Resolution of optical isomers of Dns-amino acids by high-performance liquid chromatography with l-histidine and its derivatives in the mobile phase
作者： Stanley Lam , Arthur Karmen
DOI: 10.1016/S0021-9673(00)82002-6
关键词: Ternary complex 、 Side chain 、 Copper 、 Chemistry 、 Stereoselectivity 、 High-performance liquid chromatography 、 Stereochemistry 、 Enantiomer 、 Histidine 、 Amino acid 、 Chromatography
摘要: Abstract This paper describes our continuing work in resolving the optical isomers of Dns-amino acids by high-performance liquid chromatography with mixed chelate complexation. Addition copper(II) complexes l -histidine to mobile phase resulted resolution many d - and -Dns-amino acids, including those aliphatic, polar aromatic substituents. With substituents, highly selective incorporation -enantiomer into ternary complex increased retention on column was observed. The reverse occurred amino aliphatic side chains; -isomers were incorporated preferentially. substituted pH dependent. Substitution methyl ester dramatically reduced stereoselectivity, although still resolved. Copper(II) N-acetyl- used gave no stereoselectivity. Excellent separations achieved several these systems. Many pairs could be separated same chromatographic analysis.
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