Determination of enantiomers of histidine, arginine and other amino acids by HPLC of their diastereomeric N-ethoxycarbonyldipeptides.
Oxazolones and symmetrical anhydrides react efficiently with amino acids if the aqueous solvent includes a high proportion of dimethylformamide, the temperature is not lowered and sodium carbonate is used for neutralizing the amino acids. Subsequent separation of the diastereomeric products by high-performance liquid chromatography on a C-18 column provides a simple method for determining enantiomers. The symmetrical anhydrides of N-ethoxycarbonylvaline and phenyl-alanine are reagents suitable for determining enantiomers. Enantiomers of arginine and histidine in a mixture of amino acids can be determined if the products of the reaction are first fractionated by a simple extraction.
Benoiton
N L
NL
University of Ottawa, ON, Canada.
Lee
Y C
YC
Steinauer
R
R
D000596:Amino Acids / Q000032:analysis*; D001120:Arginine / Q000032:analysis; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D006639:Histidine / Q000032:analysis; D010649:Phenylalanine / Q000031:analogs & derivatives; D013237:Stereoisomerism; D014633:Valine / Q000031:analogs & derivatives
D000596:Amino Acids; D010649:Phenylalanine; D006639:Histidine; D001120:Arginine; D014633:Valine