2. Academic Validation
  3. Synthesis of new trisulfonated calix[4]arenes functionalized at the upper rim, and their complexation with the trimethyllysine epigenetic mark

Synthesis of new trisulfonated calix[4]arenes functionalized at the upper rim, and their complexation with the trimethyllysine epigenetic mark

  • Org Lett. 2012 Mar 16;14(6):1512-5. doi: 10.1021/ol300243b.
Kevin D Daze 1,  Manuel C F Ma,  Florent Pineux,  Fraser Hof
Affiliations

Affiliation

  • 1 Department of Chemistry, University of Victoria, P.O. Box 3065, STN CSC, Victoria, BC, Canada.
PMID: 22397706 DOI: 10.1021/ol300243b
Abstract

A synthetic route to produce a new family of trisulfonated calix[4]arenes bearing a single group, selectively introduced, that lines the binding pocket is reported. Ten examples, including new sulfonamide and biphenyl-substituted hosts, each with additional binding elements, demonstrate the tuning of guest affinities and selectivities. NMR titrations in phosphate-buffered water show that one of the new hosts binds to the modified amino acid trimethyllysine with the highest affinity and selectivity observed to date.

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