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

Autor: Daze KD; Department of Chemistry, University of Victoria, P.O. Box 3065, STN CSC, Victoria, BC, Canada., Ma MC, Pineux F, Hof F
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2012 Mar 16; Vol. 14 (6), pp. 1512-5. Date of Electronic Publication: 2012 Mar 07.
DOI: 10.1021/ol300243b
Abstrakt: 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.
Databáze: MEDLINE