Synthesis of Functional Polyester Based on Polylactic Acid and Its Effect on PC12 Cells after Coupling with Small Peptides

Polyesters containing functional groups are a suitable candidate matrix for cell culture in tissue engineering. Three types of semicrystalline copolymer poly(L-lactide-co-β-malic acid) [P(LA-co-BMD)] with pendent carboxyl groups were synthesized in this study. The functional monomer 3(S)-[(benzyloxy...

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Main Authors: Na Qiang, Shuo Tang, Xiang Liao, Hao Liang, Fang Xie, Ji-xiang Zhu
Format: Article
Language:English
Published: Wiley 2016-01-01
Series:International Journal of Polymer Science
Online Access:http://dx.doi.org/10.1155/2016/9829757
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author Na Qiang
Shuo Tang
Xiang Liao
Hao Liang
Fang Xie
Ji-xiang Zhu
author_facet Na Qiang
Shuo Tang
Xiang Liao
Hao Liang
Fang Xie
Ji-xiang Zhu
author_sort Na Qiang
collection DOAJ
description Polyesters containing functional groups are a suitable candidate matrix for cell culture in tissue engineering. Three types of semicrystalline copolymer poly(L-lactide-co-β-malic acid) [P(LA-co-BMD)] with pendent carboxyl groups were synthesized in this study. The functional monomer 3(S)-[(benzyloxycarbonyl)methyl]-1,4-dioxane-2,5-dione (BMD) was synthesized using L-aspartic acid. The copolymer P(LA-co-BMD) was then synthesized through ring-opening copolymerization of L-LA and BMD, with dodecanol as initiator and stannous octoate as catalyst. Copolymer structure was characterized by 1H nuclear magnetic resonance (1H NMR), gel permeation chromatography (GPC), and differential scanning calorimetry (DSC) analyses. Results of 1H NMR and GPC analyses showed that the copolymers were synthesized successfully. DSC curves showed that the crystal melting peak and enthalpy decreased with increased BMD. The crystallinity of the copolymer was destroyed by the presence of the functional monomer. After deprotection, carboxyl groups were coupled with the isoleucine-lysine-valine-alanine-valine peptide through N-hydroxysuccinimide/dicyclohexylcarbodiimide method. The small peptide was beneficial to the axon growth of PC12 cells.
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publishDate 2016-01-01
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series International Journal of Polymer Science
spelling doaj-art-bc0115fa58464a11a0fee3d459a1a2d32025-02-03T05:51:54ZengWileyInternational Journal of Polymer Science1687-94221687-94302016-01-01201610.1155/2016/98297579829757Synthesis of Functional Polyester Based on Polylactic Acid and Its Effect on PC12 Cells after Coupling with Small PeptidesNa Qiang0Shuo Tang1Xiang Liao2Hao Liang3Fang Xie4Ji-xiang Zhu5Department of Chemical Engineering, Huizhou University, Huizhou 516007, ChinaDepartment of Pain Medicine, Nanshan Hospital, Shenzhen 51700, ChinaDepartment of Pain Medicine, Nanshan Hospital, Shenzhen 51700, ChinaDepartment of Chemical Engineering, Huizhou University, Huizhou 516007, ChinaDepartment of Chemical Engineering, Huizhou University, Huizhou 516007, ChinaDepartment of Biomedical Engineering, Guangzhou Medical University, Guangzhou 510182, ChinaPolyesters containing functional groups are a suitable candidate matrix for cell culture in tissue engineering. Three types of semicrystalline copolymer poly(L-lactide-co-β-malic acid) [P(LA-co-BMD)] with pendent carboxyl groups were synthesized in this study. The functional monomer 3(S)-[(benzyloxycarbonyl)methyl]-1,4-dioxane-2,5-dione (BMD) was synthesized using L-aspartic acid. The copolymer P(LA-co-BMD) was then synthesized through ring-opening copolymerization of L-LA and BMD, with dodecanol as initiator and stannous octoate as catalyst. Copolymer structure was characterized by 1H nuclear magnetic resonance (1H NMR), gel permeation chromatography (GPC), and differential scanning calorimetry (DSC) analyses. Results of 1H NMR and GPC analyses showed that the copolymers were synthesized successfully. DSC curves showed that the crystal melting peak and enthalpy decreased with increased BMD. The crystallinity of the copolymer was destroyed by the presence of the functional monomer. After deprotection, carboxyl groups were coupled with the isoleucine-lysine-valine-alanine-valine peptide through N-hydroxysuccinimide/dicyclohexylcarbodiimide method. The small peptide was beneficial to the axon growth of PC12 cells.http://dx.doi.org/10.1155/2016/9829757
spellingShingle Na Qiang
Shuo Tang
Xiang Liao
Hao Liang
Fang Xie
Ji-xiang Zhu
Synthesis of Functional Polyester Based on Polylactic Acid and Its Effect on PC12 Cells after Coupling with Small Peptides
International Journal of Polymer Science
title Synthesis of Functional Polyester Based on Polylactic Acid and Its Effect on PC12 Cells after Coupling with Small Peptides
title_full Synthesis of Functional Polyester Based on Polylactic Acid and Its Effect on PC12 Cells after Coupling with Small Peptides
title_fullStr Synthesis of Functional Polyester Based on Polylactic Acid and Its Effect on PC12 Cells after Coupling with Small Peptides
title_full_unstemmed Synthesis of Functional Polyester Based on Polylactic Acid and Its Effect on PC12 Cells after Coupling with Small Peptides
title_short Synthesis of Functional Polyester Based on Polylactic Acid and Its Effect on PC12 Cells after Coupling with Small Peptides
title_sort synthesis of functional polyester based on polylactic acid and its effect on pc12 cells after coupling with small peptides
url http://dx.doi.org/10.1155/2016/9829757
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AT xiangliao synthesisoffunctionalpolyesterbasedonpolylacticacidanditseffectonpc12cellsaftercouplingwithsmallpeptides
AT haoliang synthesisoffunctionalpolyesterbasedonpolylacticacidanditseffectonpc12cellsaftercouplingwithsmallpeptides
AT fangxie synthesisoffunctionalpolyesterbasedonpolylacticacidanditseffectonpc12cellsaftercouplingwithsmallpeptides
AT jixiangzhu synthesisoffunctionalpolyesterbasedonpolylacticacidanditseffectonpc12cellsaftercouplingwithsmallpeptides