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Interactions with aromatic rings in chemical and biological recognition.
This review focuses mainly on examples with biological relevance since one of its aims it to enhance the knowledge of molecular recognition forces that is essential for drug development.
Polycaps: reversibly formed polymeric capsules.
- R. K. Castellano, D. Rudkevich, J. Rebek
- Materials ScienceProceedings of the National Academy of Sciences…
- 8 July 1997
These assemblies are assemblies consisting of polymeric capsules, "polycaps," formed from two calixarene tetraureas covalently connected at their lower rims, characterized by 1H NMR spectroscopy through encapsulation of guest species, reversible polymerization, and the formation of sharply defined hybrid capsules.
Investigating Molecular Recognition by Mass Spectrometry: Characterization of Calixarene-Based Self-Assembling Capsule Hosts with Charged Guests
- C. Schalley, R. K. Castellano, Marcus S. Brody, D. Rudkevich, and Gary Siuzdak, J. Rebek
- 1 May 1999
Capsules derived from the reversible assembly of calixarene tetraureas have been characterized by electrospray ionization mass spectrometry. Ion labeling was achieved through the encapsulation of…
Transfer of Chiral Information through Molecular Assembly
Calixarenes substituted with ureas on their upper, wider rims form dimers in solution held together by a seam of 16 hydrogen bonds. The resulting molecular capsules have interiors capable of…
Synthesis and Self-Assembly of Functionalized Donor−σ−Acceptor Molecules
3,5,7-Tris(arylmethyl)-1-aza-adamantanetrione donor−σ−acceptor compounds have been synthesized in four steps. Computational and 1H NMR analyses rationalize the solubility, gelation, and…
Progress Toward Understanding the Nature and Function of C‐H×××O Interactions
- R. K. Castellano
- 21 December 2004
Progress Toward Understanding the Nature and Function of C-H...O Interactions
- R. K. Castellano
- 30 June 2004
Detection and Mechanistic Studies of Multicomponent Assembly by Fluorescence Resonance Energy Transfer
The kinetics and thermodynamics of multicomponent assembly in organic solution are investigated using fluorescence resonance energy transfer (FRET). Calixarenes functionalized with ureas on their…
Synthesis, photophysical behavior, and electronic structure of push-pull purines.
- Roslyn S Butler, Pamela G Cohn, Phillip A. Tenzel, K. Abboud, R. K. Castellano
- ChemistryJournal of the American Chemical Society
- 21 January 2009
"Push-pull" purines have been synthesized by the introduction of electron-accepting functional groups (A = CN, CO(2)Me, and CONHR) to the heterocyclic C(8) position to complement typical…