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Efficient enantiomeric analysis of primary amines and amino alcohols by high-performance liquid chromatography with precolumn derivatization using novel chiral SH-reagent N-(R)-mandelyl-(S)-cysteineстатья
Статья опубликована в высокорейтинговом журнале
Информация о цитировании статьи получена из
Web of Science,
Scopus
Статья опубликована в журнале из списка Web of Science и/или Scopus
Дата последнего поиска статьи во внешних источниках: 18 июля 2013 г.
- Авторы: Guranda D.T., Kudryavtsev P.A., Khimiuk A.Y., Svedas V.K.
- Журнал: Journal of Chromatography A
- Том: 1095
- Номер: 1-2
- Год издания: 2005
- Издательство: Elsevier BV
- Местоположение издательства: Netherlands
- Первая страница: 89
- Последняя страница: 93
- DOI: 10.1016/j.chroma.2005.07.125
- Аннотация: Novel N-acylated-(S)-cysteine derivative — N-(R)-mandelyl-(S)-cysteine (R-NMC), containing additional chiral center, aromatic and polar α-substituents in contrast to the traditionally used enantiomerically pure thiols, has been demonstrated to be an efficient SH-reagent for enantiomeric HPLC analysis of primary nonfunctionalized amines and amino alcohols after precolumn derivatization with o-phthalaldehyde. The R-NMC-derived isoindoles as well as adducts formed using traditional SH-reagents had a characteristic absorption maximum at 340 nm with a molar absorbance 6000 M−1 cm−1, were stable during the HPLC-analysis and highly fluorescent allowing to detect 1 fmol of amino compound. Using diastereomeric R-NMC all tested amino alcohols were resolved effectively as well as nonfunctionalized amines, some of which were not resolved by a direct method on a chiral phase. Applying traditional enantiomeric N-acetyl-(S)-cysteine (NAC) only some isoindoles formed by aliphatic amino alcohols have been separated satisfactorily. The enhanced selectivity for R-NMC-derived isomers has been achieved, obviously, due to the involvement of the substituents at an extra chiral center into additional intramolecular interactions.
- Добавил в систему: Швядас Витаутас-Юозапас Каятоно