Streptavidin chiral stationary phase for the separation of adenosine enantiomers.
In this paper, a microbore column packed with streptavidin particles was used, at various temperatures (0-24 degrees C), to separate the adenosine enantiomers by HPLC. Using an aqueous mobile phase, the apparent enantioseparation was high for a small molecule, varying from 11.5 at 0 degrees C to 6.2 at 24 degrees C. From the experiments carried out with a streptavidin-biotin complex stationary phase, it was demonstrated that the blockage of the biotin sites of the immobilized streptavidin was responsible for a strong decrease in the enantioselectivity via a direct and/or an indirect effect. From the analysis of the concentration dependencies of the solute retention factor, it was also shown that a reduction of the D-adenosine specific binding sites occurred at the lowest temperature. The thermodynamic parameters determined from the van't Hoff plots indicated that the D-adenosine binding to the streptavidin specific sites was enthalpically driven.
Ravelet
Corinne
C
Département de Pharmacochimie Moléculaire UMR 5063 CNRS-UJF, Equipe de Chimie Analytique, Université Joseph Fourier, ICMG FR 2607, UFR de Pharmacie de Grenoble, Avenue de Verdun, 38240 Meylan, France.
Michaud
Michael
M
Ravel
Anne
A
Grosset
Catherine
C
Villet
Annick
A
Peyrin
Eric
E
D000241:Adenosine / Q000737:chemistry / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid / Q000295:instrumentation*; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism; D019809:Streptavidin / Q000737:chemistry*; D013696:Temperature; D013816:Thermodynamics
D019809:Streptavidin; D000241:Adenosine