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设计、合成及蓝色发射三唑连接香豆素类肽模拟物的荧光性质评价。

Design, synthesis and fluorescence property evaluation of blue emitting triazole-linked chromene peptidomimetics.

机构信息

Department of Chemistry, University of Calicut, Malappuram, Kerala, 673635, India.

出版信息

Mol Divers. 2017 Aug;21(3):585-596. doi: 10.1007/s11030-017-9744-9. Epub 2017 May 6.

Abstract

A highly efficient "Click with MCR" strategy for the three-step synthesis of two types of blue emitting chromene peptidomimetics is described. The peptidomimetics were synthesized via a copper-catalyzed [3[Formula: see text]2] azide-alkyne cycloaddition between chromene alkynes obtained from a three-component reaction and the peptide azides obtained from Ugi or Mannich type multicomponent reactions. The photophysical properties of the peptidomimetics are comparable with commercial fluorophores. Computational studies using drug property descriptors support the possibility of using these molecules for modulating difficult target classes having large, flat, and groove-shaped binding sites.

摘要

描述了一种高效的“点击与 MCR”策略,用于两种类型的蓝色发射色烯肽模拟物的三步合成。通过铜催化的[3+2]叠氮化物-炔烃环加成反应,将三组分反应得到的色烯炔与 Ugi 或曼尼希型多组分反应得到的肽叠氮化物合成肽模拟物。这些肽模拟物的光物理性质可与商业荧光团相媲美。使用药物性质描述符进行的计算研究支持了使用这些分子来调节具有大、平、槽形结合位点的困难靶类别的可能性。

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