CORRELATION OF STRUCTURE AND RETENTION BEHAVIOR IN REVERSED-PHASE HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY .2. METHIONINE ENKEPHALIN-RELATED GLYCOCONJUGATES

Reversed-phase high-performance liquid chromatographic elution data fo r methionine-enkephalin-related glycoconjugates were analysed as a fun ction of the identity and position of the sugar-peptide linkage. It wa s shown that binding to the column could be correlated with the degree of sugar moiety protection. Replacement of either the phenylalanine o r methionine residue in the peptide backbone of the glycoconjugates wi th its D-enantiomer leads to a considerably stronger retention on a re versed-phase column. The dependence of retention times on the methanol concentration in the mobile phase suggested that, under the condition s studied, there are different retention mechanisms for glycopeptides containing unprotected sugar moieties in the molecule.