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Rosette Nanotubes: Factors Affecting the Self-assembly of the Monobases Versus the Twin Base System

Published online by Cambridge University Press:  01 February 2011

Usha Hemraz
Affiliation:
uhemraz@ualberta.ca, National Institute for Nanotechnology and University of Alberta, Department ofChemistry, 11421 Saskatchewan Drive, Edmonton, Alberta, T6G2M9, Canada, 780 641 1756
Hicham Fenniri
Affiliation:
hicham.fenniri@ualberta.ca, University of Alberta, National Institute for Nanotechnology, Chemistry Department, 11421 Saskatchewan Drive, Edmonton AB, T6G2M9, Canada
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Abstract

Rosette Nanotubes (RNTs) are formed by the self-assembly of a guanine-cytosine motif (GΛC), a hybrid of the DNA bases guanine and cytosine, to give a six membered macrocycle maintained by 18 H-bonds. In theory, any moiety covalently attached to the GΛC base can be expressed on the nanotubes surface. However we anticipate that the self-assembly and stability of these functionalised RNTs will also be governed by steric effects. Herein we describe the synthesis and the self assembly of the Twin Base Lysine (TBL-K) and its monobase (MBL-K). While TBL-K self-assembles readily in water and methanol to give nanotubular structures, MBL-K does not form nanotubes. Various techniques were used to characterize the RNTs and the factors, preventing self-assembly in the case of MBL-K, were investigated.

Type
Research Article
Copyright
Copyright © Materials Research Society 2008

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References

REFERENCES

1. Lehn, J. M., Supramolecular Chemistry: Concepts and Perspectives (VCH New York, 1995), pp. 1271.Google Scholar
2. Fenniri, H., Mathivanan, P., Vidale, K. L., Sherman, D. M., Hallenga, K., Wood, K. V. and Stowell, J. G., J. Am. Chem. Soc. 123, 3854 (2001).Google Scholar
3.(a) Mascal, M., Hext, N. M., Warmuth, R., Moore, M. H. and Turkenburg, J. P., Angew. Chem. Int. Ed. 35, 2204 (1996). (b) A. Marsh, M. Silvestri and J. M. Lehn, Chem. Commun, 1527 (1996).Google Scholar
4. Moralez, J. G., Raez, J., Yamazaki, T., Motkuri, R. K., Kovalenko, A. and Fenniri, H., J. Am. Chem. Soc. 127, 8307 (2005).Google Scholar
5. Reichardt, C., Solvents and Solvent effects in Organic Chemistry (Wiley-VCH, Germany, 2003) pp. 1629.Google Scholar
6. Miller, J. and Parker, A. J., J. Am. Chem. Soc. 83, 117 (1961).Google Scholar
7. Klotz, I. M. and Franzen, J. S., J. Am. Chem. Soc. 84, 3461 (1962).Google Scholar