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Self assembly
Researcher:  Janan Jayawickramarajah, Candace, Lawrence



The aim of this project is to exploit synthetic organic chemistry to prepare molecules that incorporate hydrogen bond driven base-pairing interactions, in order to assemble discrete, well defined architectures.  Such assemblies are envisioned to be useful for many applications including the study of energy- and electron-transfer processes in non-covalently assembled systems and the synthesis of novel-reversible polymeric materials. As importantly, these systems may help us to enhance our understanding of fundamental processes in nature such as replication and transport:



For a recent review on this subject, please see:   Sessler, Jonathan L.; Jayawickramarajah, Janarthanan.  Functionalized base-pairs: versatile scaffolds for self-assembly.    Chemical Communications  (2005),   (15),  1939-1949.
 


A G-quartet without templating metal cation
 


   
 A Guanosine-Cytidine Dinucleoside that Self-Assembles into a Trimeric Supramolecule
 



A pyrrole-appended purine nucleoside that competes with guanosine self-assembly through a proposed three-point Hoogsteen interaction



 




References:
Sessler, J. L.; Sathiosatham, M.; Doerr, K.; Lynch, V.; Abboud, K. A. Angew. Chem. Int. Ed. 2000, 39, No.7
Sessler, J. L.; Jayawickramarajah, J.; Sherman C. L.; Brodbelt, J. S. Enhancing Hoogsteen Interactions: A pyrrole-containing Purine Nucleoside that Competes with Guanosine Self-Assembly. J. Am. Chem. Soc. 2004, 126, 11460-11461.
Sessler, J. L.; Jayawickramarajah, J.; Sathiosatham, M.  Energy-and electron-transfer in supramolecular systems. In Encyclopedia of Supramolecular Chemistry; Atwood, J., Steed, J., Eds. Marcel Dekker: New York, 2004, pp 535-545.
Sessler, J. L.; Jayawickramarajah, J.; Sathiosatham, M.; Sherman, C. L.; Brodbelt, J. S. Novel guanosine-cytidine dinucleoside that self-assembles into a trimeric supramolecule. Org. Lett. 2003, 5 (15), 2627- 2630.


 

 
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