Complete Conformational Switching in a Calcium Ionophore

Morton Raban, Darlene L. Burch, Edwin R. Hortelano, David Durocher, Daniel Kost

Research output: Contribution to journalArticlepeer-review

22 Scopus citations


A new, conformationally mobile, ether-amide, calcium ionophore, 1(S,R),2(S,R),4(R,S)-4-Methyl-1,2-bis((N,N-dipropylcarbamyl)methoxy)cyclohexane, is described. The changes in the conformation of the ionophore were monitored by 1H and 13C NMR spectroscopy at room temperature and at low temperature (−90 °C). Examination of conformational effects on NMR spectra allowed a direct determination of 2:1 ionophore-to-cation stoichiometry and facilitated the measurement of the association constant. Conformational monitoring of the difference in complexing ability at room temperature and at −90 °C demonstrated that complexation was more pronounced at room temperature. Less effective complexation was demonstrated for magnesium and potassium ions.

Original languageEnglish
Pages (from-to)1283-1287
Number of pages5
JournalJournal of Organic Chemistry
Issue number6
StatePublished - 1 Mar 1994

ASJC Scopus subject areas

  • Organic Chemistry


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