6533b830fe1ef96bd1297b87

RESEARCH PRODUCT

Correlation between hydrophobicity of amino acids and retention data in reversed-phase liquid chromatography with micellar eluents

M. Catalá-icardoM.c. García-alvarez-coqueM.j. Medina-hernández

subject

chemistry.chemical_classificationChromatographyChemistryOrganic ChemistryClinical BiochemistrySubstituentReversed-phase chromatographyBiochemistryAnalytical ChemistryAmino acidPartition coefficientHydrophobic effectchemistry.chemical_compoundMicellar liquid chromatographyGlycineHydrophobicity scales

description

Hydrophobic character is usually expressed in terms of the partition coefficient in 1-octanol-water (log PO/W). However, measurement of this coefficient is often problematic. Retention in micellar liquid chromatography is mainly due to hydrophobic interactions and can also be used as an index of hydrophobicity. A hydrophobicity scale was established with retention data foro-phthalaldehyde (OPA)-N-acetyl-L-cysteine (NAC) amino acid derivatives, using the glycine derivative as reference. Since the OPA-NAC derivatives only differ in the nature of R1 in the amino acid (R1CH(COOH)NH2), in the absence of electrostatic interactions the hydrophobic character of the substituent was responsible for retention. Linear relationships were obtained between log of the ratiok′ of amino acid derivatives:k′ of the glycine derivative for a given mobile phase, and logP O/W for the R1 substituent. Good correlations were also found for phenylthiohydantoin amino acid derivatives.

yearjournalcountryeditionlanguage
1995-10-01Chromatographia
https://doi.org/10.1007/bf02688068