TY - JOUR
T1 - Complete Conformational Switching in a Calcium Ionophore
AU - Raban, Morton
AU - Burch, Darlene L.
AU - Hortelano, Edwin R.
AU - Durocher, David
AU - Kost, Daniel
PY - 1994/3/1
Y1 - 1994/3/1
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=0028215057&partnerID=8YFLogxK
U2 - 10.1021/jo00085a014
DO - 10.1021/jo00085a014
M3 - Article
AN - SCOPUS:0028215057
SN - 0022-3263
VL - 59
SP - 1283
EP - 1287
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 6
ER -