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Enantiomeric separation of acidic compounds by nano‐liquid chromatography with methylated‐β‐cyclodextrin as a mobile phase additive
Author(s) -
Rocco Anna,
Fanali Salvatore
Publication year - 2009
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/jssc.200800667
Subject(s) - enantiomer , cyclodextrin , chemistry , chromatography , high performance liquid chromatography , nano , phase (matter) , organic chemistry , chemical engineering , engineering
Some racemic nonsteroidal anti‐inflammatory drugs, namely naproxen, indoprofen, ketoprofen, flurbiprofen, carprofen, cicloprofen, flunoxaprofen and suprofen were separated into their enantiomers by nano‐LC. Chiral recognition was achieved adding to the mobile phase heptakis (2,3,6‐tri‐ O ‐methyl)‐β‐cyclodextrin (TM‐β‐CD). Capillary columns of 100 μm id, packed with different RP particles were used for experiments. Effect of experimental parameters such as mobile phase composition, stationary phase type and length of packed capillary column on retention factor and chiral resolution of analytes were studied. The stationary phase type played a very important role in the enantiorecognition process. Best results in terms of highest enantioresolution factor and largest number of separated enantiomers were obtained reducing the particles size to 3 μm with RP 18 stationary phase. Most favourable mobile phase for enantiodiscrimination was obtained using relatively low concentrations of ACN (30%, v/v), 30 mM of TM‐β‐CD and pH value of 3.0. The retention time of all studied enantiomers decreased by increasing the CD derivative concentration. The retention factors of selected studied compounds, specifically flurbiprofen, naproxen and suprofen, were measured employing TM‐β‐CD concentrations in the range 0–40 mM. Assuming a 1:1 enantiomer/CD ratio, the apparent association constants of the studied enantiomers were calculated.