The enantioselectivity of lipase PS in chlorinated solvents increases as a function of substrate conversion

Tetrahedron Asymmetry

Volumn 8, Issue 13, 1997, Pages 2167-2173

  Secundo, Francesco ^a   Ottolina, Gianluca ^a   Riva, Sergio ^a   Carrea, Giacomo ^a  

^a CNR   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOALKANOL DERIVATIVE; CYCLOHEXENE DERIVATIVE; TRIACYLGLYCEROL LIPASE;

ARTICLE; BURKHOLDERIA CEPACIA; CHIRALITY; DRUG PURITY; DRUG SYNTHESIS; ENZYME ACTIVITY; IN VITRO STUDY; METHODOLOGY; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030796610     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(97)00189-4     Document Type: Article

References (22)

1. For Reviews see, Jones J.B. Tetrahedron 1986, 42, 3351-3403; Klibanov, A.M. CHEMTECH. 1986, 16, 354-359; Sih, C.J.; Wu, S.-H. Topics in Stereochemistry 1989, 19, 63-125; Santaniello, E.; Ferraboschi, P.; Grisenti, P.; Manzocchi, A. Chem. Rev. 1992, 92, 1071-1140; Drauz, K.; Waldmann, H. (Eds), Enzyme Catalysis in Organic Synthesis, VCH, Weinheim, 1995.
2. For Reviews see, Jones J.B. Tetrahedron 1986, 42, 3351-3403; Klibanov, A.M. CHEMTECH. 1986, 16, 354-359; Sih, C.J.; Wu, S.-H. Topics in Stereochemistry 1989, 19, 63-125; Santaniello, E.; Ferraboschi, P.; Grisenti, P.; Manzocchi, A. Chem. Rev. 1992, 92, 1071-1140; Drauz, K.; Waldmann, H. (Eds), Enzyme Catalysis in Organic Synthesis, VCH, Weinheim, 1995.
3. For Reviews see, Jones J.B. Tetrahedron 1986, 42, 3351-3403; Klibanov, A.M. CHEMTECH. 1986, 16, 354-359; Sih, C.J.; Wu, S.-H. Topics in Stereochemistry 1989, 19, 63-125; Santaniello, E.; Ferraboschi, P.; Grisenti, P.; Manzocchi, A. Chem. Rev. 1992, 92, 1071-1140; Drauz, K.; Waldmann, H. (Eds), Enzyme Catalysis in Organic Synthesis, VCH, Weinheim, 1995.
4. For Reviews see, Jones J.B. Tetrahedron 1986, 42, 3351-3403; Klibanov, A.M. CHEMTECH. 1986, 16, 354-359; Sih, C.J.; Wu, S.-H. Topics in Stereochemistry 1989, 19, 63-125; Santaniello, E.; Ferraboschi, P.; Grisenti, P.; Manzocchi, A. Chem. Rev. 1992, 92, 1071-1140; Drauz, K.; Waldmann, H. (Eds), Enzyme Catalysis in Organic Synthesis, VCH, Weinheim, 1995.
5. For Reviews see, Jones J.B. Tetrahedron 1986, 42, 3351-3403; Klibanov, A.M. CHEMTECH. 1986, 16, 354-359; Sih, C.J.; Wu, S.-H. Topics in Stereochemistry 1989, 19, 63-125; Santaniello, E.; Ferraboschi, P.; Grisenti, P.; Manzocchi, A. Chem. Rev. 1992, 92, 1071-1140; Drauz, K.; Waldmann, H. (Eds), Enzyme Catalysis in Organic Synthesis, VCH, Weinheim, 1995.
6. Secundo, F.; Riva, S.; Carrea, G. Tetrahedron: Asymmetry 1992, 3, 267-280.
7. Hirose, Y.; Kariya, K.; Sasaki, J.; Kurono, Y.; Ebike, H.; Achiwa, K. Tetrahedron Lett. 1992, 33, 7157-7160; Wescott, C.R.; Klibanov, A.M. Biochim. Biophys. Acta 1994, 1206, 1-9; Carrea, G.; Ottolina G.; Riva, S. Trends Biotechnol. 1995, 13, 63-70; Wescott, C.R.; Noritomi, H; Klibanov, A.M. J. Am. Chem. Soc., 1996, 118, 10365-10370.
8. Hirose, Y.; Kariya, K.; Sasaki, J.; Kurono, Y.; Ebike, H.; Achiwa, K. Tetrahedron Lett. 1992, 33, 7157-7160; Wescott, C.R.; Klibanov, A.M. Biochim. Biophys. Acta 1994, 1206, 1-9; Carrea, G.; Ottolina G.; Riva, S. Trends Biotechnol. 1995, 13, 63-70; Wescott, C.R.; Noritomi, H; Klibanov, A.M. J. Am. Chem. Soc., 1996, 118, 10365-10370.
9. Hirose, Y.; Kariya, K.; Sasaki, J.; Kurono, Y.; Ebike, H.; Achiwa, K. Tetrahedron Lett. 1992, 33, 7157-7160; Wescott, C.R.; Klibanov, A.M. Biochim. Biophys. Acta 1994, 1206, 1-9; Carrea, G.; Ottolina G.; Riva, S. Trends Biotechnol. 1995, 13, 63-70; Wescott, C.R.; Noritomi, H; Klibanov, A.M. J. Am. Chem. Soc., 1996, 118, 10365-10370.
10. Hirose, Y.; Kariya, K.; Sasaki, J.; Kurono, Y.; Ebike, H.; Achiwa, K. Tetrahedron Lett. 1992, 33, 7157-7160; Wescott, C.R.; Klibanov, A.M. Biochim. Biophys. Acta 1994, 1206, 1-9; Carrea, G.; Ottolina G.; Riva, S. Trends Biotechnol. 1995, 13, 63-70; Wescott, C.R.; Noritomi, H; Klibanov, A.M. J. Am. Chem. Soc., 1996, 118, 10365-10370.
11. Chen, C.-S.; Fujimoto, Y.; Girdaukas, G.; Sih, C.J. J. Am. Chem. Soc. 1982, 104, 7294-7299.
12. Chen, C.-S.; Wu, S.-H; Girdaukas, G.; Sih, C.J. J. Am. Chem. Soc. 1987, 109, 2812-2817.
13. Straathof, A.J.J.; Rakels, J.L.L.; Heijnen, J.J. Biocatalysis 1992, 7, 13-27.
14. van Tol, J.B.; Geerlof, A.; Jongejan, J.A.; Duine, J.A. Ann. N.Y. Acad. Sci. 1992, 672, 462-470.
15. Lundh, M.; Nordin, O.; Hedenstrom, E.; Hogberg, H.-E. Tetrahedron: Asymmetry 1995, 6, 2237-2244.
16. Valivety, R.H.; Hailing, P.J.; Macrae, A.R. Biochim. Biophys. Acta 1992, 1118, 218-222.
17. Orrenius, C.; Norin, T.; Hult, K.; Carrea, G. Tetrahedron: Asymmetry 1995, 6, 3023-3030.
18. van Tol, J.B.; Jongejan, J.A.; Geerlof, A.; Duine, J.A. Recl. Trav. Chim. Pays-Bas 1991, 110, 255-262.
19. Sugiura, M.; Oikawa, T.; Hirano, K.; Inukai, T. Biochim. Biophys. Acta, 1977, 488, 353-358; Weissfloch A.N.E.; Kazlauskas, R.J. J. Org. Chem. 1995, 60, 6959-6969; Takami, K. Amano Pharmaceutical Co., personal communication.
20. Sugiura, M.; Oikawa, T.; Hirano, K.; Inukai, T. Biochim. Biophys. Acta, 1977, 488, 353-358; Weissfloch A.N.E.; Kazlauskas, R.J. J. Org. Chem. 1995, 60, 6959-6969; Takami, K. Amano Pharmaceutical Co., personal communication.
21. Sugiura, M.; Oikawa, T.; Hirano, K.; Inukai, T. Biochim. Biophys. Acta, 1977, 488, 353-358; Weissfloch A.N.E.; Kazlauskas, R.J. J. Org. Chem. 1995, 60, 6959-6969; Takami, K. Amano Pharmaceutical Co., personal communication.
22. Secundo, F.; Phillips, R.S. Enzyme Microb. Technol. 1996, 19, 487-492.