PEG- and peptide-grafted aliphatic polyesters by click chemistry

PEG- and peptide-grafted aliphatic polyesters by click chemistry
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DOI:
10.1021/ja050310n
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发表时间:
2005-05-25
影响因子:
15
通讯作者:
Emrick, T
Emrick, T
中科院分区:
化学1区
文献类型:
--
作者:
Parrish, B;Breitenkamp, RB;Emrick, T

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通过控制开环聚合制备了新型乙炔基脂肪族聚酯,并通过Cu(I)催化叠氮化物和炔烃的加成,将其用于接枝聚乙二醇和寡肽,这是一种“点击”化学。这些脂肪族聚酯具有乙炔接枝密度,可以通过α -丙炔- δ戊内酯(1)与己内酯的一种元素开环共聚来调整。由于与咔嗒反应相关的温和条件被证明与聚酯骨架相容,因此这种方法通常是将许多类型的功能嫁接到脂肪族聚酯上的有用手段。体外细胞毒性评价表明,本研究制备的两亲性接枝聚酯具有生物相容性,表明其适合于一系列生物材料的应用。
Novel aliphatic polyesters with pendent acetylene groups were prepared by controlled ring-opening polymerization and subsequently used for grafting poly(ethylene glycol) and oligopeptide moieties by the Cu(I)-catalyzed addition of azides and alkynes, a type of "click" chemistry. These aliphatic polyesters possess an acetylene graft density that can be tailored by ring-opening copolymerization of alpha-propargyl-delta-valerolactone (1) with is an element of-caprolactone. Since the mild conditions associated with the click reaction are shown to be compatible with the polyester backbone, this method is a generally useful means for grafting numerous types of functionality onto aliphatic polyesters. The amphiphilic graft polyesters prepared in this study are shown to be biocompatible by in vitro cytotoxicity evaluation, suggesting their suitability for a range of biomaterial applications.