Analysis of optical purity and impurity of synthetic D-phenylalanine products using sulfated β-cyclodextrin as chiral selector by reversed-polarity capillary electrophoresis

Chirality

Volumn 18, Issue 2, 2006, Pages 84-90

  Zhao, Yan ^a   Yang, Xing Bin ^b   Jiang, Ru ^a   Sun, Xiao Li ^a   Li, Xiao Ye ^a   Liu, Wen Min ^a   Zhang, Sheng Yong ^a  

^a FOURTH MILITARY MEDICAL UNIVERSITY   (China)

^b SHAANXI NORMAL UNIVERSITY   (China)

Author keywords

Capillary electrophoresis; Chiral separation; D phenylalanine; Purity analysis; Reversed polarity; Sulfated cyclodextrin

Indexed keywords

BETA CYCLODEXTRIN; CINNAMIC ACID; N ACETYLAMINOCINNAMIC ACID; N ACETYLPHENYLALANINE; PHENYLALANINE; TROMETAMOL; UNCLASSIFIED DRUG;

ACCURACY; AMINO ACID ANALYSIS; ASYMMETRIC SYNTHESIS; CAPILLARY ELECTROPHORESIS; CATALYSIS; CONCENTRATION (PARAMETERS); CONFERENCE PAPER; ELECTRIC POTENTIAL; ENANTIOSELECTIVITY; PH; PRIORITY JOURNAL; REGRESSION ANALYSIS; SULFATION; TEMPERATURE;

BETA-CYCLODEXTRINS; CATALYSIS; CYCLODEXTRINS; ELECTROPHORESIS, CAPILLARY; HYDROGEN-ION CONCENTRATION; MODELS, CHEMICAL; PHENYLALANINE; REGRESSION ANALYSIS; SOFTWARE; STEREOISOMERISM; TEMPERATURE; TIME FACTORS; TROMETHAMINE;

EID: 31644436230     PISSN: 08990042     EISSN: 1520636X     Source Type: Journal    
DOI: 10.1002/chir.20220     Document Type: Conference Paper

References (18)

1. Corrigan JJ. D-Amino acids in animals. Science 1969;164:142-149.
2. Pogson CI, Knowles RG, Salter M. The control of aromatic amino acid catabolism and its relationship to neurotransmitter amine synthesis. Crit Rev Neurobiol 1989;5(1):29-64.
3. Previc FH. Dopamine and the origins of human intelligence. Brain Cogn 1999;41(3):299-350.
4. Lucca A, Lucini V, Catalano M, Smeraldi E. Neutral amino acid availability in two major psychiatric disorders. Prog Neuropsychopharmacol Biol Psychiatry 1995;19(4):615-626.
5. Miyazaki T, Sugawara M, Danjo H, Imamoto T. Dihydroboronium derivatives of (S,S)-1,2-bis(t-butylmethylphosphino)ethane as convenient chiral ligand precursors. Tetrahedron Lett 2004;45:9341-9344.
6. Fanali S. Identification of chiral drug isomers by capillary electrophoresis. J Chromatogr A 1996;735:77-121.
7. Vespalec R, Bocek P. Chiral separations by capillary zone electrophoresis: present state of the art. Electrophoresis 1997;18(6):843-852.
8. Terabe S. Electrokinetic chromatography: an interface between electrophoresis and chromatography. Trends Anal Chem 1989;8:129-134.
9. Wan H, Andersson PE, Engström A, Blomberg LG. Direct and indirect chiral separation of amino acids by capillary electrophoresis. J Chromatogr A 1995;704:179-193.
10. Lindner W, Böhs B, Seidel V. Enantioselective capillary electrophoresis of amino acid derivatives on cyclodextrin. Evaluation of structure-resolution relationships. J Chromatogr A 1995;697:549-560.
11. Cao CX, He YZ, Li M, Qian YT, Yang L, Qu QS, Zhou SL, Chen WK. Improving separation efficiency of capillary zone electrophoresis of tryptophan and phenylalanine with the transient moving chemical reaction boundary method. J Chromatogr A 2002;952:39-46.
12. Bjergegaard C, Hansen LP, Møller P, Sørensen H, Sørensen S. Chiral separation of aromatic amino acids by capillary electrophoresis. J Chromatogr A 1999;836:137-146.
13. Zakaria P, Macka M, Haddad PR. Selectivity control in the separation of aromatic amino acid enantiomers with sulphated β-cyclodextrin. J Chromatogr A 2004;1031:179-186.
14. Perrin C, Heyden YV, Maftouh M, Massart DL. Rapid screening for chiral separations by short-end injection capillary electrophoresis using highly sulfated cyclodextrins as chiral selector. Electrophoresis 2001;22:3203-3215.
15. La S, Ahn S, Kim J, Goto J, Choi O, Kim K Enantioseparation of chiral aromatic amino acids by capillary electrophoresis in neutral and charged cyclodextrin selector modes. Electrophoresis 2002;23:4123-4131.
16. Fillet M, Hubert P, Crommen J. Method development strategies for the enantioseparation of drugs by capillary electrophoresis using cyclodextrins as chiral additives. Electrophoresis 1998;19:2834-2840.
17. Williams BA, Vigh G. Dry look at the CHARM (charged resolving agent migration) model of enantiomer separations by capillary electrophoresis. J Chromatogr A 1997;777:295-309.
18. Kavalírová A, Pospíŝilová M, Karlíĉek R. Enantiomeric analysis of rivastigmine in pharmaceuticals by cyclodextrin-modified capillary zone electrophoresis. Anal Chim Acta 2004;525:43-51.