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Enantiomeric analysis of amino acids by using comprehensive two‐dimensional gas chromatography
Author(s) -
Junge Melanie,
Huegel Helmut,
Marriott Philip J.
Publication year - 2007
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20371
Subject(s) - chemistry , enantioselective synthesis , chromatography , enantiomer , chloroformate , chiral column chromatography , alanine , two dimensional chromatography , leucine , gas chromatography , valine , amino acid , organic chemistry , biochemistry , catalysis
The chiral separation of amino acids (AA) derivatised with ethyl chloroformate by using comprehensive two‐dimensional gas chromatography is reported. A commercially available enantioselective capillary column (Chirasil‐l‐Val) has been tested as first‐dimension column. Two nonenantioselective stationary phases (BPX50 and BP1) with different column lengths were combined with the enantioselective column, which represent chiral/polar and chiral/low‐polarity column sets, respectively. These column sets were evaluated to determine the most useful column combination to provide improved separation efficiency of enantioselective AA analysis. Separations of AA mixtures derivatised either as their N ‐trifluoroacetyl methyl esters or with methyl chloroformate, performed on a chiral/low‐polarity column set, are also shown. The method was demonstrated for chiral analysis of AAs in different beer samples. The major AA in the beer samples was proline with amounts ranging from around 65–95% with minor contents of glycine and the l‐enantiomers of alanine, valine, leucine, and isoleucine. Small amounts of d‐alanine, at about 1, 1.5, and 15% were detected in the three samples. Chirality, 2007. © 2007 Wiley‐Liss, Inc.