| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5276474 | Tetrahedron Letters | 2008 | 5 Pages |
Abstract
The conformational structure of macrocycles obtained from two thiopyrimidine and uracil nucleic acids linked by polymethylene spacers is determined by the length of the spacers, intramolecular NH bonding, pH and solvent. In CDCl3, NH-OC hydrogen bonding can impact the overall stabilization of the folded conformation, however spatial preorganization to such hydrogen bonding is a prerequisite. Protonation leads to disruption of intramolecular hydrogen bonds, destabilization of the folded conformation and to strong counterion assisted self-aggregation of macrocyles which can be destroyed in polar solvents.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Artem V. Kozlov, Vyacheslav E. Semenov, Anatoliy S. Mikhailov, Vladimir S. Reznik, Shamil K. Latypov,