Confinement of nucleic acid bases and related compounds using tetra-p-sulfonatocalix[4]arene

Peter J. Nichols, Mohamed Makha, Colin L. Raston

Research output: Contribution to journalArticlepeer-review

43 Citations (Scopus)


Supramolecular complexes of tetra-p-sulfonatocalix[4]arene and guanine, cytosine, benzimidazole, and 2-hydroxybenzimidazole have been isolated in the solid state, and their structures have been elucidated using single-crystal X-ray diffraction data, as have 2-hydroxybenzimidazole complexes and complexes with large cations tetraphenylphosphonium (Ph4P+) and triethylbenzylammonium (Et3BzN+). These large cations disrupt the usual bilayer arrangement of the sulfonated calixarenes, as can benzimadole itself, and a combination of guanine and cytosine, in the absence of the large cations. Some of the structures show a "molecular capsule" type arrangement with two calixarenes arranged with their cavities directed toward each other, effectively shrouding two nucleic acid bases.

Original languageEnglish
Pages (from-to)1161-1167
Number of pages7
JournalCrystal Growth and Design
Issue number5
Publication statusPublished - 1 May 2006
Externally publishedYes


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