Syntheses and properties of tertiary peptide bond-containing polypeptides.

Syntheses and properties of tertiary peptide bond-containing polypeptides.
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含三级肽键的多肽的合成和性质。

DOI:
10.1111/j.1399-3011.1984.tb02725.x
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发表时间:
2009
期刊:
International Journal of Peptide and Protein Research
影响因子:
--
通讯作者:
H. Nakano
H. Nakano
中科院分区:
--
文献类型:
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作者:
M. Narita;Tsutomu Fukunaga;Atsushi Wakabayashi;K. Ishikawa;H. Nakano

文献摘要

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采用逐步延伸法和片段缩合法制备了含有Pro或(Dmob)Leu残基的寡聚(Leu)。制备的肽如下:博克-莱昂-奥布兹尔(n = 3-6和9)、Boc-Pro-Leu3-OBzl、Boc-Leun-Pro-OBzl(n = 3-5)、Boc-Leun-Pro-Leu3-OBzl(n = 3和4),Boc-(Leu4-Pro)2-OBzl、Boc-Leu3-Pro-Leun-Pro-Leu3-OBzl(n = 6和7)、Boc-Leu3-Gly-(Dmob)Leu-OMe、Boc-[Leu3-Gly-(Dmob)Leu-Leu3]n-OBzl(n = 1和2)。将Pro和Gly-(Dmob)Leu残基插入到肽链中引起“肽段分离”,并实现了N-和C-保护的寡(Leu)衍生物在各种有机溶剂中的溶解度的显著改善。还使用i.r.研究了典型肽在固态和DMSO中的构象。谱在β-折叠结构的中心位置引入三级肽键诱导固态中无序结构的开始。在DMSO中,肽有效地经受溶剂化以具有无序结构。
Oligo(Leu)s containing Pro or (Dmob) Leu residues were prepared by the stepwise elongation and fragment condensation methods. The peptides prepared were the following: Boc-Leun-OBzl (n = 3–6 and 9), Boc-Pro-Leu3-OBzl, Boc-Leun-Pro-OBzl (n = 3–5), Boc-Leun-Pro-Leu3-OBzl (n = 3 and 4), Boc-(Leu4-Pro)2-OBzl, Boc-Leu3-Pro-Leun-Pro-Leu3-OBzl (n = 6 and 7), Boc-Leu3-Gly-(Dmob) Leu-OMe, Boc-[Leu3-Gly-(Dmob) Leu-Leu3]n-OBzl (n = 1 and 2). The insertion of the Pro and Gly-(Dmob) Leu residues into a peptide chain caused “the peptide segment separation” and achieved remarkable solubility improvement of N- and C-protected oligo(Leu) derivatives in a variety of organic solvents. The conformations of typical peptides in the solid state and in DMSO were also investigated using i.r. spectroscopy. The incorporation of tertiary peptide bonds in a central position of the β-sheet structure induces the onset of an unordered structure in the solid state. In DMSO, peptides are efficiently subjected to solvation to have the unordered structure.