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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

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Abstract

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.

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Acknowledgments

The authors are thankful to the Ministry of Human Resources Development, Government of India, New Delhi, for the award of a research assistantship (to C.A.) and to the Alexander von Humboldt Foundation, Bonn, Germany, for donating Knauer HPLC equipment and award of a fellowship (to R.B.)

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Correspondence to Ravi Bhushan.

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Bhushan, R., Agarwal, C. 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. Amino Acids 39, 549–554 (2010). https://doi.org/10.1007/s00726-010-0472-z

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  • DOI: https://doi.org/10.1007/s00726-010-0472-z

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