , Shanghai, 200032, China;4. Engineering , Donghua University , Shanghai, 200051, China;5. Cancer Institute of Shanghai Jiao Tong University , Shanghai, 200032, China |
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| Abstract: | A novel biodegradable block copolymer poly(lactic acid-b-lysine) (PLA-b-PLL) has been synthesized and characterized in this study. This product was synthesized via a five-step reaction: Synthesis of hydroxyl-tailed poly(lactic acid) (PLA) by the ring-opening polymerization (ROP) of D,L-lactide in the presence of stannous octoate (Sn(OCt)2) as initiator; coupling N-t-butoxycarbonyl-L-phenylalanine to hydroxyl-tailed PLA using dicyclohexylcarbodiimide (DCC) and 4-dimethylaminopyridine (DMAP); the amino-tailed PLA was obtained through de-protection of the Boc-protective group in trifluoroacetic acid (TFA) solution; and then ring-opening polymerization of N ε -(Z)-lysine-N-carboxyanhydride (NCA) using the amino-tailed PLA as macro-initiator; finally removal of the Cbz-protective group of PLA-b-poly(N ε -(Z)-L-lysine) (PLA-b-PLL(Z) in a mixed hydrobromic acid/acetic acid solution to give the target copolymer. The characterization of this copolymer and its precursors were performed by 1H-NMR, FTIR and GPC. The block copolymer PLA-b-PLL, combining the characteristics of an aliphatic polyester and poly(amino acids), could be of potential interest in a variety of medical applications, such as the fields of targeted drug delivery and gene delivery systems. |
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| Keywords: | Biomaterials poly(lactic acid) poly(amino acids) biodegradable N-carboxyanhydride ring-opening polymerization |
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