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Terminal Peptide Directed Assembly of Naphthalene-Bisimides

机译：萘-双酰亚胺的末端肽定向组装

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摘要

The self-assembly of two naphthalene-bisimide based nonionic bolaamphiphiles containing two terminal tripeptide moieties has been investigated. The bisimide 1 containing a core of adjacent aromatic rings and two termini of folded tripeptide moieties (-Tyr-Aib-Leu- OMe) adopts a dumbbell shape conformation, and it self-assembles through noncovalent interactions to fabricate microspheres. In contrast, the bisimide 2 containing two termini of extended tripeptide moieties (-Phe-Phe-Tyr-OMe) adopts a wrist band shape structure, and it self-assembles to produce elongated fibrils. The X-ray crystallography reveals that the bisimide 1 adopts a dumbbell shape with two terminal β-turns, and it self-associates to form a rhombuslike structure in higher order packing. Moreover, the conductivity of the bisimide 2 is 2 orders of magnitude higher than that of the bisimide 1 in room light. The secondary structures of the terminal tripeptides of bisimide systems and the peptide?peptide interactions are the driving forces for the assembly process.
机译：已经研究了两个包含两个末端三肽部分的基于萘-双酰亚胺的非离子双亲两性亲子的自组装。包含相邻芳香环核心和两个折叠三肽部分（-Tyr-Aib-Leu-OMe）末端的双酰亚胺1采用哑铃形构象，并且通过非共价相互作用自组装以制造微球。相反，包含两个延伸的三肽部分（-Phe-Phe-Tyr-OMe）末端的双酰亚胺2采用腕带形状结构，并自组装产生细长的原纤维。 X射线晶体学表明双酰亚胺1呈哑铃形，具有两个末端β-转角，并且其自缔合以形成更高阶堆积的菱形结构。此外，在室内光下，双酰亚胺2的电导率比双酰亚胺1的电导率高2个数量级。双酰亚胺系统末端三肽的二级结构以及肽与肽的相互作用是组装过程的驱动力。

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