Comparison of several polysaccharide-derived chiral stationary phases for the enantiomer separation of N-fluorenylmethoxycarbonyl alpha-amino acids by HPLC.
The liquid chromatographic enantiomer separation of N-fluorenylmethoxycarbonyl (FMOC) protected alpha-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 IB) 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.
Jin
Jing Yu
JY
College of Pharmacy, Chosun University, Gwangju 501-759, Korea.
Lee
Kyung-Ah
KA
Kang
Jong Seong
JS
Kang
Young Koo
YK
Baek
Chae-Sun
CS
Lee
Wonjae
W
D000596:Amino Acids / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D005449:Fluorenes / Q000737:chemistry*; D011134:Polysaccharides / Q000737:chemistry*; D013237:Stereoisomerism
D000596:Amino Acids; D005449:Fluorenes; C016456:N(alpha)-fluorenylmethyloxycarbonylamino acids; D011134:Polysaccharides