High performance liquid chromatography chiral phases

Sharp, V.S. et al.. Enantiomeric separation of dansyl amino acids using macrocyclic antibiotics as chiral mobile phase additives by narrow-bore high-performance liquid chromatography. Chirality, 16, 153, 2004. 

Franco, P., Senso, A., Minguillon, C., and Oliveros, L. (1998) 3,5-Dimethylphenylcarbamates of amylose, chitosan and cellulose bonded on silica gel. Comparison of their chiral recognition abilities as high-performance liquid chromatography chiral stationary phases, J. Chromatogr. A 796, 265-272. 

H. Weems and K. Zamani, Resolution of terfenadine enantiomers by j3-cyclodextrin chiral stationary phase high-performance liquid chromatography, Chirality, 4 268 (1992). 

W. H. Pirckle, D. W. House, and J. M. Firm. Broad spectrum resolution of optical isomers using chiral high performance liquid chromatography bonded phases. J. Chromatogr. A 192 (1980) 143. 

T. A. G. Noctor, G. F61ix, and I. W. Warner, Stereochemical resolution of enantiomeric 2-aryl propionic acid non-steroidal anti-inflammatory drugs on a human serum albumin based high-performance liquid chromatography chiral stationary phase, Chtmiatogra ia, 31 55 (1991). 

Gasparrini F, Misiti D, and Villani C (2001) High-performance liquid chromatography chiral stationary phases based on low-molecular-mass selectors. Journal of Chromatography A 906 35-50. 

Tan X, Hou S, Wang M (2007) Enantioselective and diastereoselective separation of synthetic pyrethroid insecticides on a novel chiral stationary phase by high-performance liquid chromatography. Chirality 19 574—580... 

Hyun, M.H., Ryoo, J.J., and Pirkle, W.H., Experimental support differentiating two proposed chiral recognition models for the resolution of N- 3,5-dinitrobenzoyl)-alpha-arylalkylamines on high-performance liquid chromatography chiral stationary phases, J. Chromatogr. A, 886,47, 2000. 

High Performance Liquid Chromatography. Although chiral mobile phase additives have been used in high performance Hquid chromatography (hplc), the large amounts of solvent, thus chiral mobile phase additive, required to pre-equiUbrate the stationary phase renders this approach much less attractive than for dc and is not discussed here. 

Despite the difficulties caused by the rapidly expanding literature, the use of chiral stationary phases (CSPs) as the method of choice for analysis or preparation of enantiomers is today well established and has become almost routine. It results from the development of chiral chromatographic methods that more than 1000 chiral stationary phases exemplified by several thousands of enantiomer separations have been described for high-performance liquid chromatography (HPLC). 

Hsu, C.L., Walters, R.R. (1995). Assay of the enantiomers of ibutilide and artilide using solid-phase extraction, derivatization, and achiral-chiral column-switching high-performance liquid chromatography. J. Chromatogr. B 667, 115-128. 

Ichihara, H., Fukushima, T., Imai, K. (1999).. Enantiomeric determination of d- and L-lactate in rat serum using high-performance liquid chromatography with a cellulose-type chiral stationary phase and fluorescence detection. Anal. Biochem. 269, 379-385. 

Tanaka, M., Yamazaki, H. (1996). Direct determination of pantoprazole enantiomers in human serum by reverse-phase high-performance liquid chromatography using a cellulose-based chiral stationary phase and column-switching system as a sample cleanup procedure. Anal. Chem. 68, 1513-16. 

Enantiomers of the 8,9-dichloro-2,3,4,4 ,5,6-hexahydro-177-pyrazino[l,2-tf]quinoxalin-5-one (structure 249 Rz = R3 = Cl R1 = R4 = H) could be separated by normal-phase, chiral high-performance liquid chromatography (HPLC) with increased retention and separation factors if ethoxynonafluorobutane was used as solvent, instead of -hexane <2001JCH(918)293>. 

Aboul-Enein and Ali [78] compared the chiral resolution of miconazole and two other azole compounds by high performance liquid chromatography using normal-phase amylose chiral stationary phases. The resolution of the enantiomers of ( )-econazole, ( )-miconazole, and (i)-sulconazole was achieved on different normal-phase chiral amylose columns, Chiralpak AD, AS, and AR. The mobile phase used was hexane-isopropanol-diethylamine (400 99 1). The flow rates of the mobile phase used were 0.50 and 1 mL/min. The separation factor (a) values for the resolved enantiomers of econazole, miconazole, and sulconazole in the chiral phases were in the range 1.63-1.04 the resolution factors Rs values varied from 5.68 to 0.32. 

In this study, Ali and Aboul-Enein [80] used cellulose tr is (3,5-d ich Ioropheny 1 carbamate) chiral stationary phase for the enantioseparation of miconazole and other clinically used drugs by high performance liquid chromatography. The mobile... 

Okamoto et al [85] performed the optical resolution of primaquine and other racemic drugs by high performance liquid chromatography using cellulose and amylose tris-(phenylcarbamate) derivatives as chiral stationary phases. Primaquine and other compounds were effectively resolved by cellulose and/or amylose derivatives having substituents such as methyl, tertiary butyl, or halogen, on the phenyl groups. 

Figure 1-14. Chiral stationary phase for high-performance liquid chromatography.

S Weinstein, MH Engel, PE Hare. The enantiomeric analysis of a mixture of all common protein amino acids by high-performance liquid chromatography using a new chiral mobile phase. Anal Biochem 121, 370, 1982. 

Assay of the reaction mixture. The samples were then resuspended in 1.5 mL isopropanol and assayed to determine both the yield and ee by chiral normal phase high-performance liquid chromatography (HPLC). A 250 mm x 4.6 mm Chiralpak AD-H column was used with an eluant of 95 5 heptane/ethanol, a flow rate of 3 mL min a temperature of 10 °C and a detection wavelength of 210 nm. 

Chiral analysis for ee determination was by normal-phase high-performance liquid chromatography with a Chiralcel OD-H column using 98 % hexanes/2 % 2-propanol at 1 mL min 25 °C and monitoring at 265 nm. 

Ding, GS. etal.. Chiral separation of enantiomers of amino acid derivatives by high-performance liquid chromatography on a norvancomycin-bonded chiral stationary phase, Talanta, 62, 997, 2004. 

D Acquarica, L, New synthetic strategies for the preparation of novel chiral stationary phases for high-performance liquid chromatography containing natural pool selectors, J. Pharm. Biomed. Anal, 23, 3, 2000. 

Bosakova, Z., Cufinovd, E., and Tes ovd, E., Comparison of vancomycin-based stationary phases with different chiral selector coverage for enantioselective separation of selected drugs in high-performance liquid chromatography, J. Chromatogr. A, 1088, 94, 2005. 

Torok, G. et al.. Direct chiral separation of unnatural amino acids by high performance liquid chromatography on a ristocetin A-bonded stationary phase. Chirality, 13, 648, 2001. 

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