Determination of enantiomeric excess for 2,3-dihydroxy-3-phenylpropionate compounds by capillary electrophoresis using hydroxypropyl-beta-cyclodextrin as chiral selector.
A new capillary zone electrophoresis (CZE) method was developed to separate three chiral 2,3-dihydroxy-3-phenylpropionate enantiomers using neutral hydroxypropyl-beta-CD (HP-beta-CD) as chiral selector and borate as background electrolyte. The results showed that HP-beta-CD exhibited good enantioselectivity and high resolution was achieved under the optimum condition of pH 10.3, 200 mM borate buffer containing 6% methanol and 50 mM HP-beta-CD at 15 kV and 20 degrees C within 16 min. The precision of the method was <0.9% for migration time and 4.5% for corrected peak area. In addition, the developed method was successfully applied to the determination of enantiomeric excess (ee) of synthetic 2,3-dihydroxy-3-phenylpropionate samples. With this method, low as 0.2% impurity of the undesirable enantiomer in the presence of high amount of target enantiomer was determined. The results demonstrated that the proposed CZE method is a simple and useful technique and is applicable to ee assay of 2,3-dihydroxy-3-phenylpropionate enantiomers.
Zhao
Yan
Y
Department of Chemistry, Fourth Military Medical University, Xi'an 710032, China.
Yang
Xing-Bin
XB
Wang
Qiao-Feng
QF
Nan
Peng-Juan
PJ
Jin
Ying
Y
Zhang
Sheng-Yong
SY
D000073738:2-Hydroxypropyl-beta-cyclodextrin; D001888:Boric Acids; D002021:Buffers; D019075:Electrophoresis, Capillary / Q000379:methods*; D006863:Hydrogen-Ion Concentration; D000432:Methanol; D010666:Phenylpropionates / Q000737:chemistry* / Q000302:isolation & purification*; D013237:Stereoisomerism; D047392:beta-Cyclodextrins
D001888:Boric Acids; D002021:Buffers; D010666:Phenylpropionates; D047392:beta-Cyclodextrins; D000073738:2-Hydroxypropyl-beta-cyclodextrin; C032688:boric acid; D000432:Methanol