Determination of the absolute configuration of selenomethionine from antarctic krill by RP-HPLC/ICP-MS using chiral derivatization agents.
A fast and sensitive method was developed for the determination of the absolute configuration of selenomethionine. The enantiomers of selenomethionine were converted into diastereomeric isoindole derivatives by reaction with o-phthaldialdehyde and N-isobutyryl-L-cysteine. This easy-to-handle reaction proceeds quantitatively in a few minutes at room temperature. Separation and detection of the diastereomers was achieved by reversed-phase high-performance liquid chromatography-inductively coupled plasma-mass spectrometry (RP-HPLC/ICP-MS) using a conventional C18 reversed-phase column. Detection limits of about 4 microg L(-1) were obtained. The method was applied to the determination of the configuration of selenomethionine extracted from antarctic krill, which turned out to possess the L-configuration.
Bergmann
Jan
J
GKSS Research Center Geesthacht, Institute for Coastal Research, Max-Planck Strasse, 21502 Geesthacht, Germany.
Lassen
Stephan
S
Prange
Andreas
A
D000818:Animals; D000864:Antarctic Regions; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D003545:Cysteine / Q000031:analogs & derivatives* / Q000737:chemistry*; D033201:Euphausiacea / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry; D013058:Mass Spectrometry / Q000379:methods; D015394:Molecular Structure; D012645:Selenomethionine / Q000032:analysis* / Q000737:chemistry*; D013237:Stereoisomerism; D009764:o-Phthalaldehyde / Q000737:chemistry*
D007211:Indoles; C096972:N-isobutyrylcysteine; D009764:o-Phthalaldehyde; D012645:Selenomethionine; D003545:Cysteine