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Updated: Feb 8, 2026
Post Column Derivatization Using Reaction Flow High Performance Liquid Chromatography Columns
Published on: April 26, 2016
Chiral gas chromatography of 2,5-diketopiperazines following a ring-opening derivatization method for complete
Koichi Mimura1, Riku Okada1, Tamihito Nishida1
1Department of Earth and Environmental Sciences, Graduate School of Environmental Studies, Nagoya University, Nagoya 464-8601, Japan.
Abstract:
2,5-Diketopiperazines (DKPs) are widely recognized as chiral molecules with great potential in medicinal chemistry. Complete separation of DKP stereoisomers is very important for efficiently investigating the chemical characteristics of DKPs. The combination of esterification and acylation caused the enantiomers of cyclo(d-Ala-d-Ala) and cyclo(l-Ala-l-Ala) to ring-open and generate their dipeptide derivatives. These derivatives were completely separated by chiral gas chromatography (GC), and the determined isomer ratios were the same as the original isomer ratios. The derivatization also caused the ring-opening of cyclo(l-Asp-l-Phe) and cyclo(l-Met-l-Pro), and their derivatives were determined by the chiral GC method. The present study is the first report of the complete separation of cis-DKPs using chiral GC. This separation procedure can substantially contribute to the development of the chemistry of chiral DKPs.
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