E. Loza et al., ENANTIOMERIC ENRICHMENT OF PARTIALLY RESOLVED 4-HYDROXY-2-CARBOXYMETHYLCYCLOPENTANONE DERIVATIVES BY ACHIRAL PHASE CHROMATOGRAPHY, Journal of chromatography, 708(2), 1995, pp. 231-243
Citations number
23
Categorie Soggetti
Chemistry Analytical","Biochemical Research Methods
Enantiomeric purity of the chromatographic peaks of partially resolved
(R)-4-hydroxy-2-carboxymethyl-2-cyclopentenone (4), 4-hydroxy-2-metho
xycarbonylmethyl-2-cyclopentenone (2), (S)-4-benzoyloxy-2-carboxymethy
l-2-cyclopentenone (5), (R)-4-methoxy-2-carboxymethyl-2-cyclopentenone
(6), 4-methoxy-2-methoxycarbonylmethyl-2-cyclopentenone (7) and (-)-5
-oxa-6-oxoprostaglandin E(1) C(15) epimers (1A) and (1B) in achiral no
rmal-phase chromatography on silica gel is dependent on the fraction w
hich is being examined. The mentioned substances exhibit an enantiomer
enrichment at the beginning of the chromatographic peak and a gradual
depletion in the following parts. The observed enantiomer enrichment
effect can be explained by a mechanistic concept which assumes a prefe
rred association between the antipodes of the solute.