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Fluorescent Rosette Nanotubes from the C-analogue of the Guanine–Cytosine (G∧C) Motif

Published online by Cambridge University Press:  25 May 2015

Belete Legesse ,
Jae-Young Cho ,
Rachel L. Beingessner ,
Takeshi Yamazaki  and
Hicham Fenniri
Belete Legesse
Affiliation:
Department of Chemical Engineering, Northeastern University, 360 Huntington Avenue, Boston, MA, 02115, U.S.A.
Jae-Young Cho
Affiliation:
National Institute for Nanotechnology (NINT-NRC), 11421 Saskatchewan Drive, Edmonton, Alberta, T6G 2M9, Canada.
Rachel L. Beingessner
Affiliation:
National Institute for Nanotechnology (NINT-NRC), 11421 Saskatchewan Drive, Edmonton, Alberta, T6G 2M9, Canada.
Takeshi Yamazaki
Affiliation:
Vancouver Prostate Centre, 2660 Oak Street, Vancouver, British Columbia, V6H 3Z6, Canada.
Hicham Fenniri*
Affiliation:
Department of Chemical Engineering, Northeastern University, 360 Huntington Avenue, Boston, MA, 02115, U.S.A.
*
* h.fenniri@neu.edu
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Abstract

Rosette nanotubes (RNTs) are tubular architectures generated through the hierarchical self-assembly of the guanine-cytosine (G∧C) motif 1 or 2 (Figure 1). Motif 2 differs from 1 by the substitution at the N-atom in the G-ring with a C-atom as shown in red. In this paper, we prepare a new tricyclic G∧C base 3 from a functionalized derivative of 2 and demonstrate its self-assembly into fluorescent helical RNTs in N,N-dimethylformamide (DMF). The self-assembly and fluorescent properties of RNTs 3 were established using scanning electron microscopy (SEM), transmission electron microscopy (TEM), atomic force microscopy (AFM) and UV-visible spectroscopy.

Keywords

self-assemblychemical synthesisnanostructure

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