메뉴 건너뛰기




Volumn 1418, Issue , 2015, Pages 150-157

A resolution approach of racemic phenylalanine with aqueous two-phase systems of chiral tropine ionic liquids

Author keywords

Aqueous two phase systems; Chiral ionic liquid; Phase behavior; Racemic phenylalanine; Tropine type

Indexed keywords

AMINO ACIDS; ENANTIOMERS; IONIC LIQUIDS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHASE BEHAVIOR;

EID: 84943396110     PISSN: 00219673     EISSN: 18733778     Source Type: Journal    
DOI: 10.1016/j.chroma.2015.09.058     Document Type: Article
Times cited : (51)

References (40)
  • 1
    • 0035847205 scopus 로고    scopus 로고
    • Enantioselective chromatography as a powerful alternative for the preparation of drug enantiomers
    • Francotte E.R. Enantioselective chromatography as a powerful alternative for the preparation of drug enantiomers. J. Chromatogr. A 2001, 906:379-397.
    • (2001) J. Chromatogr. A , vol.906 , pp. 379-397
    • Francotte, E.R.1
  • 2
    • 68949125640 scopus 로고    scopus 로고
    • Ruthenium and enzyme-catalyzed dynamic kinetic resolution of alcohols
    • Karvembu R., Prabhakaran R., Tamizh M.M., Natarajan K. Ruthenium and enzyme-catalyzed dynamic kinetic resolution of alcohols. C. R. Chimie 2009, 12:951-962.
    • (2009) C. R. Chimie , vol.12 , pp. 951-962
    • Karvembu, R.1    Prabhakaran, R.2    Tamizh, M.M.3    Natarajan, K.4
  • 3
    • 0035847487 scopus 로고    scopus 로고
    • Enzymatic resolution of diols derived from p-benzoquinones
    • Gu J., Heeg M.J., Johnson C.R. Enzymatic resolution of diols derived from p-benzoquinones. Tetrahedron Lett. 2001, 42:1213-1215.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 1213-1215
    • Gu, J.1    Heeg, M.J.2    Johnson, C.R.3
  • 4
    • 0028196748 scopus 로고
    • Direct resolution of naproxen on a non-covalently molecularly imprinted chiral stationary phase
    • Kempe M., Mosbach K. Direct resolution of naproxen on a non-covalently molecularly imprinted chiral stationary phase. J. Chromatogr. A 1994, 664:276-279.
    • (1994) J. Chromatogr. A , vol.664 , pp. 276-279
    • Kempe, M.1    Mosbach, K.2
  • 5
    • 84874063058 scopus 로고    scopus 로고
    • Enantioselective liquid-liquid extractions of underivatized general amino acids with a chiral ketone extractant
    • Huang H., Nandhakumar R., Choi M., Su Z., Kim K.M. Enantioselective liquid-liquid extractions of underivatized general amino acids with a chiral ketone extractant. J. Am. Chem. Soc. 2013, 135:2653-2658.
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 2653-2658
    • Huang, H.1    Nandhakumar, R.2    Choi, M.3    Su, Z.4    Kim, K.M.5
  • 6
    • 0033984229 scopus 로고    scopus 로고
    • Enantioselective liquid-solid extraction for screening of structurally related chiral stationary phases
    • Tobler E., Lammerhofer M., Oberleitner W.R., Maier N.M., Lindner W. Enantioselective liquid-solid extraction for screening of structurally related chiral stationary phases. Chromatographia 2000, 51:65-70.
    • (2000) Chromatographia , vol.51 , pp. 65-70
    • Tobler, E.1    Lammerhofer, M.2    Oberleitner, W.R.3    Maier, N.M.4    Lindner, W.5
  • 7
    • 84870161874 scopus 로고    scopus 로고
    • Application of recyclable ionic liquid-supported imidazolidinone catalyst in enantioselective Diels-Alder reactions
    • Shen Z.-L., Cheong H.-L., Lai Y.-C., Loo W.-Y., Loh T.-P. Application of recyclable ionic liquid-supported imidazolidinone catalyst in enantioselective Diels-Alder reactions. Green Chem. 2012, 14:2626-2630.
    • (2012) Green Chem. , vol.14 , pp. 2626-2630
    • Shen, Z.-L.1    Cheong, H.-L.2    Lai, Y.-C.3    Loo, W.-Y.4    Loh, T.-P.5
  • 8
    • 0038148906 scopus 로고    scopus 로고
    • Room temperature ionic liquid as a novel medium for liquid/liquid extraction of metal ions
    • Wei G.-T., Yang Z., Chen C.-J. Room temperature ionic liquid as a novel medium for liquid/liquid extraction of metal ions. Anal. Chim. Acta 2003, 488:183-192.
    • (2003) Anal. Chim. Acta , vol.488 , pp. 183-192
    • Wei, G.-T.1    Yang, Z.2    Chen, C.-J.3
  • 9
    • 84875125566 scopus 로고    scopus 로고
    • The impact of self-aggregation on the extraction of biomolecules in ionic-liquid-based aqueous two-phase systems
    • Passos H., Trindade M.P., Vaz T.S., Costa L.P., Freire M.G., Coutinho J.A. The impact of self-aggregation on the extraction of biomolecules in ionic-liquid-based aqueous two-phase systems. Sep. Purif. Technol. 2013, 108:174-180.
    • (2013) Sep. Purif. Technol. , vol.108 , pp. 174-180
    • Passos, H.1    Trindade, M.P.2    Vaz, T.S.3    Costa, L.P.4    Freire, M.G.5    Coutinho, J.A.6
  • 10
    • 10144234182 scopus 로고    scopus 로고
    • Desulfurization of Gasoline by extraction with new ionic liquids
    • Huang C., Chen B., Zhang J., Liu Z., Li Y. Desulfurization of Gasoline by extraction with new ionic liquids. Energy Fuels 2004, 18:1862-1864.
    • (2004) Energy Fuels , vol.18 , pp. 1862-1864
    • Huang, C.1    Chen, B.2    Zhang, J.3    Liu, Z.4    Li, Y.5
  • 11
    • 78349313238 scopus 로고    scopus 로고
    • Ionic liquid-based aqueous two-phase systems and their applications in green separation processes
    • Li Z., Pei Y., Wang H., Fan J., Wang J. Ionic liquid-based aqueous two-phase systems and their applications in green separation processes. TRAC Trends Anal. Chem. 2010, 29:1336-1346.
    • (2010) TRAC Trends Anal. Chem. , vol.29 , pp. 1336-1346
    • Li, Z.1    Pei, Y.2    Wang, H.3    Fan, J.4    Wang, J.5
  • 12
    • 84928588559 scopus 로고    scopus 로고
    • Specific cooperative effect for the enantiomeric separation of amino acids using aqueous two-phase systems with task-specific ionic liquids
    • Wu D., Zhou Y., Cai P., Shen S., Pan Y. Specific cooperative effect for the enantiomeric separation of amino acids using aqueous two-phase systems with task-specific ionic liquids. J. Chromatogr. A 2015, 1395:65-72.
    • (2015) J. Chromatogr. A , vol.1395 , pp. 65-72
    • Wu, D.1    Zhou, Y.2    Cai, P.3    Shen, S.4    Pan, Y.5
  • 13
    • 84937521680 scopus 로고    scopus 로고
    • Enantioseparation of phenylsuccinic acid enantiomers based on aqueous two-phase system with ethanol/ammonium sulfate: phase diagrams optimization and partitioning experiments
    • Wang J., Chen X., Jiao F. Enantioseparation of phenylsuccinic acid enantiomers based on aqueous two-phase system with ethanol/ammonium sulfate: phase diagrams optimization and partitioning experiments. J. Incl. Phenom. Macrocycl. Chem. 2015, 81:475-484.
    • (2015) J. Incl. Phenom. Macrocycl. Chem. , vol.81 , pp. 475-484
    • Wang, J.1    Chen, X.2    Jiao, F.3
  • 15
    • 84861331722 scopus 로고    scopus 로고
    • Production of a key chiral intermediate of betahistine with a newly isolated Kluyveromyces sp. in an aqueous two-phase system
    • Ni Y., Zhou J., Sun Z. Production of a key chiral intermediate of betahistine with a newly isolated Kluyveromyces sp. in an aqueous two-phase system. Process Biochem. 2012, 47:1042-1048.
    • (2012) Process Biochem. , vol.47 , pp. 1042-1048
    • Ni, Y.1    Zhou, J.2    Sun, Z.3
  • 16
    • 84856631696 scopus 로고    scopus 로고
    • Chiral separation of mandelic acid by temperature-induced aqueous two-phase system
    • Xing J.-M., Li F.-F. Chiral separation of mandelic acid by temperature-induced aqueous two-phase system. J. Chem. Technol. Biotechnol. 2012, 87:346-350.
    • (2012) J. Chem. Technol. Biotechnol. , vol.87 , pp. 346-350
    • Xing, J.-M.1    Li, F.-F.2
  • 18
    • 84859843925 scopus 로고    scopus 로고
    • Extraction of phenylalanine enantiomers by aqueous two phase systems containing combinatorial chiral selector
    • Chen X., Liu L., Jiao F., Wang Z. Extraction of phenylalanine enantiomers by aqueous two phase systems containing combinatorial chiral selector. Chin. J. Chem. 2012, 30:965-969.
    • (2012) Chin. J. Chem. , vol.30 , pp. 965-969
    • Chen, X.1    Liu, L.2    Jiao, F.3    Wang, Z.4
  • 19
    • 82455206005 scopus 로고    scopus 로고
    • Enantioselective extraction of mandelic acid enantiomers by aqueous two-phase systems of polyethylene glycol and ammonium sulfate containing β-cyclodextrin as chiral selector
    • Tan L., Long Y., Jiao F., Chen X. Enantioselective extraction of mandelic acid enantiomers by aqueous two-phase systems of polyethylene glycol and ammonium sulfate containing β-cyclodextrin as chiral selector. J. Iran. Chem. Soc. 2011, 8:889-896.
    • (2011) J. Iran. Chem. Soc. , vol.8 , pp. 889-896
    • Tan, L.1    Long, Y.2    Jiao, F.3    Chen, X.4
  • 20
    • 79955101560 scopus 로고    scopus 로고
    • Chiral recognition of α-cyclohexyl-mandelic acid in alcohol/salt-based aqueous two-phase systems
    • Guo Z.-F., Li F.-F., Xing J.-M. Chiral recognition of α-cyclohexyl-mandelic acid in alcohol/salt-based aqueous two-phase systems. Chem. J. Chin. Univ. 2011, 32:275-280.
    • (2011) Chem. J. Chin. Univ. , vol.32 , pp. 275-280
    • Guo, Z.-F.1    Li, F.-F.2    Xing, J.-M.3
  • 21
    • 0031911086 scopus 로고    scopus 로고
    • Enantiomeric separation of commercial d,l-kynurenine with an aqueous two-phase solvent system by cross-axis coil planet centrifuge
    • Shinomiya K., Kabasawa Y., Ito Y. Enantiomeric separation of commercial d,l-kynurenine with an aqueous two-phase solvent system by cross-axis coil planet centrifuge. J. Liq. Chromatogr. Relat. Technol. 1998, 21:135-141.
    • (1998) J. Liq. Chromatogr. Relat. Technol. , vol.21 , pp. 135-141
    • Shinomiya, K.1    Kabasawa, Y.2    Ito, Y.3
  • 22
    • 0025775731 scopus 로고
    • Distribution behavior of some drug enantiomers in an aqueous two-phase system using counter-current extraction with protein
    • Arai T., Kuroda H. Distribution behavior of some drug enantiomers in an aqueous two-phase system using counter-current extraction with protein. Chromatographia 1991, 32:56-60.
    • (1991) Chromatographia , vol.32 , pp. 56-60
    • Arai, T.1    Kuroda, H.2
  • 23
    • 84943419151 scopus 로고
    • Resolution of racemic amino-acids by immobilization of acylase in an aqueous 2-phase system
    • Winfried K., Werner H., Karl S. Resolution of racemic amino-acids by immobilization of acylase in an aqueous 2-phase system. Chem. Ing. Tech. 1980, 52:607.
    • (1980) Chem. Ing. Tech. , vol.52 , pp. 607
    • Winfried, K.1    Werner, H.2    Karl, S.3
  • 24
    • 0035553492 scopus 로고    scopus 로고
    • Parameters influencing protein extraction for whole broths in detergent based aqueous two-phase systems
    • Selber K., Collén A., Hyytiä T., Penttilä M., Tjerneld F., Kula M.R. Parameters influencing protein extraction for whole broths in detergent based aqueous two-phase systems. Bioseparation 2001, 10:229-236.
    • (2001) Bioseparation , vol.10 , pp. 229-236
    • Selber, K.1    Collén, A.2    Hyytiä, T.3    Penttilä, M.4    Tjerneld, F.5    Kula, M.R.6
  • 25
    • 78650168972 scopus 로고    scopus 로고
    • Separation, concentration and determination of chloramphenicol in environment and food using an ionic liquid/salt aqueous two-phase flotation system coupled with high-performance liquid chromatography
    • Han J., Wang Y., Yu C., Li C., Yan Y., Liu Y., Wang L. Separation, concentration and determination of chloramphenicol in environment and food using an ionic liquid/salt aqueous two-phase flotation system coupled with high-performance liquid chromatography. Anal. Chim. Acta 2011, 685:138-145.
    • (2011) Anal. Chim. Acta , vol.685 , pp. 138-145
    • Han, J.1    Wang, Y.2    Yu, C.3    Li, C.4    Yan, Y.5    Liu, Y.6    Wang, L.7
  • 29
    • 0032569070 scopus 로고    scopus 로고
    • Aqueous two-phase systems for protein separation: studies on phase inversion
    • Merchuk J.C., Andrews B.A., Asenjo J.A. Aqueous two-phase systems for protein separation: studies on phase inversion. J. Chromatogr. B 1998, 711:285-293.
    • (1998) J. Chromatogr. B , vol.711 , pp. 285-293
    • Merchuk, J.C.1    Andrews, B.A.2    Asenjo, J.A.3
  • 30
    • 0036620798 scopus 로고    scopus 로고
    • Resolution of D,L-phenylalanine with chiral mobile phase by reversed-phase HPLC
    • Zhao P., Wu H.-J., Gao L.-H., Cai S.-H. Resolution of D,L-phenylalanine with chiral mobile phase by reversed-phase HPLC. J. East Chin. Univ. Sci. Technol. 2002, 28:225-227.
    • (2002) J. East Chin. Univ. Sci. Technol. , vol.28 , pp. 225-227
    • Zhao, P.1    Wu, H.-J.2    Gao, L.-H.3    Cai, S.-H.4
  • 31
    • 84881312094 scopus 로고    scopus 로고
    • Relative hydrophobicity between the phases and partition of cytochrome-c in glycine ionic liquids aqueous two-phase systems
    • Wu C., Wang J., Li Z., Jing J., Wang H. Relative hydrophobicity between the phases and partition of cytochrome-c in glycine ionic liquids aqueous two-phase systems. J. Chromatogr. A 2013, 1305:1-6.
    • (2013) J. Chromatogr. A , vol.1305 , pp. 1-6
    • Wu, C.1    Wang, J.2    Li, Z.3    Jing, J.4    Wang, H.5
  • 32
    • 65249170852 scopus 로고    scopus 로고
    • Evaluation of cation influence on the formation and extraction capability of ionic-liquid-based aqueous biphasic systems
    • Neves C.M.S.S., Ventura S.P.M., Freire M.G., Marrucho I.M., Coutinho J.A.P. Evaluation of cation influence on the formation and extraction capability of ionic-liquid-based aqueous biphasic systems. J. Phys. Chem. B 2009, 113:5194-5199.
    • (2009) J. Phys. Chem. B , vol.113 , pp. 5194-5199
    • Neves, C.M.S.S.1    Ventura, S.P.M.2    Freire, M.G.3    Marrucho, I.M.4    Coutinho, J.A.P.5
  • 34
    • 77956527521 scopus 로고    scopus 로고
    • Liquid-liquid equilibria of ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate+sodium and ammonium citrate aqueous two-phase systems at (298.15 308.15, and 323.15)K
    • Han J., Pan R., Xie X., Wang Y., Yan Y., Yin G., Guan W. Liquid-liquid equilibria of ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate+sodium and ammonium citrate aqueous two-phase systems at (298.15 308.15, and 323.15)K. J. Chem. Eng. Data 2010, 55:3749-3754.
    • (2010) J. Chem. Eng. Data , vol.55 , pp. 3749-3754
    • Han, J.1    Pan, R.2    Xie, X.3    Wang, Y.4    Yan, Y.5    Yin, G.6    Guan, W.7
  • 35
    • 84862644829 scopus 로고    scopus 로고
    • Role of the Hofmeister Series in the formation of ionic-liquid-based aqueous biphasic systems
    • Shahriari S., Neves C.M., Freire M.G., Coutinho J.A.P. Role of the Hofmeister Series in the formation of ionic-liquid-based aqueous biphasic systems. J. Phys. Chem. B 2012, 116:7252-7258.
    • (2012) J. Phys. Chem. B , vol.116 , pp. 7252-7258
    • Shahriari, S.1    Neves, C.M.2    Freire, M.G.3    Coutinho, J.A.P.4
  • 36
    • 77953707159 scopus 로고    scopus 로고
    • Functional amino acid ionic liquids as solvent and selector in chiral extraction
    • Tang F., Zhang Q., Ren D., Nie Z., Liu Q., Yao S. Functional amino acid ionic liquids as solvent and selector in chiral extraction. J. Chromatogr. A 2010, 1217:4669-4674.
    • (2010) J. Chromatogr. A , vol.1217 , pp. 4669-4674
    • Tang, F.1    Zhang, Q.2    Ren, D.3    Nie, Z.4    Liu, Q.5    Yao, S.6
  • 37
    • 0035071328 scopus 로고    scopus 로고
    • Solvent effects in chiral ligand exchange systems
    • Koska J., Mui C., Haynes C.A. Solvent effects in chiral ligand exchange systems. Chem. Eng. Sci. 2001, 56:29-41.
    • (2001) Chem. Eng. Sci. , vol.56 , pp. 29-41
    • Koska, J.1    Mui, C.2    Haynes, C.A.3
  • 38
    • 0001524844 scopus 로고
    • Separation of unmodified α-amino acid enantiomers by reverse phase HPLC
    • Davan V.A., Bochkov A.S., Kurganov A.A. Separation of unmodified α-amino acid enantiomers by reverse phase HPLC. Chromatographia 1980, 13:677-685.
    • (1980) Chromatographia , vol.13 , pp. 677-685
    • Davan, V.A.1    Bochkov, A.S.2    Kurganov, A.A.3
  • 39
    • 0000189651 scopus 로고
    • Density-functional thermochemistry. III. The role of exact exchange
    • Becke A.D. Density-functional thermochemistry. III. The role of exact exchange. J. Chem. Phys. 1993, 98:5648-5652.
    • (1993) J. Chem. Phys. , vol.98 , pp. 5648-5652
    • Becke, A.D.1
  • 40
    • 0001297335 scopus 로고
    • Host-guest complexation. 13. High chiral recognition of amino esters by dilocular hosts containing extended steric barriers
    • Peacock S.C., Domeier L.A., Gaeta F.C.A., Helgeson R.C., Timko J.M., Cram D.J. Host-guest complexation. 13. High chiral recognition of amino esters by dilocular hosts containing extended steric barriers. J. Am. Chem. Soc. 1978, 100:8190-8202.
    • (1978) J. Am. Chem. Soc. , vol.100 , pp. 8190-8202
    • Peacock, S.C.1    Domeier, L.A.2    Gaeta, F.C.A.3    Helgeson, R.C.4    Timko, J.M.5    Cram, D.J.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.