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Volumn 350, Issue 13, 2008, Pages 1954-1958

Remarkable activation of an enzyme by (R)-pyrrolidine-substituted imidazolium alkyl PEG sulfate

Author keywords

Acceleration; Enhanced enantioselectivity; Enzyme catalysis; Lipase; Transesterification

Indexed keywords


EID: 53849087534     PISSN: 16154150     EISSN: 15213897     Source Type: Journal    
DOI: 10.1002/adsc.200800382     Document Type: Article
Times cited : (38)

References (41)
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    • c) H. Theil, Tetrahedron 2000, 56, 2905-2919;
    • (2000) Tetrahedron , vol.56 , pp. 2905-2919
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    • T. Itoh, in. Future Directions in Biocatalysis, (Ed. T. Matsuda), Elsevier Bioscience, The Netherlands, 2007, pp 3-20.
    • d) T. Itoh, in. Future Directions in Biocatalysis, (Ed. T. Matsuda), Elsevier Bioscience, The Netherlands, 2007, pp 3-20.
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    • Y. Okahata, Y. Fujimoto, K. Ijiro, K. Tetrahedron Lett. 1988, 29, 5133-5134;
    • b) Y. Okahata, Y. Fujimoto, K. Ijiro, K. Tetrahedron Lett. 1988, 29, 5133-5134;
  • 9
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    • Y. Okahata, K. Ijiro, K. Bull. Chem. Soc. Jpn. 1992, 65, 2411-2420;
    • c) Y. Okahata, K. Ijiro, K. Bull. Chem. Soc. Jpn. 1992, 65, 2411-2420;
  • 14
    • 53849129370 scopus 로고    scopus 로고
    • T. Mori, Y. Okahata, in: Methods in Biotechnology, 15, Enzymes in Non-aqueous Solvents: Methods and protocols, (Eds.: E. N. Halling, H. L. Holland, chapter 9, pp 83-94, Humana Press, Inc. Totowa, NJ (USA) 2001;
    • h) T. Mori, Y. Okahata, in: Methods in Biotechnology, Vol. 15, Enzymes in Non-aqueous Solvents: Methods and protocols, (Eds.: E. N. Halling, H. L. Holland, chapter 9, pp 83-94, Humana Press, Inc. Totowa, NJ (USA) 2001;
  • 29
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    • For examples, see: a
    • For examples, see: a) S. Park, R. J. Kazlauskas, J. Org. Chem. 2001, 66, 8395-8401;
    • (2001) J. Org. Chem , vol.66 , pp. 8395-8401
    • Park, S.1    Kazlauskas, R.J.2
  • 32
    • 53849094248 scopus 로고    scopus 로고
    • IL1-PS is commercially available from Tokyo Chemical Industry Co., Ltd.; Tel.: (+81)-3-5640-8857, Fax: (+ 81)-3-5640-8868.
    • IL1-PS is commercially available from Tokyo Chemical Industry Co., Ltd.; Tel.: (+81)-3-5640-8857, Fax: (+ 81)-3-5640-8868.
  • 33
    • 53849148406 scopus 로고    scopus 로고
    • Commercial lipase PS (Amano) was supported by a Celite with 20 wt% of glycine. Protein content of PS is stated to be 1.0 wt% by Amano Enzyme Ltd.; the amino acid sequence of this lipase is known, so the molecular weight can be given precisely as 32 Kda.
    • Commercial lipase PS (Amano) was supported by a Celite with 20 wt% of glycine. Protein content of PS is stated to be 1.0 wt% by Amano Enzyme Ltd.; the amino acid sequence of this lipase is known, so the molecular weight can be given precisely as 32 Kda.
  • 34
    • 53849093916 scopus 로고    scopus 로고
    • Glycine-free PS was prepared from the Celite-free lipase PS which was provided by Amano Enzyme and the details are reported in the Supporting Information
    • Glycine-free PS was prepared from the Celite-free lipase PS which was provided by Amano Enzyme and the details are reported in the Supporting Information.
  • 37
    • 53849134998 scopus 로고    scopus 로고
    • For the preparation of D-ProMe-PS, see the Supporting Information.
    • For the preparation of D-ProMe-PS, see the Supporting Information.
  • 38
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    • [19]
    • [19]
  • 39
    • 53849141646 scopus 로고    scopus 로고
    • Enantiomerically pure alcohols (R)-3b and (S)-3b were subjected to lipase-catalyzed transesterification using vinyl acetate as acyl donor in the i-Pr2O solvent system, and the progress of the reaction was monitored by capillary gas chromatography to obtain the initial rate (v0, The reaction was typically done as follows: 2.0 mL of dry i-Pr2O were added to alcohol (R)-3 or (S)-3 together with the lipase 25 mg for PS or 7.0 mg for D-ProMe-PS, The resulting mixture was stirred at 35°C and sampled at 1 min intervals when D-ProMe-PS was used as catalyst. Since the PS-catalyzed reaction proceeded slowly, we sampled it at 30 min intervals. The concentration of the acetate [S0] was systematically changed, and the plot of v0 against [S 0] afforded a typical saturation curve. Since the reaction of 3 proceeded very
    • 0] afforded a typical saturation curve. Since the reaction of 3 proceeded very quickly, it was easy to measure the kinetic parameters by GC analyses.
  • 40
    • 53849136073 scopus 로고    scopus 로고
    • We recently discovered that a remarkable acceleration of the asymmetric reduction of acetophenone was accomplished by D-ProH coating of Geotrichum candidum cells in a buffer solution. Preliminary results of this study have been reported: N. Okano, Y. Abe, K. Kude, T. Matsuda, K. Nakamura, S. Hayase, M. Kawatsura, T. Itoh, Abstracts of Papers, 88 th CSJ National Meeting, Tokyo Japan, 1C7-43, March 26-30, 2008
    • th CSJ National Meeting, Tokyo (Japan), 1C7-43, March 26-30, 2008.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.