메뉴 건너뛰기




Volumn 81, Issue 4, 1996, Pages 304-309

Asymmetric Bioreduction of a β-Tetralone to Its Corresponding (S)-Alcohol by the Yeast Trichosporon capitatum MY 1890

Author keywords

Bioconversion; Bioprocess; Bioreduction; Fermentation; Microbial screening; MK 0499; tetralol; tetralone

Indexed keywords

DIPODASCUS CAPITATUS;

EID: 0029884727     PISSN: 0922338X     EISSN: None     Source Type: Journal    
DOI: 10.1016/0922-338X(96)80581-2     Document Type: Article
Times cited : (31)

References (32)
  • 1
    • 0027523333 scopus 로고
    • Nonchiral, homochiral and composite chiral drugs
    • Ariens, E.: Nonchiral, homochiral and composite chiral drugs. TIBS, 14, 68-76 (1993).
    • (1993) TIBS , vol.14 , pp. 68-76
    • Ariens, E.1
  • 2
    • 2342470361 scopus 로고
    • C & EN, Sept.
    • Stinson, S.: Chiral drugs. C & EN, Sept., 38-72 (1994).
    • (1994) Chiral Drugs , pp. 38-72
    • Stinson, S.1
  • 3
    • 0000714772 scopus 로고
    • Enzymes in organic synthesis
    • Jones, B.: Enzymes in organic synthesis. Tetrahedron, 42, 3351-3403 (1986).
    • (1986) Tetrahedron , vol.42 , pp. 3351-3403
    • Jones, B.1
  • 4
    • 0026354817 scopus 로고
    • Biotransformations of industrial use
    • Kieslich, K.: Biotransformations of industrial use. Acta Biotechnol., 11, 559-570 (1991).
    • (1991) Acta Biotechnol. , vol.11 , pp. 559-570
    • Kieslich, K.1
  • 5
    • 0001137949 scopus 로고
    • Advances in biotransformation processes
    • Lilly, M.: Advances in biotransformation processes. Chem. Engin. Sci., 49, 151-159 (1994).
    • (1994) Chem. Engin. Sci. , vol.49 , pp. 151-159
    • Lilly, M.1
  • 6
    • 0027588112 scopus 로고
    • Enzymes in the synthesis of chiral drugs
    • Margolin, A.: Enzymes in the synthesis of chiral drugs. Enzyme Microbiol. Technol., 15, 266-280 (1993).
    • (1993) Enzyme Microbiol. Technol. , vol.15 , pp. 266-280
    • Margolin, A.1
  • 7
    • 12044253833 scopus 로고
    • Baker's yeast mediated transformations in organic chemistry
    • Csuk, R. and Glanzer, B.: Baker's yeast mediated transformations in organic chemistry. Chem. Rev., 91, 49-97 (1991).
    • (1991) Chem. Rev. , vol.91 , pp. 49-97
    • Csuk, R.1    Glanzer, B.2
  • 9
    • 84920564546 scopus 로고
    • Baker's yeast as a reagent in organic synthesis
    • Servi, S.: Baker's yeast as a reagent in organic synthesis. Synthesis, 1, 1-25 (1990).
    • (1990) Synthesis , vol.1 , pp. 1-25
    • Servi, S.1
  • 10
    • 0025455982 scopus 로고
    • Reductive biotransformations of organic compounds by cells or enzymes of yeast
    • Ward, O. and Young, C.: Reductive biotransformations of organic compounds by cells or enzymes of yeast. Enzyme Microbiol. Technol., 12, 482-492 (1990).
    • (1990) Enzyme Microbiol. Technol. , vol.12 , pp. 482-492
    • Ward, O.1    Young, C.2
  • 11
    • 0026471036 scopus 로고
    • Studies on the distribution and regulation of microbial keto ester reductases
    • Peters, J., Zelinski, T., and Kulla, M.: Studies on the distribution and regulation of microbial keto ester reductases. Appl. Microbiol. Biotechnol., 28, 334-340 (1992).
    • (1992) Appl. Microbiol. Biotechnol. , vol.28 , pp. 334-340
    • Peters, J.1    Zelinski, T.2    Kulla, M.3
  • 12
    • 0024287174 scopus 로고
    • Purification and characterization of two oxidoreductases involved in the enantioselective reduction of 3-oxo, 4-oxo and 5-oxo esters in bakers' yeast
    • Heidias, J., Engel, K., and Tressl, R.: Purification and characterization of two oxidoreductases involved in the enantioselective reduction of 3-oxo, 4-oxo and 5-oxo esters in bakers' yeast. Eur. J. Biochem., 172, 633-639 (1988).
    • (1988) Eur. J. Biochem. , vol.172 , pp. 633-639
    • Heidias, J.1    Engel, K.2    Tressl, R.3
  • 13
    • 0027184945 scopus 로고
    • Large scale prepoaration of (S)-ethyl 3-hydroxybutanoate with a high enantiomeric excess through baker's yeast mediated bioreduction
    • Kometani, T., Yoshii, H., Kitatsuji, E., Nishimura, H., and Matsuno, R.: Large scale prepoaration of (S)-ethyl 3-hydroxybutanoate with a high enantiomeric excess through baker's yeast mediated bioreduction. J. Ferment. Bioeng., 76, 33-37 (1993).
    • (1993) J. Ferment. Bioeng. , vol.76 , pp. 33-37
    • Kometani, T.1    Yoshii, H.2    Kitatsuji, E.3    Nishimura, H.4    Matsuno, R.5
  • 14
    • 0026087604 scopus 로고
    • Baker's yeast mediated bioreduction: Practical procedure using ethanol as energy source
    • Kometani, T., Kitatsuji, E., and Matsuno, R.: Baker's yeast mediated bioreduction: practical procedure using ethanol as energy source. J. Ferment. Bioeng., 71, 197-199 (1991).
    • (1991) J. Ferment. Bioeng. , vol.71 , pp. 197-199
    • Kometani, T.1    Kitatsuji, E.2    Matsuno, R.3
  • 15
    • 0028891152 scopus 로고
    • Yeast catalyzed reduction of β-ketoesters. I. Factors affecting whole-cell catalytic activity and stereoselectivity
    • Hunt, J., Carter, A., Murrell, J., Dalton, H., Hallinan, K., Crout, D., Holt, R., and Crosby, J.: Yeast catalyzed reduction of β-ketoesters. I. Factors affecting whole-cell catalytic activity and stereoselectivity. Biocataly. Biotransf., 12, 159-178 (1995).
    • (1995) Biocataly. Biotransf. , vol.12 , pp. 159-178
    • Hunt, J.1    Carter, A.2    Murrell, J.3    Dalton, H.4    Hallinan, K.5    Crout, D.6    Holt, R.7    Crosby, J.8
  • 16
    • 0000342925 scopus 로고
    • Stereochemical control in microbial reduction. IV. Effect of cultivation conditions on the reduction of β-keto esters by methylotrophic yeasts
    • Ushio, K., Inouye, K., Nakamura, K., Oka, S., and Obno, A.: Stereochemical control in microbial reduction. IV. Effect of cultivation conditions on the reduction of β-keto esters by methylotrophic yeasts. Tetrahedron Lett., 27, 2657-2660 (1986).
    • (1986) Tetrahedron Lett. , vol.27 , pp. 2657-2660
    • Ushio, K.1    Inouye, K.2    Nakamura, K.3    Oka, S.4    Obno, A.5
  • 17
    • 0000953988 scopus 로고
    • Stereochemical control in microbial reductions. XXI. Effect of organic solvents on reduction of α-keto esters mediated by bakers' yeast
    • Nakamura, K., Kondo, S., Kawai, Y., and Ohno, A.: Stereochemical control in microbial reductions. XXI. Effect of organic solvents on reduction of α-keto esters mediated by bakers' yeast. Bull. Chem. Soc. Jpn., 66, 2738-2743 (1993).
    • (1993) Bull. Chem. Soc. Jpn. , vol.66 , pp. 2738-2743
    • Nakamura, K.1    Kondo, S.2    Kawai, Y.3    Ohno, A.4
  • 18
    • 0028830034 scopus 로고
    • Improvement of enantioselectivity of microbial reduction by using organic solvent redox coupler system
    • Nakamura, K., Inoue, Y., and Ohno, A.: Improvement of enantioselectivity of microbial reduction by using organic solvent redox coupler system. Tetrahedron Lett., 36, 265-266 (1995).
    • (1995) Tetrahedron Lett. , vol.36 , pp. 265-266
    • Nakamura, K.1    Inoue, Y.2    Ohno, A.3
  • 19
    • 0026245015 scopus 로고
    • Selective inhibition of R-enzymes by simple organic acids in yeast-catalysed reduction of ethyl 3-oxobutonate
    • Ushio, K., Ebara, K., and Yamashita, T.: Selective inhibition of R-enzymes by simple organic acids in yeast-catalysed reduction of ethyl 3-oxobutonate. Enzyme Microbiol. Technol., 13, 834-839 (1991).
    • (1991) Enzyme Microbiol. Technol. , vol.13 , pp. 834-839
    • Ushio, K.1    Ebara, K.2    Yamashita, T.3
  • 20
    • 37049067341 scopus 로고
    • Biotransformations using clostridia: Stereospecific reductions of a β-ketoester
    • Christen, M., Crout, D., Holt, R., Morris, J., and Simon, H.: Biotransformations using clostridia: stereospecific reductions of a β-ketoester. J. Chem. Perkin Trans., 1, 491-493 (1992).
    • (1992) J. Chem. Perkin Trans. , vol.1 , pp. 491-493
    • Christen, M.1    Crout, D.2    Holt, R.3    Morris, J.4    Simon, H.5
  • 21
    • 0027897733 scopus 로고
    • Enantioselective microbial reduction of 3,5-dioxo-6-(benzylozy) hexanoic acid, ethyl ester
    • Patel, R., Banerjee, A., McNamee, C., Brzozowski, D., Hanson, R., and Szarka, L.: Enantioselective microbial reduction of 3,5-dioxo-6-(benzylozy) hexanoic acid, ethyl ester. Enzyme Microb. Technol., 15, 1014-1021 (1993).
    • (1993) Enzyme Microb. Technol. , vol.15 , pp. 1014-1021
    • Patel, R.1    Banerjee, A.2    McNamee, C.3    Brzozowski, D.4    Hanson, R.5    Szarka, L.6
  • 22
    • 0000197965 scopus 로고
    • Asymmetric bioreduction of a ketosulfone to the corresponding trans-hydroxysulfone by the yeast Rhodotorula rubra MY 2169
    • in press
    • Katz, L., King, S., Greasham, R., and Chartrain, M.: Asymmetric bioreduction of a ketosulfone to the corresponding trans-hydroxysulfone by the yeast Rhodotorula rubra MY 2169. Enzyme Microbiol. Technol. (1995). in press
    • (1995) Enzyme Microbiol. Technol.
    • Katz, L.1    King, S.2    Greasham, R.3    Chartrain, M.4
  • 27
    • 0028981929 scopus 로고
    • Asymmetric bioreduction of a β-ketoester to (R)-β-hydroxyester by the fungus Mortierella alpina MF 5534
    • Chartrain, M., Armstrong, J., Katz, L., Keller, J., and Greasham, R.: Asymmetric bioreduction of a β-ketoester to (R)-β-hydroxyester by the fungus Mortierella alpina MF 5534. J. Ferment. Bioeng., 80, 176-179 (1995).
    • (1995) J. Ferment. Bioeng. , vol.80 , pp. 176-179
    • Chartrain, M.1    Armstrong, J.2    Katz, L.3    Keller, J.4    Greasham, R.5
  • 29
    • 0023324366 scopus 로고
    • Screening for novel biocatalysts
    • Cheetham, P.: Screening for novel biocatalysts. Enzyme Microbiol. Technol., 9, 194-213 (1987).
    • (1987) Enzyme Microbiol. Technol. , vol.9 , pp. 194-213
    • Cheetham, P.1
  • 30
    • 0021775497 scopus 로고
    • Double asymmetric synthesis and a new strategy for stereochemical control in organic synthesis
    • Masamune, S., Choy, W., Petersen, J., and Sita, L.: Double asymmetric synthesis and a new strategy for stereochemical control in organic synthesis. Angew. Chem. Int. Ed. Engl., 24, 1-76 (1985).
    • (1985) Angew. Chem. Int. Ed. Engl. , vol.24 , pp. 1-76
    • Masamune, S.1    Choy, W.2    Petersen, J.3    Sita, L.4
  • 31
    • 0001166301 scopus 로고
    • Stereoselectivity of yeast reductions-an improved procedure for the preparation of ethyl (S)-3-hydroxybutanoate and (S)-2-hydroxymethylbutanoate
    • Ehrler, J., Giovannini, F., Lamatsch, B., and Seebach, D.: Stereoselectivity of yeast reductions-an improved procedure for the preparation of ethyl (S)-3-hydroxybutanoate and (S)-2-hydroxymethylbutanoate. Forschung Chimia, 40, 172-173 (1986).
    • (1986) Forschung Chimia , vol.40 , pp. 172-173
    • Ehrler, J.1    Giovannini, F.2    Lamatsch, B.3    Seebach, D.4
  • 32
    • 84985154137 scopus 로고
    • Production of (+)-(S)-ethyl 3-hydroxybutyrate and (-)-(R)-ethyl 3-hydroxybutyrate by microbial reduction of ethyl acetoacetate
    • Wipf, B., Kupfer, E., Bertazzi, R., and Leuenberger, H.: Production of (+)-(S)-ethyl 3-hydroxybutyrate and (-)-(R)-ethyl 3-hydroxybutyrate by microbial reduction of ethyl acetoacetate. Helvetica Chimica Acta, 66, 485-488 (1983).
    • (1983) Helvetica Chimica Acta , vol.66 , pp. 485-488
    • Wipf, B.1    Kupfer, E.2    Bertazzi, R.3    Leuenberger, H.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.