Journal
ARCHIVES OF PHARMACAL RESEARCH
Volume 30, Issue 5, Pages 659-664Publisher
PHARMACEUTICAL SOC KOREA
DOI: 10.1007/BF02977663
Keywords
chiral stationary phase; enantiomer separation; N-fluorenylmethoxy-carbonyl alpha-amino acids
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The liquid chromatographic enantiomer separation of N-fluorenylmethoxycarbonyl (FMOC) protected a-amino acids was performed on nine polysaccharide-derived chiral stationary phases (CSPs). The cellulose derived coated CSPs, Chiralcel OD-H (separation factor = 1.09-2.70) and Chiralcel OD (separation factor = 1.08-2.55), had the best performance of all the CSPs for resolution of N-FMOC alpha-amino acids and therefore, all analyte enantiomers were base-line separated on Chiralcel OD-H and/or Chiralcel OD. Enantioseparation on cellulose tris(3,5-dimethylphenylcarbamate) derived CSPs (Chiralcel OD-H, Chiralcel OD and Chiralpak 113) is generally greater than that on amylose tris(3,5-dimethylphenylcarbamate) derived CSPs (Chiralpak AD-RH, Chiralpak AD and Chiralpak IA). Additionally, coated type CSPs (Chiralcel OD-H or Chiralcel OD, and Chiralpak AD) generally provided better enantioseparation for these analytes than the covalently bonded type CSPs (Chiralpak IB and Chiralpak IA) with the same chiral selector of cellulose tris(3,5-dimethylphenylcarbamate) and amylose tris(3,5-dimethylphenylcarbamate), respectively. However, Chiralpak IB and Chiralpak IA had an advantage over the coated type CSPs in that a broader range of solvents could be used due to its covalently bonded nature.
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