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Coexistence of Hydrogen-Bonded Loop and Extended Tetrapeptide Conformations

机译:氢键环和扩展的四肽构象共存

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The conformations of a protected tetrathiopeptide have been analysed by isotope labelling and two-dimensional infrared spectroscopy(2D-IR).It has been found that Boc-Ala-Gly(=S)-Ala-Aib-OMe in acetonitrile,as well as its oxopeptide analogue,can adopt a hydrogen-bonded loop confor- mation in coexistence with less restricted structures.The two types of conformations interconvert too quickly to be resolved on the nuclear magnetic resonance(NMR)timescale,but give rise to different cross peaks in two-dimensional infrared spectra.The hydrogen bond between the Boc terminal group and the amide proton of Aib can be broken by photoisomerisation of the thioamide bond.
机译:通过同位素标记和二维红外光谱(2D-IR)分析了被保护的四硫肽的构象。发现乙腈中的Boc-Ala-Gly(= S)-Ala-Aib-OMe以及它的氧肽类似物可以采用氢键结合的环状构象,并具有较少受限制的结构。两种构象相互转换太快,无法在核磁共振(NMR)时标上解析,但会导致不同的交叉峰。二维红外光谱.Aib的Boc末端基团与酰胺质子之间的氢键可通过硫酰胺键的光异构化而断裂。

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