A heterocyclic peptide nanotube

A heterocyclic peptide nanotube
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DOI:
10.1021/ja034358h
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发表时间:
2003-08-06
影响因子:
15
通讯作者:
Ghadiri, MR
Ghadiri, MR
中科院分区:
化学1区
文献类型:
--
作者:
Horne, WS;Stout, CD;Ghadiri, MR

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设计了一种开放的中空管状结构,该结构是基于由交替的α-和-氨基酸组成的嵌合环肽亚基的氢键引导的自组装。设计了一种新的1,4-二取代-1,2,3-三氮唑6-氨基酸及其作为多肽骨架替代品的用途。以易得的原料经三步高产率、高光学纯度地合成了N-Fmoc保护的-氨基酸,并将其用于固相肽的合成,得到了理想的环肽结构。用核磁共振氢谱和质谱仪研究了环肽在溶液中的自组装,并用X-射线单晶衍射法对得到的管状聚合物进行了固态表征。
An open-ended hollow tubular structure is designed based on hydrogen-bond-directed self-assembly of a chimeric cyclic peptide subunit comprised of alternating alpha- and is an element of-amino acids. The design features a novel 1,4-disubstituted-1,2,3-triazole 6-amino acid and its utility as a peptide backbone substitute. The N-Fmoc-protected is an element of-amino acid was synthesized in high yield and optical purity in three steps from readily available starting materials and was employed in solid-phase peptide synthesis to afford the desired cyclic peptide structure. The cyclic peptide self-assembly has been studied in solution by H-1 NMR and mass spectrometry and the resulting tubular ensemble characterized in the solid state by X-ray crystallography.