RAFT polymerization of a RGD peptide-based methacrylamide monomer for cell adhesion†,Polymer Chemistry

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RAFT polymerization of a RGD peptide-based methacrylamide monomer for cell adhesion†
Polymer Chemistry ( IF 4.1 ) Pub Date : 2018-02-20 00:00:00 , DOI: 10.1039/c7py01887h
Chao Chen _{1,

2,

3,

4} , San H. Thang _{1,

2,

3,

4,

5}

Affiliation

Synthetic peptides containing the arginine–glycine–aspartate (RGD) motif have been used extensively as inhibitors of integrin–ligand interactions in studies of cell adhesion and cell target moiety. MARGD (sequences: Phe-Gly-Arg-Gly-Asp-Ser), a methacrylamide monomer containing a pending RGD peptide, was synthesized and obtained in high purity (≥90%) via an automated peptide synthesizer followed by a simple precipitation in diethyl ether. MARGD can be polymerised by reversible addition–fragmentation chain transfer (RAFT) polymerization to afford well-defined polymers containing a RGD peptide group with controlled molecular weight, low dispersity (Đ < 1.25), and a precise chain end structure. In this study, linear pseudo-first-order kinetics and number average molecular weight dependence on conversion were observed during the RAFT polymerization. Diblock peptide-polymer conjugates were prepared using PMARGD as a macro-chain transfer agent or using MARGD as a monomer, and the resulting diblock conjugates all showed low dispersities. The cytotoxicity study using mouse fibroblast cells (L929) revealed that the bioconjugates are non-toxic up to high concentration. Furthermore, enhanced cell adhesion was observed when the bioconjugates immobilized on the glass slide surfaces. This study provides a novel and efficient strategy to access well-defined peptide-polymer conjugates with diversity for both peptides and polymers.

中文翻译：

基于RGD肽的甲基丙烯酰胺单体的RAFT聚合对细胞的粘附作用†

包含精氨酸-甘氨酸-天冬氨酸（RGD）基序的合成肽已广泛用作整合素-配体相互作用的抑制剂，用于细胞粘附和细胞靶标部分的研究。合成了MARGD（序列：Phe-Gly-Arg-Gly-Asp-Ser），它含有待处理的RGD肽，并通过自动肽合成仪以高纯度（≥90％）得到，然后在二乙基中简单沉淀醚。MARGD可以通过可逆加成-断裂链转移（RAFT）聚合进行聚合，从而得到定义明确的聚合物，该聚合物包含RGD肽基团，具有可控制的分子量，低分散性（Đ<1.25），以及精确的链端结构。在这项研究中，在RAFT聚合过程中观察到线性拟一级动力学和数均分子量对转化率的依赖性。使用PMARGD作为大链转移剂或使用MARGD作为单体制备二嵌段肽-聚合物共轭物，所得二嵌段共轭物均显示出低分散性。使用小鼠成纤维细胞（L929）进行的细胞毒性研究表明，生物结合物在高浓度下均无毒。此外，当生物缀合物固定在载玻片表面上时，观察到增强的细胞粘附。这项研究提供了一种新颖有效的策略，可访问定义明确的肽-聚合物共轭物，肽和聚合物均具有多样性。

更新日期：2018-02-20

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