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Synthesis and RGD peptide modification of poly{(lactic acid)-co-[(glycolic acid )-alt-(L-lysine)]}

Year: 2008
Type: article
Abstract: A new polymer poly{(lactic acid)- co -[(glycolic acid)- alt -(L-lysine)]} (poly[LA- co -(Glc- alt -Lys)]) was synthesized and modified with a cell adhesion peptide, Gly-Arg-Gly-Asp-Tyr (GRGDY, abbreviated as RGD). The process for preparing poly[LA- co -(Glc- alt -Lys)]/RGD involved four steps: Firstly, (3S)-3-[4- (benzyloxycarbonylamino)butyl]morpholine-2,5-dione (BMD) was synthesized by bromoacetyl bromide and N ε -(benzyloxycarbonyl)-L-lysine [L-Lys(Z)]. Secondly, poly{(lactic acid)- co -[(glycolic acid)- alt -( N ε n-benzyloxycarbonyl-L-lysine)]} (poly{LA co -[ Glc- alt -Lys(z)]}) was obtained by copolymerization of D,L-lactide and BMD. Then, poly[LA- co -(Glc- alt -Lys)] was synthesized by catalytic hydrogenation of poly{LA- co -[Glc- alt -Lys(z)]}. Finally, poly[LA- co -(Glc- alt -Lys)] was modified with RGD peptide in the presence of 1,1́-carbonyldiimidazole (CDI). The structures of poly[LA- co -(Glc- alt -Lys)]/RGD and its precursors were characterized by FT-IR, 1 H NMR, 13 C NMR, MS, gel permeation chromatography (GPC), amino acid analysis(AAA). RSC96 cells were used to evaluate the cell affinity of the poly[LA co -( Glc- alt -Lys)]/RGD films and poly(D,L-lactide) (PDLLA ) films. The results of cell culture showed that poly[LA- co -(Glc-alt-Lys)]/RGD was more beneficial to cell adherence and growth than PDLLA.
Source: e-Polymers
Language: English
Subfield: Biomaterials
Open Access status: bronze
OpenAlex ID: W2005115193
FWCI: 0.25
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Cited by: 11
Related to: 10