GC separation of amino acid enantiomers via derivatization with heptafluorobutyl chloroformate and Chirasil-L-Val column

✍ Scribed by Helena Zahradníčková; Petr Hušek; Petr Šimek

• Publisher: John Wiley and Sons
• Year: 2009
• Tongue: English
• Weight: 158 KB
• Volume: 32
• Category: Article
• ISSN: 1615-9306
• DOI: 10.1002/jssc.200900400

✦ Synopsis

Abstract

Heptafluorobutyl chloroformate (HFBCF), a recently introduced derivatization reagent, was examined in enantioseparation of amino acids (AAs) by GC. Twenty proteinogenic AAs, plus ornithine, cystine and 4‐fluorophenylalanine (internal standard) were treated with the reagent and separation properties of the derivatives were assessed on a Chirasil‐Val capillary column. Nineteen AA enantiomers were efficiently separated in 43 min except proline, arginine and cystine. The HFBCF derivatives of the studied DL‐AAs show improved separation over other chloroformate‐based derivatives hitherto reported. A combination of the improved and faster separation with a simple derivatization protocol, involving an immediate one‐step reaction–extraction in two‐phase aqueous‐organic medium, and low elution temperatures extend application of HFBCF to chiral AA analysis.