Application of (S)-N-(4-Nitrophenoxycarbonyl) phenylalanine methoxyethyl ester as a chiral derivatizing reagent for reversed-phase high-performance liquid chromatographic separation of diastereomers of amino alcohols, non-protein amino acids, and PenA.
Indirect enantioresolution of 15 primary and secondary amino group containing compounds (amino alcohols, non-protein amino acids, PenA) was done using the reagent (S)-N-(4-Nitrophenoxycarbonyl) phenylalanine methoxyethyl ester [(S)-NIFE] by reversed-phase high-performance liquid chromatography. The diastereomeric derivatives were analyzed under reversed-phase conditions using linear gradient. The detection was at 205 nm and sharp peaks were obtained. The reagent used is comparatively economic than the other derivatizing reagents. Method validation was also done.
Bhushan
Ravi
R
Department of Chemistry, Indian Institute of Technology, Roorkee, 247667, India. rbushfcy@iitr.ernet.in
Agarwal
Charu
C
D000596:Amino Acids / Q000032:analysis / Q000302:isolation & purification*; D000605:Amino Alcohols / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D056148:Chromatography, Reverse-Phase / Q000379:methods*; D007202:Indicators and Reagents; D009574:Nitro Compounds / Q000737:chemistry*; D010396:Penicillamine / Q000031:analogs & derivatives / Q000302:isolation & purification*; D013237:Stereoisomerism
D000596:Amino Acids; D000605:Amino Alcohols; D007202:Indicators and Reagents; C467080:N-(4-nitrophenoxycarbonyl)phenylalanine methoxyethyl ester; D009574:Nitro Compounds; D010396:Penicillamine