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Enantiomeric separation of dansyl amino acids using macrocyclic antibiotics as chiral mobile phase additives by narrow‐bore high‐performance liquid chromatography
Author(s) -
Sharp V. Scott,
Letts Maureen N.,
Risley Donald S.,
Rose John P.
Publication year - 2004
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20002
Subject(s) - chemistry , enantiomer , chromatography , chiral stationary phase , high performance liquid chromatography , phase (matter) , chiral derivatizing agent , amino acid , chiral column chromatography , organic chemistry , biochemistry
Seven macrocyclic antibiotics were evaluated as chiral selectors for the enantiomeric separation of 11 dansyl amino acids using narrow‐bore high‐performance liquid chromatography (HPLC). The macrocyclic antibiotics were incorporated as mobile phase additives to determine the enantioselective effects on the chiral analytes. The resolution and capacity factor (k′) of each analyte were assessed while varying the structure of macrocyclic antibiotic and the mobile phase buffer pH. The selectivity of the chiral selectors was measured as a function of changes in these parameters. All 11 dansyl amino acids were separated by at least one of the chiral selectors. Three‐dimensional computer modeling of the more effective chiral selectors illustrated the importance of macrocyclic antibiotic structure concerning stereospecific analyte interaction. Chirality 16:153–161, 2004. © 2004 Wiley‐Liss, Inc.