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A New Tool in Peptide Engineering: A Photoswitchable Stilbene-type beta-Hairpin Mimetic

机译:肽工程学中的新工具:光开关的Stilbene型β-发夹模拟物

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摘要

Peptide secondary structure mimetics are important tools in medicinal chemistry,as they provide analogues of endogenous peptides with new physicochemical and pharmacological properties.The development,synthesis,photochemical investigation,and conformational analysis of a stil-bene-type beta-hairpin mimetic capable of light-triggered conformational changes have been achieved.In addition to standard spectroscopic techniques (nuclear Overhauser effects,amide temperature coefficients,circular dichroism spectroscopy),the applicability of self-diffusion measurements (longitudinal eddy current delay pulsed-field gradient spin echo (LED-PGSE) NMR technique) in conformational studies of oligopeptides is demonstrated.The title compound shows photoisomerization of the stilbene chromophore,resulting in a change in solution conformation between an unfolded structure and a folded beta-hairpin.
机译:肽二级结构模拟物是药物化学中的重要工具,因为它们为内源性肽类似物提供了新的理化和药理特性。具有光的Stil-Bene型β-发夹模拟物的开发,合成,光化学研究和构象分析触发了构象变化。除了标准的光谱技术(核Overhauser效应,酰胺温度系数,圆二色性光谱)外,自扩散测量的适用性(纵向涡流延迟脉冲场梯度自旋回波(LED-PGSE) )核磁共振技术)在寡肽的构象研究中得到了证明。标题化合物显示了1,2-二苯乙烯生色团的光异构化,导致了未折叠结构和折叠的β-发夹结构改变。

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