6533b861fe1ef96bd12c56d8
RESEARCH PRODUCT
Chromatographic quantitation of the hydrophobicity of ionic compounds by the use of micellar mobile phases
M.j. Medina-hernándezRosa María Villanueva-camañasJ.m. Sanchis-mallolsLaura Escuder-gilabertSalvador Sagradosubject
chemistry.chemical_classificationChromatographyChemistryOrganic ChemistryIonic bondingBiological activityGeneral MedicineBiochemistryMicellar electrokinetic chromatographyAnalytical ChemistryAmino acidPartition coefficientchemistry.chemical_compoundMicellar liquid chromatographyIonic compoundDerivatizationdescription
Abstract Many biologically active compounds of interest in structure–activity relationships are ionic at physiological pH. However, ionic organic compounds are only weakly or not retained in conventional RPLC which impedes the chromatographic estimation of their hydrophobicity and the development of quantitative retention–activity relationship studies. The use of micellar mobile phases allows the retention of ionic compounds. Hydrophobic and electrostatic forces govern the retention of ionic compounds in micellar liquid chromatography. In this paper three different retention models log k–log P for ionic compounds are tested (P=partition coefficient). The retention model (log k=a log P+bα+c) which includes the hydrophobicity and the molar total charge of compound at a given pH value has proven to be valid for all types of compounds tested, catecholamines, local anesthetics, diuretics and o-phthalaldehyde–N-acetyl- l -cysteine amino acid derivatives.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1998-10-01 | Journal of Chromatography A |