Xing Dongming, Ma Lie, Gao Changyou
MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, 310027, PR China.
Macromol Biosci. 2014 Oct;14(10):1429-36. doi: 10.1002/mabi.201400186. Epub 2014 Jun 25.
Maleimide-functionalized poly(ester carbonate)s are synthesized by ring-opening copolymerization of furan-maleimide functionalized trimethylene carbonate (FMTMC) with L-lactide and a subsequent retro Diels-Alder reaction. The maleimide groups on poly(ester carbonate)s are amenable to Michael addition with thiol-containing molecules such as 3-mercapto-1-propanol, 2-aminoethanethiol hydrochloride, and mercaptoacetic acid under mild conditions, enabling the formation of biodegradable materials with various functional groups (e.g., hydroxyl, amine, and carboxyl). In particular, the maleimide-functionalized poly(ester carbonate) is clicked with a laminin-derived peptide CQAASIKVAV. In vitro culture of PC12 cells shows that the maleimide-functionalized polymers, especially the CQAASIKVAV-grafted one, could support cell proliferation and neurite outgrowth. The maleimide-functionalized poly(ester carbonate)s provide a versatile platform for diverse functionalization and have comprehensive potential in biomedical engineering.
通过呋喃 - 马来酰亚胺官能化的碳酸三亚甲酯(FMTMC)与L - 丙交酯的开环共聚反应以及随后的逆狄尔斯 - 阿尔德反应合成了马来酰亚胺官能化的聚(酯 - 碳酸酯)。聚(酯 - 碳酸酯)上的马来酰亚胺基团在温和条件下易于与含硫醇的分子(如3 - 巯基 - 1 - 丙醇、2 - 氨基乙硫醇盐酸盐和巯基乙酸)进行迈克尔加成反应,从而能够形成具有各种官能团(如羟基、胺基和羧基)的可生物降解材料。特别地,将马来酰亚胺官能化的聚(酯 - 碳酸酯)与层粘连蛋白衍生的肽CQAASIKVAV进行点击反应。PC12细胞的体外培养表明,马来酰亚胺官能化的聚合物,尤其是接枝了CQAASIKVAV的聚合物,能够支持细胞增殖和神经突生长。马来酰亚胺官能化的聚(酯 - 碳酸酯)为多样化的功能化提供了一个通用平台,在生物医学工程中具有广泛的潜力。