Facile synthesis of polyester dendrimers from sequential click coupling of asymmetrical monomers.

Facile synthesis of polyester dendrimers from sequential click coupling of asymmetrical monomers.
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DOI:
10.1021/ja9037406
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发表时间:
2009-09
影响因子:
15
通讯作者:
Xinpeng Ma;Jianbin Tang;Youqing Shen;M. Fan;Huadong Tang;M. Radosz
Xinpeng Ma;Jianbin Tang;Youqing Shen;M. Fan;Huadong Tang;M. Radosz
中科院分区:
化学1区
文献类型:
--
作者:
Xinpeng Ma;Jianbin Tang;Youqing Shen;M. Fan;Huadong Tang;M. Radosz

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聚酯树枝状大分子由于其可生物降解性而对于生物活性分子的体内递送具有吸引力,但其合成通常需要多步反应和高度纯化。通过简单地将一代接一代地“粘附”在一起来合成树枝状聚合物的高效方法通过将动力学或机械化学选择性与单体之间的点击反应相结合来实现。在每一代中,靶分子是通过基质辅助激光解吸电离飞行时间质谱(MALDI-TOF MS)检测的主要反应产物。所需的唯一分离是通过简单的沉淀或洗涤除去少量未反应的单体。这种简单的点击式过程无需复杂的纯化,特别适合于合成定制的聚酯树枝状聚合物。
Polyester dendrimers are attractive for in vivo delivery of bioactive molecules due to their biodegradability, but their synthesis generally requires multistep reactions with intensive purifications. A highly efficient approach to the synthesis of dendrimers by simply "sticking" generation by generation together is achieved by combining kinetic or mechanistic chemoselectivity with click reactions between the monomers. In each generation, the targeted molecules are the major reaction product as detected by matrix-assisted laser desorption ionization time-of-flight mass spectrometry (MALDI-TOF MS). The only separation needed is to remove the little unreacted monomer by simple precipitation or washing. This simple clicklike process without complicated purification is particularly suitable for the synthesis of custom-made polyester dendrimers.