Zelikin Alexander N, Zawaneh Peter N, Putnam David
Department of Biomedical Engineeringand School of Chemical and Biomolecular Engineering, Cornell University, Ithaca, New York 14853, USA.
Biomacromolecules. 2006 Nov;7(11):3239-44. doi: 10.1021/bm060544e.
A biomaterial and its potential degradation products should be biocompatible, nontoxic, and removed by the body upon expiration of its functional lifetime. One historically successful approach is to create new materials from biomolecules that naturally occur in the human body. Herein, we report the synthesis and characterization of a polycarbonate based on dihydroxyacetone, a 3-carbon ketose, and an intermediate in the glucose metabolic pathway. The polymer was synthesized in a range of molecular weights ( approximately 8000 to approximately 37,500) by ring-opening polymerization. The C2 carbonyl of dihydroxyacetone is reactive to amines, and this reactivity was used to functionalize the polymer's surface in a one-step reaction by reductive amination. Additionally, contact angle measurements show the surface of poly(2-oxypropylene carbonate) is hydrophilic even though it is insoluble in water. Mechanical analysis of the polymer revealed it is exceptionally strong for an aliphatic polycarbonate. Specifically, poly(2-oxypropylene carbonate), M(w) 37 500, yielded a Young's modulus of 0.5 GPa and a compressive yield stress of 50 MPa. These values equal or exceed those of cancellous bone with similar dimensions.
生物材料及其潜在的降解产物应具有生物相容性、无毒，并且在其功能寿命到期后能被身体清除。一种历史上成功的方法是从人体中天然存在的生物分子制造新材料。在此，我们报告了一种基于二羟基丙酮（一种三碳酮糖，也是葡萄糖代谢途径中的一种中间体）的聚碳酸酯的合成与表征。该聚合物通过开环聚合反应合成了一系列分子量（约8000至约37500）。二羟基丙酮的C2羰基对胺具有反应性，这种反应性被用于通过还原胺化一步反应对聚合物表面进行功能化。此外，接触角测量表明聚（2-氧代-1,2-亚丙基碳酸酯）的表面即使不溶于水也是亲水性的。对该聚合物的力学分析表明，对于脂肪族聚碳酸酯而言，它异常坚固。具体而言，聚（2-氧代-1,2-亚丙基碳酸酯），M(w) 37500，杨氏模量为0.5 GPa，压缩屈服应力为50 MPa。这些值等于或超过了具有相似尺寸的松质骨的值。
