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- W2018664151 abstract "Selectively derivatized amide-terminated amino acids were separated by micellar electrokinetic capillary chromatography (MECC). The amides were selectively derivatized by deactivating all primary amines in the sample mixture by acetylation, converting the amides to primary amines by Hofmann rearrangement, and tagging the resultant amines with fluorescein isothiocyanate (FITC). The fluorescent amide derivatives were detected by confocal laser-induced fluorescence. The use of the MECC mode was mandated by very similar charge and size characteristics of the derivatized amides. Separation of 11 amino acid amides was carried out in bare fused silica capillaries in 10 mM borate and 90 mM sodium dodecyl sulfate buffer in under 15 min. Analysis of dispersion and mobility behavior suggests that hydrophobicity is the primary determinant of micelle/buffer partitioning, and, therefore, mobility; relative hydrophobicity based on values for amino acids is an adequate predictor of elution order for derivatives without charged side-chains. Selectivity of the reaction was estimated to be as great as 100, perhaps greater; the estimation was limited by ability of FITC to derivatize at low concentrations. Rearrangement reaction yields and kinetics were found by NMR spectroscopy to depend on side-chain identity. Yields were 80–100% for the rearrangement, and half-lives were 10–30 min for 100 mM solutions of several representative amino acid amides. Reaction products were not purified, for the sake of simplicity, and a number of impurity peaks appeared in the electropherograms. Because of the high efficiency of the separation (optimal plate heights below 2 μm), resolution was usually adequate to mitigate this potential problem." @default.
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- W2018664151 title "Selective fluorescence derivatization and capillary electrophoretic separation of amidated amino acids" @default.
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- W2018664151 doi "https://doi.org/10.1016/s0021-9673(98)00993-5" @default.
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