Published: Journal of Chromatographic Science, Volume 33, Number 5, May 1995, pp. 229-235.
HPLC Separation of Enantiomers of Amino Acids and Amino Alcohols
on Ionically Bonded Chiral Stationary Phases Consisting of Cyanuric Chloride
with Amino Acid and Dialkylamine Substituents
Chia-Chong Chen and Ching-Erh Lin
Six silica-based, ionically bonded, chiral stationary phases consisting of cyanuric chloride with substituents (an L-amino acid and a dialkylamine) are prepared. These phases allow the recognition and separation of enantiomers of both methyl esters of N-(3,5-dinitrobenzoyl)-amino acids and N-(3,5-dinitrobenzoyl)-amino alcohols by high-performance liquid chromatography. Generally, amino acids are separated more effectively than amino alcohols. A mechanism for chiral recognition with a liquid chromatograph is discussed. The present results provide further evidence to support the previously proposed model of chiral recognition.
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