Chiral separation of<i>N</i>‐methyl‐<scp>dl</scp>‐aspartic acid in rat brain tissue as<i>N</i>‐ethoxycarbonylated (<i>S</i>)‐(+)‐2‐octyl ester derivatives by GC‐MS

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  • Duc‐Toan Nguyen
    Department of Molecular Science and Technology Ajou University Suwon 443‐721 Republic of Korea
  • Kyoung‐Rae Kim
    College of Pharmacy Sungkyunkwan University Suwon 440‐746 Republic of Korea
  • Gwang Lee
    Department of Molecular Science and Technology Ajou University Suwon 443‐721 Republic of Korea
  • Man‐Jeong Paik
    Department of Molecular Science and Technology Ajou University Suwon 443‐721 Republic of Korea

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<jats:title>ABSTRACT</jats:title><jats:p>A selective and sensitive analytical method was developed for enantiomeric separation and determination of<jats:italic>N</jats:italic>‐methyl‐DL‐aspartic acid (NMA). The method involved the conversion of each enantiomer into<jats:italic>N</jats:italic>‐ethoxycarbonylated (<jats:italic>S</jats:italic>)‐(+)‐2‐octyl ester derivative for the direct separation by gas chromatography–mass spectrometry (GC‐MS). The diastereomeric derivatives showed characteristic mass spectral properties for analysis by selected ion monitoring mode (SIM) and enabling enantioseparation on an achiral capillary column. Two enantiomers were baseline separated, and the detection limits for<jats:italic>N</jats:italic>‐methyl‐L‐aspartic acid (NMLA) and<jats:italic>N</jats:italic>‐methyl‐D‐aspartic acid (NMDA) were 0.07 and 0.03 ng/g, respectively. When applied to rat brain tissues for absolute configuration of NMA, only NMDA was determined, while NMLA was monitored as lower than the limit of detection. Copyright © 2012 John Wiley & Sons, Ltd.</jats:p>

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