118283-30-0Relevant academic research and scientific papers
Synthesis of Macrocyclic, Triazine-Based Receptor Molecules
Loewik, Dennis W. P. M.,Lowe, Christopher R.
, p. 2825 - 2840 (2007/10/03)
The synthesis of triazine-based macrocyclic scaffolds is presented. The strategy employed allows for the facile functionalization of the macrocyclic molecules and combinatorial construction of putative receptor molecules. It is shown that the functional groups on the macrocyclic molecules, the size of the rings and the nature of the diamines linking the triazines can all be varied. In addition to the description of the stepwise synthesis of these compounds, it is shown that macrocycles based on triazine and xylenediamine are able to bind pyranosides and cyanuric acid.
Convergent functional groups. 13. High-affinity complexation of adenosine derivatives within induced binding pockets
Conn, M. Morgan,Deslongchamps, Ghislain,De Mendoza, Javier,Rebek Jr., Julius
, p. 3548 - 3557 (2007/10/02)
Receptors based upon 3,6-diaminocarbazole have been synthesized that bind to adenosine derivatives with an interaction energy of approximately 8 kcal/mol in CDCl3 and over 3 kcal/mol in CD3OD. The purine nucleus is bound within a cavity by simultaneous Watson-Crick and Hoogsteen base-pairing, hydrogen bonding to N3, and stacking on both of its aromatic faces. Hydrogen bond interactions can be estimated at approximately 0.5-0.75 kcal/mol in methanol. The structure of the complex in solution has been deduced through binding assays of incremental derivatives, one- and two-dimensional NMR studies, and molecular modeling.
