Concentration of sodium ion as the determining factor for the association of dansyl amino acids with the teicoplanin molecule in reversed-phase liquid chromatography.
The mechanism of the binding of D,L dansyl amino acids to teicoplanin was investigated. Na+ was used as an indicator of the interactions between the solutes and teicoplanin. The number (n) of sodium ions, Na+, excluded from the solute-teicoplanin interface when analyte transfer occurred was determined. A thermodynamic study and enthalpy-entropy compensation were performed to further explore the interaction mechanism. From these results, it was shown that teicoplanin was balanced between 2 conformational states characterized by distinct enantioselective properties. This approach indicates that liquid chromatography (LC) is a useful tool to extract physicochemical and molecular information from retention data. Thus, LC can be used as a complementary technique with the conventional techniques of molecular interaction analysis.
Laboratoire de Chimie Analytique, Faculté de Médecine et de Pharmacie, Equipe des Sciences Séparatives et Biopharmaceutiques (2SB) Place St-Jacques, 25030 Besançon Cedex, France.
Lhassane
L
Ismaili
Tong Than
TT
Truong
Claire
C
André
Mireille
M
Thomassin
Jean-Louis
JL
Mozer
Jean-Francois
JF
Robert
Alain
A
Xicluna
Bernard
B
Refouvelet
Joelle
J
Millet
Laurence
L
Nicod
Yves-Claude
YC
Guillaume
D000465:Algorithms; D000596:Amino Acids / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000737:chemistry*; D002853:Chromatography, Liquid; D003619:Dansyl Compounds / Q000737:chemistry*; D007202:Indicators and Reagents; D012964:Sodium / Q000737:chemistry*; D013237:Stereoisomerism; D017334:Teicoplanin / Q000737:chemistry*; D013816:Thermodynamics
D000596:Amino Acids; D000900:Anti-Bacterial Agents; D003619:Dansyl Compounds; D007202:Indicators and Reagents; D017334:Teicoplanin; D012964:Sodium