Articles & Issues
- Language
- English
- Conflict of Interest
- In relation to this article, we declare that there is no conflict of interest.
- Publication history
-
Received May 29, 2007
Accepted June 26, 2007
- This is an Open-Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/bync/3.0) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.
Copyright © KIChE. All rights reserved.
All issues
The enrichment of loxoprofen enantiomer by 6-columns simulated moving bed chromatography
Department of Chemical Engineering, Chungnam National University, Daejeon 305-764, Korea 1Department of Chemical Engineering, Dong-A University, Busan 604-714, Korea 2Department of Chemical Engineering, Kyunghee University, Yongin 446-701, Korea
inkim@cnu.ac.kr
Korean Journal of Chemical Engineering, March 2008, 25(2), 285-290(6), 10.1007/s11814-008-0050-1
Download PDF
Abstract
Simulated moving bed (SMB) chromatography is very useful for the separation of binary systems such as chiral compounds. Because loxoprofen racemate has four enantiomers owing to its two chiral centers, to gain pure enantiomer it is impossible with only one step. To apply enrichment of loxoprofen using SMB, extract and raffinate should be separated as a binary mixture. In order to enrich loxoprofen racemate as binary mixture among four mixtures and to characterize its enantiomer, we performed experiments with two types of columns. When TBB® column was used as CSP, the mixture of (1'R,2S) and (1'S,2S) forms was eluted as a raffinate and that of (1'R,2R) and (1'S,2R) forms was discharged as a extract under linear adsorption isotherm range. When the feed flow rates were 0.1 and 0.3 mL/min, purities of raffinate and extract were 98 and 95%, respectively. In this case, productivity of raffinate was 7.81 g/h·g-CSP and that of extract was 6.95 g/h·g-CSP.
References
Terada A, Naruto S, Wachi K, Tanaka S, Iizuka Y, Misaka E, J. Med. Chem., 27, 212 (1984)
Matsuda K, Tanaka Y, Ushiyama S, Ohnishi K, Yamazaki M, Biochem. Pharmacol., 33, 2473 (1984)
Nagashima H, Tanaka Y, Hayashi R, J. Chromatogr., 345, 373 (1985)
Sugimoto M, Kojima T, Asami M, Iizuka Y, Matsuda K, Biochem. Pharmacol., 42, 2363 (1991)
Choo KS, Kim IW, Jung JK, Suh YG, Chung SJ, Lee MH, Shim CK, J. Pharm. Biomed. Anal., 25, 639 (2001)
Kim TS, Chun IG, J. Applied Pharmacology, 9, 298 (2001)
Miller L, Grill C, Yan T, Dapremon O, Huthmann E, Juza M, J. Chromatogr. A, 1006, 267 (2003)
Juza M, Mazzotti M, Morbidelli M, Tibtech., 18, 108 (2000)
Francotte E, Richert P, Mazzotti M, Morbidelli M, J. Chromatogr. A, 796, 239 (1998)
Migliorini C, Mazzotti M, Morbidelli M, J. Chromatogr. A, 827, 161 (1998)
Pedeferri M, Zenoni G, Mazzotti M, Morbidelli M, Chem. Eng. Sci., 54(17), 3735 (1999)
Yoon TH, Chung BH, Kim IH, Biotechnol. Bioproc., 9, 285 (2004)
Kanazawa H, Tsubayashi A, Nagata Y, Matsushima Y, Mori C, Kizu J, Higaki M, J. Chromatogr. A, 948, 303 (2002)
Pais LS, Rodriues AE, J. Chromatogr. A, 1006, 33 (2003)
Persson BA, Andersson S, J. Chromatogr. A, 906, 195 (2001)
Matsuda K, Tanaka Y, Ushiyama S, Ohnishi K, Yamazaki M, Biochem. Pharmacol., 33, 2473 (1984)
Nagashima H, Tanaka Y, Hayashi R, J. Chromatogr., 345, 373 (1985)
Sugimoto M, Kojima T, Asami M, Iizuka Y, Matsuda K, Biochem. Pharmacol., 42, 2363 (1991)
Choo KS, Kim IW, Jung JK, Suh YG, Chung SJ, Lee MH, Shim CK, J. Pharm. Biomed. Anal., 25, 639 (2001)
Kim TS, Chun IG, J. Applied Pharmacology, 9, 298 (2001)
Miller L, Grill C, Yan T, Dapremon O, Huthmann E, Juza M, J. Chromatogr. A, 1006, 267 (2003)
Juza M, Mazzotti M, Morbidelli M, Tibtech., 18, 108 (2000)
Francotte E, Richert P, Mazzotti M, Morbidelli M, J. Chromatogr. A, 796, 239 (1998)
Migliorini C, Mazzotti M, Morbidelli M, J. Chromatogr. A, 827, 161 (1998)
Pedeferri M, Zenoni G, Mazzotti M, Morbidelli M, Chem. Eng. Sci., 54(17), 3735 (1999)
Yoon TH, Chung BH, Kim IH, Biotechnol. Bioproc., 9, 285 (2004)
Kanazawa H, Tsubayashi A, Nagata Y, Matsushima Y, Mori C, Kizu J, Higaki M, J. Chromatogr. A, 948, 303 (2002)
Pais LS, Rodriues AE, J. Chromatogr. A, 1006, 33 (2003)
Persson BA, Andersson S, J. Chromatogr. A, 906, 195 (2001)