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Abstrakty
A high-performance liquid chromatographic (HPLC) method was developed for enantioresolution of amino alcohols using an indirect approach. Two sets of chiral derivatizing reagents (CDRs) having amino acids (CDRs 1–4; set A) and their amides (CDRs 5–8; set B) as chiral auxiliaries in cyanuric chloride (CC) moiety were synthesized and characterized. Diastereomers of eight amino alcohols were synthesized, under microwave irradiation, using each of the eight CDRs. The resulting diastereomers were separated by reversed-phase high-performance liquid chromatography (RP-HPLC) using C18 column and eluting mixtures of acetonitrile with aqueous trifluoroacetic acid (aq.TFA) in a linear gradient (45 min) with UV detection at 230 nm. The results (in terms of resolution Rs and retention factor k) obtained for the two sets of diastereomers were compared among themselves and among the two groups. The effects of chiral auxiliaries (in terms of acid and amides variants), constituting CDRs, on separation were also evaluated. The elution order for the diastereomers was determined. The separation method was validated for limit of detection (LOD), linearity, accuracy, precision, and recovery.
Czasopismo
Rocznik
Tom
Strony
413--427
Opis fizyczny
Bibliogr. 34 poz., rys., tab.
Twórcy
autor
- Indian Institute of Technology Roorkee Department of Chemistry Roorkee 247667 India
autor
- Indian Institute of Technology Roorkee Department of Chemistry Roorkee 247667 India
Bibliografia
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- [2] S. M. Lait, D. A. Rankic, and B. A. Keay, Chem. Rev., 107, 767 (2007)
- [3] R. Bhushan, and R. Kumar J. Chromatogr., A, 1216, 7941 (2009)
- [4] S. Chen, Amino Acids, 27, 277 (2004)
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- [9] R. Bhushan, and C. Agarwal, Amino Acids, 39, 549 (2010)
- [10] R. Bhushan, and R. Kumar, J. Chromatogr., A, 1216, 2592 (2009)
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- [12] A. B’Hymer, M. Montes-Bayon, and J.A. Caruso, J. Sep. Sci., 26, 7 (2003)
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- [20] R. Bhushan, and V. Kumar, J. Chromatogr., A, 1201, 35 (2008)
- [21] R. Bhushan, and C. Agarwal, Amino Acids, 40, 403 (2011)
- [22] R. Bhushan, and S. Dixit, Amino Acids, 42, 1371 (2012)
- [23] R. Bhushan, and S. Dixit, J. Chromatogr., A, 1217, 7669 (2010)
- [24] R. Bhushan, and S. Dixit. Biomed. Chromatogr., 26, 239 (2012)
- [25] R. Bhushan, and S. Dixit, Biomed. Chromatogr., 26, 743 (2012)
- [26] R. Bhushan, and S. Dixit, J. Chromatogr., A, 1217, 6382 (2010)
- [27] R. Bhushan, and R. Dubey, Amino Acids, 42, 1417 (2012)
- [28] R. Bhushan, and J. Martens, Amino Acids: Chromatographic Separation and Enantioresolution, HNB, 2010, New York
- [29] ICH, Q2B Document: Validation of Analytical Procedures. International Conference of Harmonization: Geneva, (1996)
- [30] R. Bhushan, Bioanalysis, 3, 2057 (2011)
- [31] D.T. Guranda, P.A. Kudryavtsev, A.Y. Khimiuk, and V.K. Svedas, J. Chromatogr., A, 1095, 89 (2005)
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Typ dokumentu
Bibliografia
Identyfikator YADDA
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