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Volumn 32, Issue 3-4, 2003, Pages 362-368

Effects of water activity and alcohol concentration on the kinetic resolution of lipase-catalyzed acyl transfer in organic solvents

Author keywords

Esterification; Hydrolysis; Kinetic resolution; Lipase; Naproxen thioester; Thiotransesterification

Indexed keywords

ALCOHOLS; ENZYME INHIBITION; ESTERIFICATION; ESTERS; ETHANOL; HYDROLYSIS; ORGANIC SOLVENTS; WATER;

EID: 0037416684     PISSN: 01410229     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0141-0229(02)00318-6     Document Type: Article
Times cited : (16)

References (22)
  • 1
    • 0026674657 scopus 로고
    • Enzyme-catalyzed irreversible acyl transfer
    • Faber K., Riva S. Enzyme-catalyzed irreversible acyl transfer. Synthesis. 24:1992;895-910.
    • (1992) Synthesis , vol.24 , pp. 895-910
    • Faber, K.1    Riva, S.2
  • 2
    • 0027180180 scopus 로고
    • Resolution of rac-ketoprofen esters by enzymatic reactions in organic media
    • Palomer A., Cabre M., Ginesta J., Mauleon D., Carganico G. Resolution of rac-ketoprofen esters by enzymatic reactions in organic media. Chirality. 5:1993;320-328.
    • (1993) Chirality , vol.5 , pp. 320-328
    • Palomer, A.1    Cabre, M.2    Ginesta, J.3    Mauleon, D.4    Carganico, G.5
  • 3
    • 0027594761 scopus 로고
    • Lipase-catalyzed transesterification in organic solvents: Applications to the preparation of enantiomerically pure compounds
    • Santaniello E., Ferraboschi P., Grisenti P. Lipase-catalyzed transesterification in organic solvents: applications to the preparation of enantiomerically pure compounds. Enzyme Microb. Technol. 15:1993;367-382.
    • (1993) Enzyme Microb. Technol. , vol.15 , pp. 367-382
    • Santaniello, E.1    Ferraboschi, P.2    Grisenti, P.3
  • 6
    • 0032555677 scopus 로고    scopus 로고
    • Enzymatic resolution of (R,S)-2-arylpropionic acid thioesters by Candida rugosa lipase-catalyzed thiotransesterification or synthesis in organic solvents
    • Chang C.S., Tsai S.W., Lin C.N. Enzymatic resolution of (R,S)-2-arylpropionic acid thioesters by Candida rugosa lipase-catalyzed thiotransesterification or synthesis in organic solvents. Tetrahedron: Asym. 9:1998;2799-2807.
    • (1998) Tetrahedron: Asym. , vol.9 , pp. 2799-2807
    • Chang, C.S.1    Tsai, S.W.2    Lin, C.N.3
  • 7
    • 0032825993 scopus 로고    scopus 로고
    • Non-conventional hydrolase chemistry: Amide and carbamate bond formation catalyzed by lipases
    • Gotor V. Non-conventional hydrolase chemistry: amide and carbamate bond formation catalyzed by lipases. Bioorg. Med. Chem. 7:1999;2189-2197.
    • (1999) Bioorg. Med. Chem. , vol.7 , pp. 2189-2197
    • Gotor, V.1
  • 8
    • 0000827849 scopus 로고    scopus 로고
    • Lipase-catalyzed synthesis of carboxylic amides: Nitrogen nucleophiles as acyl acceptor
    • van Rantwijk F., Hacking M.A.P.J., Shldon R.A. Lipase-catalyzed synthesis of carboxylic amides: nitrogen nucleophiles as acyl acceptor. Monat. Chemie. 131:1999;549-569.
    • (1999) Monat. Chemie , vol.131 , pp. 549-569
    • Van Rantwijk, F.1    Hacking, M.A.P.J.2    Shldon, R.A.3
  • 9
    • 0034307102 scopus 로고    scopus 로고
    • Effects of hydrolysis and esterification side-reactions on the kinetic resolution of enzyme-catalyzed irreversible transesterification in organic solvents
    • Tsai S.W., Cheng I.C., Huang C.M. Effects of hydrolysis and esterification side-reactions on the kinetic resolution of enzyme-catalyzed irreversible transesterification in organic solvents. Chem. Eng. Sci. 55:2000;4571-4582.
    • (2000) Chem. Eng. Sci. , vol.55 , pp. 4571-4582
    • Tsai, S.W.1    Cheng, I.C.2    Huang, C.M.3
  • 10
    • 0035963691 scopus 로고    scopus 로고
    • Enantioselective aminolysis of an α-chloroester catalyzed by Candida cylindracea lipase encapsulated in sol-gel silica glass
    • Badjic J.G., Kadnikova E.N., Kostic N.M. Enantioselective aminolysis of an α-chloroester catalyzed by Candida cylindracea lipase encapsulated in sol-gel silica glass. Org. Lett. 3:2001;2025-2028.
    • (2001) Org. Lett. , vol.3 , pp. 2025-2028
    • Badjic, J.G.1    Kadnikova, E.N.2    Kostic, N.M.3
  • 12
    • 0027527221 scopus 로고
    • Water activity influences enantioselectivity in lipase-catalysed resolution by esterification in an organic solvent
    • Hogberg H.-E., Edlund H., Berglund P., Hedenstrom E. Water activity influences enantioselectivity in lipase-catalysed resolution by esterification in an organic solvent. Tetrahedron: Asym. 4:1993;2123-2126.
    • (1993) Tetrahedron: Asym. , vol.4 , pp. 2123-2126
    • Hogberg, H.-E.1    Edlund, H.2    Berglund, P.3    Hedenstrom, E.4
  • 13
    • 0028396938 scopus 로고
    • Thermodynamic predictions for biocatalysis in nonconventional media: Theory, tests, and recommendations for experimental design and analysis
    • Halling P.L. Thermodynamic predictions for biocatalysis in nonconventional media: theory, tests, and recommendations for experimental design and analysis. Enzyme Microb. Technol. 16:1994;178-206.
    • (1994) Enzyme Microb. Technol. , vol.16 , pp. 178-206
    • Halling, P.L.1
  • 14
    • 0028282678 scopus 로고
    • Relationship between water activity and catalytic activity of lipases in organic media. Effects of supports, loading and enzyme preparation
    • Valivety R.H., Halling P.L., Macrae A.R. Relationship between water activity and catalytic activity of lipases in organic media. Effects of supports, loading and enzyme preparation. Eur. J. Biochem. 222:1994;461-466.
    • (1994) Eur. J. Biochem. , vol.222 , pp. 461-466
    • Valivety, R.H.1    Halling, P.L.2    Macrae, A.R.3
  • 15
    • 0032032060 scopus 로고    scopus 로고
    • Lipase-catalyzed enantioselective esterification of ibuprofen in organic solvents under controlled water activity
    • Ducret A., Trani M., Lortie R. Lipase-catalyzed enantioselective esterification of ibuprofen in organic solvents under controlled water activity. Enzyme Microb. Technol. 22:1998;212-216.
    • (1998) Enzyme Microb. Technol. , vol.22 , pp. 212-216
    • Ducret, A.1    Trani, M.2    Lortie, R.3
  • 16
    • 0345516025 scopus 로고    scopus 로고
    • Thermal stabilization of immobilized lipase B from Candida antarctica on different supports: Effect of water activity on enzyme activity in organic media
    • Arroyo M., Sanchez-Montero J.M., Sinisterrra J.V. Thermal stabilization of immobilized lipase B from Candida antarctica on different supports: effect of water activity on enzyme activity in organic media. Enzyme Microb. Technol. 24:1999;3-12.
    • (1999) Enzyme Microb. Technol. , vol.24 , pp. 3-12
    • Arroyo, M.1    Sanchez-Montero, J.M.2    Sinisterrra, J.V.3
  • 17
    • 0029087514 scopus 로고
    • Enzyme catalyzed irreversible transesterification with vinyl acetate. Are they really irreversible?
    • Lundh M., Nordin O., Hedenstrom E., Hogberg H.-E. Enzyme catalyzed irreversible transesterification with vinyl acetate. Are they really irreversible? Tetrahedron: Asymmetry. 6:1995;2237-2244.
    • (1995) Tetrahedron: Asymmetry , vol.6 , pp. 2237-2244
    • Lundh, M.1    Nordin, O.2    Hedenstrom, E.3    Hogberg, H.-E.4
  • 19
    • 0027270984 scopus 로고
    • Self-normalize analysis of lipase-catalyzed conversion of Naproxen enantiomers
    • Tsai S.W., Wei H.J. Self-normalize analysis of lipase-catalyzed conversion of Naproxen enantiomers. J. Liq. Chromatogra. 16:1993;2993-3001.
    • (1993) J. Liq. Chromatogra. , vol.16 , pp. 2993-3001
    • Tsai, S.W.1    Wei, H.J.2
  • 20
    • 0034521368 scopus 로고    scopus 로고
    • Enantioselective synthesis of (S)-ibuprofen ester prodrug in cyclohexane by Candida rugosa lipase immobilized on Accurel MP 1000
    • Chen J.C., Tsai S.W. Enantioselective synthesis of (S)-ibuprofen ester prodrug in cyclohexane by Candida rugosa lipase immobilized on Accurel MP 1000. Biotechnol. Prog. 16:2000;986-992.
    • (2000) Biotechnol. Prog. , vol.16 , pp. 986-992
    • Chen, J.C.1    Tsai, S.W.2
  • 22
    • 20644469267 scopus 로고
    • Quantitative analysis of biochemical kinetic resolutions of enantiomers
    • Chen C.S., Fujimoto Y., Girdaukas G., Sih C.J. Quantitative analysis of biochemical kinetic resolutions of enantiomers. J. Am. Chem. Soc. 104:1982;7294-7299.
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 7294-7299
    • Chen, C.S.1    Fujimoto, Y.2    Girdaukas, G.3    Sih, C.J.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.