The dendron-dipeptide conjugates were synthesized to investigate their self-assembly characteristics in aqueous phase. In aqueous phase, the self-organized structure of 2G-PhePhe was influenced dominantly by the self-assembly characteristics of the amide dendron unit to exhibit vesicular structures. For 1G-PhePhe, however, the role of the focal dipeptide unit became important to show donut-like assembly and rod-like structure, respectively. In HFIP/H2O (1:100 v/v), 2G-PhePhe and 1G-Phe-Phe showed donut-like structures. The secondary structures of the dendron-peptide conjugates were remarkably influenced by the dendron unit. The circular dichroism (CD) spectra showed that 1G-PhePhe in H2O adopted �-sheet structure. With increasing the generation of the dendron unit, on the other hand, 2G-PhePhe did not adopt �-sheet structure but had random structures. In addition, the curvature of the assembled structure of the dendron-peptide conjugates was affected by the dendron unit. Therefore, the modulation of the dendritic moiety and the focal peptide unit provided an opportunity to produce diverse self-organized structures in various conditions.

Self-organization of amide dendrons with focal dipeptide units

244th National Meeting (2012)

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