Abstract
A systematic study was carried out to investigate enantiomeric separations of fluorenylmethoxycarbonyl (FMOC) amino acids and their peptides. Twenty amino acids were derivatized by 9-fluorenylmethyl chloroformate (FMOC-Cl) and its analogues, FMOC-glycyl-Cl and FMOC-β-alanyl-Cl. All derivatives were chromatographed on native β- and γ-cyclodextrin columns using acetonitrile as the main mobile phase component. The results indicated that glycyl and β-alanyl groups between FMOC and amino acid moieties enhanced chiral selectivities of amino acid derivatives. The addition of modifiers, triethylamine, acetic acid and methanol, into the mobile phase caused alterations in retention, enantiorecognition and elution order. The structures of amino acids and the type of chiral stationary phase employed exhibited significant impacts on chiral resolutions. It is also found that the number and position of glycyl moieties affect the retentions and enantioselectivities of FMOC derivatized glycyl containing peptides.
Recommended Citation
Y. Tang et al., "Investigation on Enantiomeric Separations of Fluorenylmethoxycarbonyl Amino Acids and Peptides by High-Performance Liquid Chromatography using Native Cyclodextrins as Chiral Stationary Phases," Journal of Chromatography A, vol. 743, no. 2, pp. 261 - 271, Elsevier, Sep 1996.
The definitive version is available at https://doi.org/10.1016/0021-9673(96)00302-0
Department(s)
Chemistry
Keywords and Phrases
Amino acids, FMOC derivatives; Chiral stationary phases, LC; Cyclodextrin-based stationary phases; Enantiomer separation
International Standard Serial Number (ISSN)
0021-9673
Document Type
Article - Journal
Document Version
Citation
File Type
text
Language(s)
English
Rights
© 2024 Elsevier, All rights reserved.
Publication Date
06 Sep 1996
PubMed ID
8843658
