-
1
-
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0030066698
-
-
and references cited therein
-
r is defined as ΔΔH‡/ΔΔS‡, a temperature at which there is no enantiomeric discrimination.
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Trends Biotechnol.
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Phillips, R.S.1
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2
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(a) Optimization of the selectivity in a PLE-catalyzed hydrolysis in aqueous methanol at -10°C: Lam, L. K. P.; Hui, R. A. H. F.; Jones, J. B. J. Org. Chem. 1986, 51, 2047. No theoretical discussion on the temperature effect was made.
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Lam, L.K.P.1
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Jones, J.B.3
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(b) Increasing the temperature for high enantioselectivity: Yasufuku, Y.; Ueji, S. Biotechnol. Lett. 1995, 17, 1311.
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For example: (a) Jones, J. B. Tetrahedron 1986, 42, 3351. (b) Chen, C.-S.; Sih, C. J. Angew. Chem., Int. Ed. Engl. 1989, 28, 695. (c) Klibanov, A. M. Acc. Chem. Res. 1990, 23, 114. (d) Wong, C.-H.; Whitesides, G. M. Enzymes in Synthetic Organic Chemistry; Pergamon: Oxford, 1994. (e) Enzyme Catalysis in Organic Synthesis; Drauz, K., Waldmann, H., Eds.; VCH: New York, 1994; Vol. 1. (f) Faber, K. Biotransformations in Organic Chemistry; Springer-Verlag: Berlin, 1995. (g) Enzymatic Reactions in Organic Media; Koskinen, A. M. P., Klibanov, A. M., Eds.; Blackie Academic: Glasgow, 1996.
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Tetrahedron
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Jones, J.B.1
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For example: (a) Jones, J. B. Tetrahedron 1986, 42, 3351. (b) Chen, C.-S.; Sih, C. J. Angew. Chem., Int. Ed. Engl. 1989, 28, 695. (c) Klibanov, A. M. Acc. Chem. Res. 1990, 23, 114. (d) Wong, C.-H.; Whitesides, G. M. Enzymes in Synthetic Organic Chemistry; Pergamon: Oxford, 1994. (e) Enzyme Catalysis in Organic Synthesis; Drauz, K., Waldmann, H., Eds.; VCH: New York, 1994; Vol. 1. (f) Faber, K. Biotransformations in Organic Chemistry; Springer-Verlag: Berlin, 1995. (g) Enzymatic Reactions in Organic Media; Koskinen, A. M. P., Klibanov, A. M., Eds.; Blackie Academic: Glasgow, 1996.
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Angew. Chem., Int. Ed. Engl.
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Chen, C.-S.1
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0642367795
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For example: (a) Jones, J. B. Tetrahedron 1986, 42, 3351. (b) Chen, C.-S.; Sih, C. J. Angew. Chem., Int. Ed. Engl. 1989, 28, 695. (c) Klibanov, A. M. Acc. Chem. Res. 1990, 23, 114. (d) Wong, C.-H.; Whitesides, G. M. Enzymes in Synthetic Organic Chemistry; Pergamon: Oxford, 1994. (e) Enzyme Catalysis in Organic Synthesis; Drauz, K., Waldmann, H., Eds.; VCH: New York, 1994; Vol. 1. (f) Faber, K. Biotransformations in Organic Chemistry; Springer-Verlag: Berlin, 1995. (g) Enzymatic Reactions in Organic Media; Koskinen, A. M. P., Klibanov, A. M., Eds.; Blackie Academic: Glasgow, 1996.
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Acc. Chem. Res.
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Klibanov, A.M.1
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7
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Pergamon: Oxford
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For example: (a) Jones, J. B. Tetrahedron 1986, 42, 3351. (b) Chen, C.-S.; Sih, C. J. Angew. Chem., Int. Ed. Engl. 1989, 28, 695. (c) Klibanov, A. M. Acc. Chem. Res. 1990, 23, 114. (d) Wong, C.-H.; Whitesides, G. M. Enzymes in Synthetic Organic Chemistry; Pergamon: Oxford, 1994. (e) Enzyme Catalysis in Organic Synthesis; Drauz, K., Waldmann, H., Eds.; VCH: New York, 1994; Vol. 1. (f) Faber, K. Biotransformations in Organic Chemistry; Springer-Verlag: Berlin, 1995. (g) Enzymatic Reactions in Organic Media; Koskinen, A. M. P., Klibanov, A. M., Eds.; Blackie Academic: Glasgow, 1996.
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(1994)
Enzymes in Synthetic Organic Chemistry
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Wong, C.-H.1
Whitesides, G.M.2
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8
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VCH: New York
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For example: (a) Jones, J. B. Tetrahedron 1986, 42, 3351. (b) Chen, C.-S.; Sih, C. J. Angew. Chem., Int. Ed. Engl. 1989, 28, 695. (c) Klibanov, A. M. Acc. Chem. Res. 1990, 23, 114. (d) Wong, C.-H.; Whitesides, G. M. Enzymes in Synthetic Organic Chemistry; Pergamon: Oxford, 1994. (e) Enzyme Catalysis in Organic Synthesis; Drauz, K., Waldmann, H., Eds.; VCH: New York, 1994; Vol. 1. (f) Faber, K. Biotransformations in Organic Chemistry; Springer-Verlag: Berlin, 1995. (g) Enzymatic Reactions in Organic Media; Koskinen, A. M. P., Klibanov, A. M., Eds.; Blackie Academic: Glasgow, 1996.
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(1994)
Enzyme Catalysis in Organic Synthesis
, vol.1
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Drauz, K.1
Waldmann, H.2
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9
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0003479152
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Springer-Verlag: Berlin
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For example: (a) Jones, J. B. Tetrahedron 1986, 42, 3351. (b) Chen, C.-S.; Sih, C. J. Angew. Chem., Int. Ed. Engl. 1989, 28, 695. (c) Klibanov, A. M. Acc. Chem. Res. 1990, 23, 114. (d) Wong, C.-H.; Whitesides, G. M. Enzymes in Synthetic Organic Chemistry; Pergamon: Oxford, 1994. (e) Enzyme Catalysis in Organic Synthesis; Drauz, K., Waldmann, H., Eds.; VCH: New York, 1994; Vol. 1. (f) Faber, K. Biotransformations in Organic Chemistry; Springer-Verlag: Berlin, 1995. (g) Enzymatic Reactions in Organic Media; Koskinen, A. M. P., Klibanov, A. M., Eds.; Blackie Academic: Glasgow, 1996.
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(1995)
Biotransformations in Organic Chemistry
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Faber, K.1
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10
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0003548906
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Blackie Academic: Glasgow
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For example: (a) Jones, J. B. Tetrahedron 1986, 42, 3351. (b) Chen, C.-S.; Sih, C. J. Angew. Chem., Int. Ed. Engl. 1989, 28, 695. (c) Klibanov, A. M. Acc. Chem. Res. 1990, 23, 114. (d) Wong, C.-H.; Whitesides, G. M. Enzymes in Synthetic Organic Chemistry; Pergamon: Oxford, 1994. (e) Enzyme Catalysis in Organic Synthesis; Drauz, K., Waldmann, H., Eds.; VCH: New York, 1994; Vol. 1. (f) Faber, K. Biotransformations in Organic Chemistry; Springer-Verlag: Berlin, 1995. (g) Enzymatic Reactions in Organic Media; Koskinen, A. M. P., Klibanov, A. M., Eds.; Blackie Academic: Glasgow, 1996.
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(1996)
Enzymatic Reactions in Organic Media
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Koskinen, A.M.P.1
Klibanov, A.M.2
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11
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0029959897
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For recent papers: (a) Ke, T.; Wescott, C. R.; Klibanov, A. M. J. Am. Chem. Soc. 1996, 118, 3366. (b) Nakamura, K.; Kinoshita, M.; Ohno, A. Tetrahedron 1995, 51, 8799.
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J. Am. Chem. Soc.
, vol.118
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Ke, T.1
Wescott, C.R.2
Klibanov, A.M.3
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12
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0029128992
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For recent papers: (a) Ke, T.; Wescott, C. R.; Klibanov, A. M. J. Am. Chem. Soc. 1996, 118, 3366. (b) Nakamura, K.; Kinoshita, M.; Ohno, A. Tetrahedron 1995, 51, 8799.
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Tetrahedron
, vol.51
, pp. 8799
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Nakamura, K.1
Kinoshita, M.2
Ohno, A.3
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13
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0001319374
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(a) Itoh, T.; Takagi, Y.; Murakami, T.; Hiyama, Y.; Tsukube, H. J. Org. Chem. 1996, 61, 2158.
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Itoh, T.1
Takagi, Y.2
Murakami, T.3
Hiyama, Y.4
Tsukube, H.5
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15
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Ema, T.; Maeno, S.; Takaya, Y.; Sakai, T.; Utaka, M. J. Org. Chem. 1996, 61, 8610.
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Maeno, S.2
Takaya, Y.3
Sakai, T.4
Utaka, M.5
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0001699388
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(a) Pressure effect: Kamat, S. V.; Beckman, E. J.; Russell, A. J. J. Am. Chem. Soc. 1993, 115, 8845.
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J. Am. Chem. Soc.
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Kamat, S.V.1
Beckman, E.J.2
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(b) Immobilization on Florisil: Yamada, H; Sugai, T.; Ohta, H.; Yoshikawa, S. Agric. Biol. Chem. 1990, 54, 1579.
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For example: (a) Yokomatsu, T.; Sato, M.; Shibuya, S. Tetrahedron: Asymmetry 1996, 7, 2743. (b) Hirose, Y.; Kariya, K.; Sasaki, I.; Kurono, Y.; Ebiike, H.; Achiwa, K. Tetrahedron Lett. 1992, 33, 7157. (c) Fuji, K.; Kawabata, T.; Kiryu, Y.; Sugiura, Y. Tetrahedron Lett. 1990, 31, 6663.
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Tetrahedron: Asymmetry
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Sato, M.2
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For example: (a) Yokomatsu, T.; Sato, M.; Shibuya, S. Tetrahedron: Asymmetry 1996, 7, 2743. (b) Hirose, Y.; Kariya, K.; Sasaki, I.; Kurono, Y.; Ebiike, H.; Achiwa, K. Tetrahedron Lett. 1992, 33, 7157. (c) Fuji, K.; Kawabata, T.; Kiryu, Y.; Sugiura, Y. Tetrahedron Lett. 1990, 31, 6663.
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Tetrahedron Lett.
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Ebiike, H.5
Achiwa, K.6
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20
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For example: (a) Yokomatsu, T.; Sato, M.; Shibuya, S. Tetrahedron: Asymmetry 1996, 7, 2743. (b) Hirose, Y.; Kariya, K.; Sasaki, I.; Kurono, Y.; Ebiike, H.; Achiwa, K. Tetrahedron Lett. 1992, 33, 7157. (c) Fuji, K.; Kawabata, T.; Kiryu, Y.; Sugiura, Y. Tetrahedron Lett. 1990, 31, 6663.
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Tetrahedron Lett.
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Kawabata, T.2
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Sugiura, Y.4
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0000223736
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Chemical resolution with low ee by using brucine: Stegman, W.; Uebelhart, P.; Heimgartner, H.; Schmid, H. Tetrahedron Lett. 1978, 3091. The absolute configuration is not given.
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Tetrahedron Lett.
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Stegman, W.1
Uebelhart, P.2
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Lowowski, W., Ed.; Pergamon Press: New York, Chapter 5
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Review: Padwa, A.; Woolhouse, A. D. In Comprehensive Heterocyclic Chemistry; Lowowski, W., Ed.; Pergamon Press: New York, 1984; Vol. 7, Chapter 5, p 47.
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Woolhouse, A.D.2
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(a) Bucher, C.B.; Linden, A.; Heimgartner, H. Helv. Chim. Acta 1995, 78, 935.
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34
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1542769255
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note
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Lipases showing the E values > 3 (origin, E value, fast-reacting enantiomer): CHIRAZYME L-2 (Candida antarctica, 8, R),CHIRAZYME L-7 (poreine pancreas, 6, R), lipase AK (Pseudomonas fluorescens, 4, R).
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-
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35
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20644469267
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Chen, C.-S.; Fujimoto, Y.; Girdaukas, G.; Sih, C. J. J. Am. Chem. Soc. 1982, 104, 7294.
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J. Am. Chem. Soc.
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Chen, C.-S.1
Fujimoto, Y.2
Girdaukas, G.3
Sih, C.J.4
-
36
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-
85088223619
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-
note
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2O (11), benzene (9), cyclohexane (9), n-hexane (7).
-
-
-
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37
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0028149409
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Fujii, N.; Nakai, K.; Habashita, H.; Hotta, Y.; Tamamura, H.; Otaka, A.; Ibuka, T. Chem. Pharm. Bull. 1994, 42, 2241.
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-
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Fujii, N.1
Nakai, K.2
Habashita, H.3
Hotta, Y.4
Tamamura, H.5
Otaka, A.6
Ibuka, T.7
-
38
-
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1542769254
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-
note
-
When the temperature was decreased below -40°C, the lipase might begin to lose the conformational flexibility essential for the catalytic activity.
-
-
-
-
39
-
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0021763770
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Lipase exhibits a high catalytic activity on heating at 100°C: Zaks, A.; Klibanov, A. M. Science 1984, 224, 1249.
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(1984)
Science
, vol.224
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Zaks, A.1
Klibanov, A.M.2
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