Chiral dipeptide mimics possessing fluoroolefin moiety: a relevant tool for conformational and medicinal studies
Chiral dipeptide mimics possessing fluoroolefin moiety: a relevant tool for conformational and medicinal studies
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DOI：
10.1039/b701559c
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发表时间：
2007-01-01
影响因子：
3.2
通讯作者：
Pannecoucke, Xavier
中科院分区：
文献类型：
--
作者：
Couve-Bonnaire, Samuel;Cahard, Dominique;Pannecoucke, Xavier
取代多肽骨架上的酰胺键是模拟多肽药物研究的一种很有前途的策略。在各种酰胺键替代物中，氟烯烃已被成功地开发为一种有效的模拟物。今天，含氟化合物在生命科学中的新活性分子中占据了很大的比例。合成氟烯烃多肽模拟物并不是一件容易的事情，经常需要解决创新的方法，特别是对于双键构型和与氟代烯相邻的手性中心的立体控制。这些氟化肽类化合物已被合成和评价为代谢稳定和/或构象受限的酶抑制剂类似物，并作为探索受体功能、结构和结合过程的工具。
The replacement of the amide bond in a peptide backbone is a promising strategy in peptidomimetic drug research. Over the various amide bond surrogates, the fluoroolefin moiety has been successfully developed as an effective mimic. Today fluorine-containing compounds account for a large proportion of new active molecules in life sciences. The synthesis of fluoroolefin peptide mimics is not a trivial task and innovative approaches often need to be addressed, in particular for the stereocontrol of the double bond configuration and the chiral centres adjacent to the fluoroalkene. These fluorinated peptidomimetics have been synthesised and evaluated as metabolically stable and/or conformationally constrained analogs of enzyme inhibitors, and as tools for probing the function, structure, and binding process of receptors.