Supramolecular helices via self-assembly of 8-oxoguanosines

被引:118
作者
Giorgi, T
Lena, S
Mariani, P
Cremonini, MA
Masiero, S
Pieraccini, S
Rabe, JP
Samori, P [1 ]
Spada, GP
Gottarelli, G
机构
[1] Humboldt Univ, Dept Phys, Newtonstr 15, D-12489 Berlin, Germany
[2] Univ Bologna, Alma Mater Studiorum, Dipartimento Chim Organ A Mangini, I-40127 Bologna, Italy
[3] Univ Politecn Marche, Ist Sci Fis, I-60131 Ancona, Italy
[4] INFM, I-60131 Ancona, Italy
[5] Univ Bologna, Alma Mater Sutdiorum, Dipartimento Sci Alimenti, I-47023 Cesena, Italy
[6] CNR, Ist Sintesi Organ & Fotoreattivita, I-40129 Bologna, Italy
关键词
D O I
10.1021/ja0364827
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The cooperative effect of solvophobic interactions and hydrogen bonding has been exploited to self-assemble supramolecular helical architectures of 8-oxoguanosines in different environments. This self-assembly into helical structures is completely different from that of the parent guanosines which, in the same experimental conditions, form flat, ribbonlike structures. While optical microscopy and X-ray diffraction suggest a chiral columnar aggregate in the LC phase, NMR and Circular Dichroism reveal the presence of a helical structures in solution. Scanning Tunneling Microscopy made it possible to visualize hexagonally arranged G-quartets on graphite, which are sections of the helices packed with their long axis perpendicular to the basal plane of the substrate. Due to their rectifying electrical properties, such helices are interesting for fabricating (opto)electronic biodevices.
引用
收藏
页码:14741 / 14749
页数:9
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