Determination of the basicity of Mannich ketones by capillary electrophoresis.
Capillary electrophoretic (CE) method to characterise Mannich ketones (MKs) containing morpholine moiety was developed. Basicity (pKa,exp) of the MKs was characterised by measured data derived from the electrophoretic mobility values obtained in the CE separation. The MKs were found to be weaker bases than the parent morpholine molecule itself and the experimentally determined basicity values proved to be dependent on the chemical structure of the MKs. Since the basicity of the MKs has an influence on their reactivity and biological activity it seems to be useful to determine experimentally the pKa,exp values of the newly synthesised compounds to support rational drug design or screening of the molecule libraries.
Dobos
Zs
Z
Peptidbiochemical Research Group, Hungarian Academy of Sciences and Semmelweis University, Department of Medical Chemistry, Molecular Biology and Pathobiochemistry, Semmelweis Medical University, Puskin u. 9., H-1088, Budapest, Hungary.
Lóránd
T
T
Hollósy
F
F
Hallgas
B
B
Eros
D
D
Mészáros
Gy
G
Kéri
Gy
G
Idei
M
M
D019075:Electrophoresis, Capillary / Q000379:methods*; D006863:Hydrogen-Ion Concentration; D007659:Ketones / Q000737:chemistry*
D007659:Ketones