DNA-Assisted Self-Assembly of Pyrene Foldamers

DNA-Assisted Self-Assembly of Pyrene Foldamers
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DOI:
10.1002/chem.200900369
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发表时间:
2009-01-01
影响因子:
4.3
通讯作者:
Malinovskii, Vladimir L.
Malinovskii, Vladimir L.
中科院分区:
化学2区
文献类型:
--
作者:
Haner, Robert;Samain, Florent;Malinovskii, Vladimir L.

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描述了低聚并吡喃折叠体的自组织。吸光度、荧光和圆二色谱表明,由核苷酸和非核苷类、非手性、非手性的芘单体组成的双链和三段低聚物形成了双链螺旋结构。芳香基团和磷酸基团交替的混合性质确保了水的溶解性,这反过来又有利于芳香族单元的折叠。芘分子也通过链间堆积相互作用进行组装。芘单元的结构组织是低聚芳基部分的固有性质,独立于所连接的DNA的序列而发生。手性从DNA转移到芘片段导致形成双螺旋,在这种情况下,相邻的芘单元以右手方式扭曲。在双节段嵌合体中,芘的螺旋性最明显,在该嵌合体中,只有一端存在DNA Stein。
The self-organization of oligopyrene foldamers is described. Bi- and tri-segmental oligomers composed of nucleotides and non-nucleosidic, achiral pyrene monomers form double-stranded helical structures, as shown by absorbance, fluorescence, and CD spectroscopy. The mixed nature of alternating aromatic and phosphate groups ensures water solubility which, in turn, favors folding of the aromatic units. Pyrene molecules also assemble though interstrand stacking interactions. Structural organization of the pyrene units is an intrinsic property of the oligoaryl part and takes place independently from the sequence of the attached DNA. Chirality transfer from DNA to the pyrene segment leads to formation of a double helix, in which neighboring pyrene units are, in the present case, twisted in a right-handed manner. Pyrene helicity is most pronounced in a bi-segmental chimera, in which a DNA stein is present only at one end of the pyrene section.