메뉴 건너뛰기




Volumn 47, Issue 24, 2008, Pages 10027-10033

Equilibrium studies on enantioselective liquid - liquid amino acid extraction using a cinchona alkaloid extractant

Author keywords

[No Author keywords available]

Indexed keywords

ACID DISSOCIATION CONSTANTS; ACID EXTRACTIONS; AQUEOUS PHASE; BATCH SYSTEMS; CINCHONA ALKALOIDS; COMPLEXATION REACTIONS; DICHLOROETHANE; DISTRIBUTION COEFFICIENTS; ENANTIOSELECTIVE; EQUILIBRIUM STUDIES; EXPERIMENTAL DATUM; EXTRACTANT; LIQUID LIQUIDS; OPTIMUM PERFORMANCE; ORGANIC PHASE; ORGANIC-PHASE REACTIONS; PH VALUES; REACTIVE EXTRACTIONS; ROOM TEMPERATURES;

EID: 64549085875     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie800668e     Document Type: Article
Times cited : (94)

References (34)
  • 1
    • 25544431877 scopus 로고    scopus 로고
    • Chiral Business
    • Rouhi, A. M. Chiral Business. Chem. Eng. News 2003, 81, 45.
    • (2003) Chem. Eng. News , vol.81 , pp. 45
    • Rouhi, A.M.1
  • 4
    • 33645399507 scopus 로고    scopus 로고
    • Development of a Supported Liquid Membrane Process for Separating Enantiomers of N-Protected Amino Acid Derivatives
    • Maximini, A.; Chmiel, Ft.; Holdik, Ft.; Maier, N. W. Development of a Supported Liquid Membrane Process for Separating Enantiomers of N-Protected Amino Acid Derivatives. J. Membr. Sci. 2006, 276, 221.
    • (2006) J. Membr. Sci , vol.276 , pp. 221
    • Maximini, A.1    Chmiel, F.2    Holdik, F.3    Maier, N.W.4
  • 5
    • 4744362853 scopus 로고    scopus 로고
    • Preparative Enantiomer Separation of Dichlorprop With a Cinchona-Derived Chiral Selector Employing Centrifugal Partition Chromatography and High- Performance Liquid Chromatography: A Comparative Study
    • Gavioli, E.; Maier, N. M.; Minguillon, C; Lindner, W. Preparative Enantiomer Separation of Dichlorprop With a Cinchona-Derived Chiral Selector Employing Centrifugal Partition Chromatography and High- Performance Liquid Chromatography: A Comparative Study. Anal. Chem. 2004, 76, 5837.
    • (2004) Anal. Chem , vol.76 , pp. 5837
    • Gavioli, E.1    Maier, N.M.2    Minguillon, C.3    Lindner, W.4
  • 6
    • 0029739539 scopus 로고    scopus 로고
    • Enantioseparation by Dual-Flow Countercun'ent Extraction: Its Application to the Enantioseparation of (±)-Propranolol
    • Abe, Y.; Shoji, T.; Fukui, S.; Sasamoto, M.; Nishizawa, H. Enantioseparation by Dual-Flow Countercun'ent Extraction: Its Application to the Enantioseparation of (±)-Propranolol. Chem. Pharm. Bull. 1996, 44, 1521.
    • (1996) Chem. Pharm. Bull , vol.44 , pp. 1521
    • Abe, Y.1    Shoji, T.2    Fukui, S.3    Sasamoto, M.4    Nishizawa, H.5
  • 7
    • 0034675571 scopus 로고    scopus 로고
    • Efficient Enantioselective Extraction of Tris(Diimine)Ruthenium(Il) Complexes by Chiral. Lipophilic TR1SPHAT Anions
    • Lacour, J.; Goujon-Ginglinger, C; Torche-Haldimann, S.; Jodry, J. J. Efficient Enantioselective Extraction of Tris(Diimine)Ruthenium(Il) Complexes by Chiral. Lipophilic TR1SPHAT Anions. Angew. Chem., Int. Ed. 2000, 39, 3695.
    • (2000) Angew. Chem., Int. Ed , vol.39 , pp. 3695
    • Lacour, J.1    Goujon-Ginglinger, C.2    Torche-Haldimann, S.3    Jodry, J.J.4
  • 8
    • 84985070133 scopus 로고
    • Separation of Enantiomers by Partition Between Liquid-Phases
    • Prelog, V.; Stojanac, Z.; Kovacevic, K. Separation of Enantiomers by Partition Between Liquid-Phases. Helv. Chim. Acta 1982, 65, 377.
    • (1982) Helv. Chim. Acta , vol.65 , pp. 377
    • Prelog, V.1    Stojanac, Z.2    Kovacevic, K.3
  • 9
    • 0000833050 scopus 로고    scopus 로고
    • Molecular Recognition With Lanthani-de(III) Tris(Beta-Diketonate) Complexes: Extraction, Transport, and Chiral Recognition of Unprotected Amino Acids
    • Tsukube, H.; Shinoda, S.; Uenishi, J.; Kanatani, T.; ltoh, H.; Shiode, M.; Iwachido, T.; Yonemitsu, O. Molecular Recognition With Lanthani-de(III) Tris(Beta-Diketonate) Complexes: Extraction, Transport, and Chiral Recognition of Unprotected Amino Acids. Inorg. Chem. 1998, 37, 1585.
    • (1998) Inorg. Chem , vol.37 , pp. 1585
    • Tsukube, H.1    Shinoda, S.2    Uenishi, J.3    Kanatani, T.4    ltoh, H.5    Shiode, M.6    Iwachido, T.7    Yonemitsu, O.8
  • 10
    • 0342567876 scopus 로고
    • Enantioselective Extraction of Di-O-Benzoyltartrate Anion by Ion-Pair Extractant Having Binaphthyl-Unit
    • Ohki, A.; Miyashita, R.; Naka, K.; Maeda, S. Enantioselective Extraction of Di-O-Benzoyltartrate Anion by Ion-Pair Extractant Having Binaphthyl-Unit. Bull. Chem. Soc. Jpn. 1991, 64, 2714.
    • (1991) Bull. Chem. Soc. Jpn , vol.64 , pp. 2714
    • Ohki, A.1    Miyashita, R.2    Naka, K.3    Maeda, S.4
  • 11
    • 0028216029 scopus 로고
    • Chiral Selectors With Chelating Properties in Liquid-Chromatography-Fundamental Reflections and Selective Review of Recent Developments
    • Davankov, V. A. Chiral Selectors With Chelating Properties in Liquid-Chromatography-Fundamental Reflections and Selective Review of Recent Developments. J. Chromatoer., A 1994, 666, 55.
    • (1994) J. Chromatoer., A , vol.666 , pp. 55
    • Davankov, V.A.1
  • 12
    • 0038518986 scopus 로고    scopus 로고
    • Chiral Separation Principles in Capillary Electrophoresis
    • Gubitz, G.; Schmid, M. G. Chiral Separation Principles in Capillary Electrophoresis. J. Chromatoer., A 1997, 792, 179.
    • (1997) J. Chromatoer., A , vol.792 , pp. 179
    • Gubitz, G.1    Schmid, M.G.2
  • 13
    • 0035899850 scopus 로고    scopus 로고
    • Modelling Multiple Chemical Equilbria in Chiral Partition Systems
    • Koska, J.; Haynes, C. A. Modelling Multiple Chemical Equilbria in Chiral Partition Systems. Chem. Eng. Sci. 2001, 56, 5853.
    • (2001) Chem. Eng. Sci , vol.56 , pp. 5853
    • Koska, J.1    Haynes, C.A.2
  • 14
    • 0030939446 scopus 로고    scopus 로고
    • Equilibrium and Kinetic Studies of the Enantioselective Complexation of (D/L)-Phenylalanine With Copper (II) N-Decyl-(L)-Hydroxyproline
    • Pickering, P. J.; Chaudhuri, J. B. Equilibrium and Kinetic Studies of the Enantioselective Complexation of (D/L)-Phenylalanine With Copper (II) N-Decyl-(L)-Hydroxyproline. Chem. Eng. Sci. 1997, 52, 377.
    • (1997) Chem. Eng. Sci , vol.52 , pp. 377
    • Pickering, P.J.1    Chaudhuri, J.B.2
  • 15
    • 33646171928 scopus 로고    scopus 로고
    • Influence of Process Parameters on Extraction Equilibria for the Chiral Separation of Amines and Amino-Alcohols With a Chiral Crown Ether
    • Steensma, M.; Kuipers, N. J.; de Haan, A. B.; Kwant, G. Influence of Process Parameters on Extraction Equilibria for the Chiral Separation of Amines and Amino-Alcohols With a Chiral Crown Ether. J. Chem. Technol. Biotechnol. 2006, 81, 588.
    • (2006) J. Chem. Technol. Biotechnol , vol.81 , pp. 588
    • Steensma, M.1    Kuipers, N.J.2    de Haan, A.B.3    Kwant, G.4
  • 16
    • 0021444924 scopus 로고
    • Enantioselective Solvent- Extraction of Neutral DL-Amino Acids in 2-Phase Systems Containing N-N- Alkyl-L-Proline Derivatives and Copper(II) Ion
    • Takeuchi. T.; Horikawa, R.; Tanimura, T. Enantioselective Solvent- Extraction of Neutral DL-Amino Acids in 2-Phase Systems Containing N-N- Alkyl-L-Proline Derivatives and Copper(II) Ion. Anal. Chem. 1984,56, 1152.
    • (1984) Anal. Chem , vol.56 , pp. 1152
    • Takeuchi, T.1    Horikawa, R.2    Tanimura, T.3
  • 17
    • 33645219864 scopus 로고    scopus 로고
    • Enantio Selective Extraction of D,L-Tryptophan by a New Chiral Selector: Complex Formation With Di(2-Ethylhexyl)Phosphoric Acid and O,O -Dibenzoyl-(2R,3R)-Tartaric Acid
    • Tan, B.; Luo, G. S.; Qi, X.; Wang, J. D. Enantio Selective Extraction of D,L-Tryptophan by a New Chiral Selector: Complex Formation With Di(2-Ethylhexyl)Phosphoric Acid and O,O -Dibenzoyl-(2R,3R)-Tartaric Acid. Sep. Purif. Technol. 2006, 49, 186.
    • (2006) Sep. Purif. Technol , vol.49 , pp. 186
    • Tan, B.1    Luo, G.S.2    Qi, X.3    Wang, J.D.4
  • 18
    • 33846226110 scopus 로고    scopus 로고
    • Modelling of the Enantio-Selective Extraction of Propranolol in a Biphasic System
    • Viegas, R. M. C; Afonso, C. A. M.; Crespo, J. G.; Coelhoso, I. M. Modelling of the Enantio-Selective Extraction of Propranolol in a Biphasic System. Sep. Purif. Technol. 2007, 53, 224.
    • (2007) Sep. Purif. Technol , vol.53 , pp. 224
    • Viegas, R.M.C.1    Afonso, C.A.M.2    Crespo, J.G.3    Coelhoso, I.M.4
  • 20
    • 0030947291 scopus 로고    scopus 로고
    • Enantioseparation of N-Protected Alpha-Amino Acid Derivatives by Liquid-Liquid Extraction Technique Employing Stereoselective Ion-Pair Formation With a Carbamoylated Quinine Derivative
    • Kellner, K. H.; Blasch, A.; Chmiel, H.; Lämmerhofer, M; Lindner, W. Enantioseparation of N-Protected Alpha-Amino Acid Derivatives by Liquid-Liquid Extraction Technique Employing Stereoselective Ion-Pair Formation With a Carbamoylated Quinine Derivative. Chirality 1997, 9, 268.
    • (1997) Chirality , vol.9 , pp. 268
    • Kellner, K.H.1    Blasch, A.2    Chmiel, H.3    Lämmerhofer, M.4    Lindner, W.5
  • 21
    • 0037167008 scopus 로고    scopus 로고
    • Elucidation of the Chiral Recognition Mechanism of Cinchona Alkaloid Carbamate-Type Receptors for 3,5-Dinitrobenzoyl Amino Acids
    • Maier, N. M.; Schefzick, S.; Lombardo, G. M.; Feliz, M.; Rissanen, K.; Lindner, W.; Lipkowitz, K. B. Elucidation of the Chiral Recognition Mechanism of Cinchona Alkaloid Carbamate-Type Receptors for 3,5-Dinitrobenzoyl Amino Acids. J. Am. Chem. Soc. 2002, 124, 8611.
    • (2002) J. Am. Chem. Soc , vol.124 , pp. 8611
    • Maier, N.M.1    Schefzick, S.2    Lombardo, G.M.3    Feliz, M.4    Rissanen, K.5    Lindner, W.6    Lipkowitz, K.B.7
  • 22
    • 64549092066 scopus 로고    scopus 로고
    • Hallett, A. J.; Kwant, G.; de Vries, J. G. Cinchona alkaloids as chiral hosts for the continuous enantioselective separation of N-derivatised amino acids using centrifugal contact separators. Submitted for publication in J. Org. Chem.
    • Hallett, A. J.; Kwant, G.; de Vries, J. G. Cinchona alkaloids as chiral hosts for the continuous enantioselective separation of N-derivatised amino acids using centrifugal contact separators. Submitted for publication in J. Org. Chem.
  • 25
    • 33846217444 scopus 로고    scopus 로고
    • Modelling and Experimental Evaluation of Reaction Kinetics in Reactive Extraction for Chiral Separation of Amines, Amino Acids and Amino-Alcohols
    • Steensma, M.; Kuipers, N. J. M.; de Haan, A. B.; Kwant, G. Modelling and Experimental Evaluation of Reaction Kinetics in Reactive Extraction for Chiral Separation of Amines, Amino Acids and Amino-Alcohols. Chem. Eng. Sci. 2007, 62, 1395.
    • (2007) Chem. Eng. Sci , vol.62 , pp. 1395
    • Steensma, M.1    Kuipers, N.J.M.2    de Haan, A.B.3    Kwant, G.4
  • 26
    • 0028448957 scopus 로고
    • Amine Extraction of Hydroxycarboxylic Acids. 2. Comparison of Equilibria for Lactic. Malic, and Citric Acids
    • Prochazka, J.; Heyberger, A.; Bizek, V.; Kousova, M.; Volaufova, E. Amine Extraction of Hydroxycarboxylic Acids. 2. Comparison of Equilibria for Lactic. Malic, and Citric Acids. Ind. Eng. Chem. Res. 1994, 33, 1565.
    • (1994) Ind. Eng. Chem. Res , vol.33 , pp. 1565
    • Prochazka, J.1    Heyberger, A.2    Bizek, V.3    Kousova, M.4    Volaufova, E.5
  • 27
    • 0037125264 scopus 로고    scopus 로고
    • Reactive Extraction of Lactic Acid Using Alamine 336 in MIBK: Equilibria and Kinetics
    • Wasewar, K. L.; Heesink, A. B. M.; Versteeg, G. F.; Pangarkar, V. G. Reactive Extraction of Lactic Acid Using Alamine 336 in MIBK: Equilibria and Kinetics. J. Biotechnol. 2002, 97, 59.
    • (2002) J. Biotechnol , vol.97 , pp. 59
    • Wasewar, K.L.1    Heesink, A.B.M.2    Versteeg, G.F.3    Pangarkar, V.G.4
  • 28
    • 0028727182 scopus 로고
    • Distribution of Acetic-Acid Between Water and Organic Solutions of Tri-N-Octylamine
    • Ziegenfuss, H.; Maurer, G. Distribution of Acetic-Acid Between Water and Organic Solutions of Tri-N-Octylamine. Fluid Phase Equilib. 1994, 102, 211.
    • (1994) Fluid Phase Equilib , vol.102 , pp. 211
    • Ziegenfuss, H.1    Maurer, G.2
  • 29
    • 0003516749 scopus 로고
    • 5th ed, Oxford University Press: Oxford
    • Atkins, P. W. Physical Chemistry, 5th ed.; Oxford University Press: Oxford, 1994.
    • (1994) Physical Chemistry
    • Atkins, P.W.1
  • 32
    • 0028921968 scopus 로고
    • Enantioselective Distribution of Amino-Alcohols in A Liquid-Liquid 2-Phase System Containing Dialkyl L-Tartrate and Boric-Acid
    • Abe, Y.; Shoji, T.; Kobayashi, M.; Qing, W.; Asai, N.; Nishizawa, H. Enantioselective Distribution of Amino-Alcohols in A Liquid-Liquid 2-Phase System Containing Dialkyl L-Tartrate and Boric-Acid. Chem. Pharm. Bull. 1995, 43, 262.
    • (1995) Chem. Pharm. Bull , vol.43 , pp. 262
    • Abe, Y.1    Shoji, T.2    Kobayashi, M.3    Qing, W.4    Asai, N.5    Nishizawa, H.6
  • 34
    • 0004155427 scopus 로고
    • 4th ed, Freeman: New York
    • Stryer, L. Biochemistry, 4th ed.; Freeman: New York, 1995.
    • (1995) Biochemistry
    • Stryer, L.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.