A chromatographic approach to analyze dansyl amino acid-HP-beta-CD association using macrocyclic antibiotic as the stationary phase.
The retention mechanism for a series of D,L-dansyl amino acids in high-performance liquid chromatography is investigated using a teicoplanin stationary phase and hydroxypropyl-beta-cyclodextrin (HP-beta-CD) as the mobile phase additive (0-16mM). A theoretical treatment is developed to determine the HP-beta-CD influence on the equilibrium between the teicoplanin phase and the aqueous medium, respectively. From the experimental data, the association constants of the D,L-dansyl amino acids-HP-beta-CD inclusion complexes are determined and discussed in relation to the enantiomer structure. A thermodynamic study confirms that both the retention and complexation mechanisms are independent of the dansyl amino acid molecular structure and its absolute carbon configuration.
André
C
C
Laboratoire de Chimie Analytique, Faculté de Médecine et de Pharmacie, Place Saint-Jacques, 25030 Besançon cedex, France.
Thomassin
M
M
Truong
T T
TT
Robert
J F
JF
Guillaume
Y C
YC
D000596:Amino Acids / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000737:chemistry*; D003619:Dansyl Compounds / Q000737:chemistry*; D017334:Teicoplanin / Q000737:chemistry; D013696:Temperature; D013816:Thermodynamics
D000596:Amino Acids; D000900:Anti-Bacterial Agents; D003619:Dansyl Compounds; D017334:Teicoplanin