The Mass Spectrometry society of Japan - The 68th Annual Conference on Mass Spectrometry, Japan

Abstract

Oral Sessions

Day 3, May 21(Fri.) 15:25-15:45 Room D (Zoom)

Chiral Discrimination of DL-Amino Acids by Ion Mobility Spectrometry

(1Univ. Shizuoka, 2OIST)
oYuri Amano1, Eiji Sugiyama1, Yoshiteru Iinuma2, Hajime Mizuno1, Kenichiro Todoroki1

The levels of D-amino acids are known to be associated with various diseases and a rapid analytical method for such enantiomer is beneficial for the screening or elucidation of pathological conditions. Ion mobility spectrometry (IMS) is capable of fast separation of ions with the same mass-to-charge ratio in the gas phase. Recently, a method is reported for the simultaneous separation of DL-amino acids using (+)-1-(9-fluorenyl)ethyl chloroformate (FLEC) as a derivatization reagent and IMS-MS.1). However, not all amino acid enantiomers were separated by IMS-MS, and the chemical structure suitable for the IMS separation remains unclear. In this study, we compared four chiral derivatizing reagents for four amino acids (asparagine, aspartic acid, 2,4-diaminobutyric acid and cysteine) and investigated resolution of each pair of diastereomers in traveling wave IMS. All the DL-amino acids were resolved by selecting an appropriate derivatization method and an ion form. In addition, we found that (S)-2,5-dioxopyrrolidin-1-yl-1-(4,6-dimethoxy-1,3,5-triazin-2-yl)pyrrolidine-2-carboxylate as well as FLEC is better suited for discriminating amino acid enantiomers. Our data is essential step towards the efficient selection or design of enantioseparation for DL-amino acids using IMS-MS.