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Volumn 119, Issue 6, 1997, Pages 1277-1288

Methodology for the preparation of pure recombinant S. cerevisiae lanosterol synthase using a baculovirus expression system. Evidence that oxirane cleavage and A-ring formation are concerted in the biosynthesis of lanosterol from 2,3-oxidosqualene

Author keywords

[No Author keywords available]

Indexed keywords

LANOSTEROL SYNTHASE; RECOMBINANT PROTEIN; VIRUS VECTOR;

EID: 0030934889     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja963227w     Document Type: Article
Times cited : (93)

References (31)
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    • For recent work on the gene cloning and protein sequences for lanosterol synthase form various organisms, see: (a) Kelly, R.; Miller, S. M.; Lai, M. H.; Kirsch, D. R. Gene 1990, 87, 177 and Buntel, C. J.; Griffin, J. H. J. Am. Chem. Soc. 1992, 114, 9711 (Candida albicans). (b) Corey, E. J.; Matsuda, S. P. T.; Bartel, B. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 11628 (Arabidopsis thaliana). (c) Corey, E. J.; Matsuda, S. P. T.; Bartel, B. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 2211. Shi, Z.; Buntel, C. J.; Griffin, J. H.; Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 7370 (Saccharomyces cerevisiae). (d) Kasuno, M.; Shibuya, M.; Sankawa, U.; Ebizuka, Y. Biol. Pharm. Bull. Jpn. 1995, 18, 195. Abe, I.; Prestwich, G. D. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 9274 (Rattus norvegicus). (e) Baker, C. H.; Matsuda, S. P. T.; Liu, D. R.; Corey, E. J. Biochem. Biophys. Res. Commun. 1995, 213, 154 (Homo sapiens). (f) Corey, E. J.; Matsuda, S. P. T.; Baker, C. H.; Ting, A.; Cheng, H. Biochem. Biophys. Res. Commun. 1996, 219, 327 (Schizosaccharomyces pombe).
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    • For recent work on the gene cloning and protein sequences for lanosterol synthase form various organisms, see: (a) Kelly, R.; Miller, S. M.; Lai, M. H.; Kirsch, D. R. Gene 1990, 87, 177 and Buntel, C. J.; Griffin, J. H. J. Am. Chem. Soc. 1992, 114, 9711 (Candida albicans). (b) Corey, E. J.; Matsuda, S. P. T.; Bartel, B. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 11628 (Arabidopsis thaliana). (c) Corey, E. J.; Matsuda, S. P. T.; Bartel, B. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 2211. Shi, Z.; Buntel, C. J.; Griffin, J. H.; Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 7370 (Saccharomyces cerevisiae). (d) Kasuno, M.; Shibuya, M.; Sankawa, U.; Ebizuka, Y. Biol. Pharm. Bull. Jpn. 1995, 18, 195. Abe, I.; Prestwich, G. D. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 9274 (Rattus norvegicus). (e) Baker, C. H.; Matsuda, S. P. T.; Liu, D. R.; Corey, E. J. Biochem. Biophys. Res. Commun. 1995, 213, 154 (Homo sapiens). (f) Corey, E. J.; Matsuda, S. P. T.; Baker, C. H.; Ting, A.; Cheng, H. Biochem. Biophys. Res. Commun. 1996, 219, 327 (Schizosaccharomyces pombe).
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    • For recent work on the gene cloning and protein sequences for lanosterol synthase form various organisms, see: (a) Kelly, R.; Miller, S. M.; Lai, M. H.; Kirsch, D. R. Gene 1990, 87, 177 and Buntel, C. J.; Griffin, J. H. J. Am. Chem. Soc. 1992, 114, 9711 (Candida albicans). (b) Corey, E. J.; Matsuda, S. P. T.; Bartel, B. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 11628 (Arabidopsis thaliana). (c) Corey, E. J.; Matsuda, S. P. T.; Bartel, B. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 2211. Shi, Z.; Buntel, C. J.; Griffin, J. H.; Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 7370 (Saccharomyces cerevisiae). (d) Kasuno, M.; Shibuya, M.; Sankawa, U.; Ebizuka, Y. Biol. Pharm. Bull. Jpn. 1995, 18, 195. Abe, I.; Prestwich, G. D. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 9274 (Rattus norvegicus). (e) Baker, C. H.; Matsuda, S. P. T.; Liu, D. R.; Corey, E. J. Biochem. Biophys. Res. Commun. 1995, 213, 154 (Homo sapiens). (f) Corey, E. J.; Matsuda, S. P. T.; Baker, C. H.; Ting, A.; Cheng, H. Biochem. Biophys. Res. Commun. 1996, 219, 327 (Schizosaccharomyces pombe).
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    • Saccharomyces cerevisiae
    • For recent work on the gene cloning and protein sequences for lanosterol synthase form various organisms, see: (a) Kelly, R.; Miller, S. M.; Lai, M. H.; Kirsch, D. R. Gene 1990, 87, 177 and Buntel, C. J.; Griffin, J. H. J. Am. Chem. Soc. 1992, 114, 9711 (Candida albicans). (b) Corey, E. J.; Matsuda, S. P. T.; Bartel, B. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 11628 (Arabidopsis thaliana). (c) Corey, E. J.; Matsuda, S. P. T.; Bartel, B. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 2211. Shi, Z.; Buntel, C. J.; Griffin, J. H.; Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 7370 (Saccharomyces cerevisiae). (d) Kasuno, M.; Shibuya, M.; Sankawa, U.; Ebizuka, Y. Biol. Pharm. Bull. Jpn. 1995, 18, 195. Abe, I.; Prestwich, G. D. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 9274 (Rattus norvegicus). (e) Baker, C. H.; Matsuda, S. P. T.; Liu, D. R.; Corey, E. J. Biochem. Biophys. Res. Commun. 1995, 213, 154 (Homo sapiens). (f) Corey, E. J.; Matsuda, S. P. T.; Baker, C. H.; Ting, A.; Cheng, H. Biochem. Biophys. Res. Commun. 1996, 219, 327 (Schizosaccharomyces pombe).
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    • For recent work on the gene cloning and protein sequences for lanosterol synthase form various organisms, see: (a) Kelly, R.; Miller, S. M.; Lai, M. H.; Kirsch, D. R. Gene 1990, 87, 177 and Buntel, C. J.; Griffin, J. H. J. Am. Chem. Soc. 1992, 114, 9711 (Candida albicans). (b) Corey, E. J.; Matsuda, S. P. T.; Bartel, B. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 11628 (Arabidopsis thaliana). (c) Corey, E. J.; Matsuda, S. P. T.; Bartel, B. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 2211. Shi, Z.; Buntel, C. J.; Griffin, J. H.; Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 7370 (Saccharomyces cerevisiae). (d) Kasuno, M.; Shibuya, M.; Sankawa, U.; Ebizuka, Y. Biol. Pharm. Bull. Jpn. 1995, 18, 195. Abe, I.; Prestwich, G. D. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 9274 (Rattus norvegicus). (e) Baker, C. H.; Matsuda, S. P. T.; Liu, D. R.; Corey, E. J. Biochem. Biophys. Res. Commun. 1995, 213, 154 (Homo sapiens). (f) Corey, E. J.; Matsuda, S. P. T.; Baker, C. H.; Ting, A.; Cheng, H. Biochem. Biophys. Res. Commun. 1996, 219, 327 (Schizosaccharomyces pombe).
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    • Rattus norvegicus
    • For recent work on the gene cloning and protein sequences for lanosterol synthase form various organisms, see: (a) Kelly, R.; Miller, S. M.; Lai, M. H.; Kirsch, D. R. Gene 1990, 87, 177 and Buntel, C. J.; Griffin, J. H. J. Am. Chem. Soc. 1992, 114, 9711 (Candida albicans). (b) Corey, E. J.; Matsuda, S. P. T.; Bartel, B. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 11628 (Arabidopsis thaliana). (c) Corey, E. J.; Matsuda, S. P. T.; Bartel, B. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 2211. Shi, Z.; Buntel, C. J.; Griffin, J. H.; Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 7370 (Saccharomyces cerevisiae). (d) Kasuno, M.; Shibuya, M.; Sankawa, U.; Ebizuka, Y. Biol. Pharm. Bull. Jpn. 1995, 18, 195. Abe, I.; Prestwich, G. D. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 9274 (Rattus norvegicus). (e) Baker, C. H.; Matsuda, S. P. T.; Liu, D. R.; Corey, E. J. Biochem. Biophys. Res. Commun. 1995, 213, 154 (Homo sapiens). (f) Corey, E. J.; Matsuda, S. P. T.; Baker, C. H.; Ting, A.; Cheng, H. Biochem. Biophys. Res. Commun. 1996, 219, 327 (Schizosaccharomyces pombe).
    • (1995) Proc. Natl. Acad. Sci. U.S.A. , vol.92 , pp. 9274
    • Abe, I.1    Prestwich, G.D.2
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    • 0029100941 scopus 로고
    • Homo sapiens
    • For recent work on the gene cloning and protein sequences for lanosterol synthase form various organisms, see: (a) Kelly, R.; Miller, S. M.; Lai, M. H.; Kirsch, D. R. Gene 1990, 87, 177 and Buntel, C. J.; Griffin, J. H. J. Am. Chem. Soc. 1992, 114, 9711 (Candida albicans). (b) Corey, E. J.; Matsuda, S. P. T.; Bartel, B. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 11628 (Arabidopsis thaliana). (c) Corey, E. J.; Matsuda, S. P. T.; Bartel, B. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 2211. Shi, Z.; Buntel, C. J.; Griffin, J. H.; Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 7370 (Saccharomyces cerevisiae). (d) Kasuno, M.; Shibuya, M.; Sankawa, U.; Ebizuka, Y. Biol. Pharm. Bull. Jpn. 1995, 18, 195. Abe, I.; Prestwich, G. D. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 9274 (Rattus norvegicus). (e) Baker, C. H.; Matsuda, S. P. T.; Liu, D. R.; Corey, E. J. Biochem. Biophys. Res. Commun. 1995, 213, 154 (Homo sapiens). (f) Corey, E. J.; Matsuda, S. P. T.; Baker, C. H.; Ting, A.; Cheng, H. Biochem. Biophys. Res. Commun. 1996, 219, 327 (Schizosaccharomyces pombe).
    • (1995) Biochem. Biophys. Res. Commun. , vol.213 , pp. 154
    • Baker, C.H.1    Matsuda, S.P.T.2    Liu, D.R.3    Corey, E.J.4
  • 10
    • 0029944635 scopus 로고    scopus 로고
    • Schizosaccharomyces pombe
    • For recent work on the gene cloning and protein sequences for lanosterol synthase form various organisms, see: (a) Kelly, R.; Miller, S. M.; Lai, M. H.; Kirsch, D. R. Gene 1990, 87, 177 and Buntel, C. J.; Griffin, J. H. J. Am. Chem. Soc. 1992, 114, 9711 (Candida albicans). (b) Corey, E. J.; Matsuda, S. P. T.; Bartel, B. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 11628 (Arabidopsis thaliana). (c) Corey, E. J.; Matsuda, S. P. T.; Bartel, B. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 2211. Shi, Z.; Buntel, C. J.; Griffin, J. H.; Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 7370 (Saccharomyces cerevisiae). (d) Kasuno, M.; Shibuya, M.; Sankawa, U.; Ebizuka, Y. Biol. Pharm. Bull. Jpn. 1995, 18, 195. Abe, I.; Prestwich, G. D. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 9274 (Rattus norvegicus). (e) Baker, C. H.; Matsuda, S. P. T.; Liu, D. R.; Corey, E. J. Biochem. Biophys. Res. Commun. 1995, 213, 154 (Homo sapiens). (f) Corey, E. J.; Matsuda, S. P. T.; Baker, C. H.; Ting, A.; Cheng, H. Biochem. Biophys. Res. Commun. 1996, 219, 327 (Schizosaccharomyces pombe).
    • (1996) Biochem. Biophys. Res. Commun. , vol.219 , pp. 327
    • Corey, E.J.1    Matsuda, S.P.T.2    Baker, C.H.3    Ting, A.4    Cheng, H.5
  • 11
    • 1842379919 scopus 로고    scopus 로고
    • note
    • Vectors used: pKK223-3, pLM1, pKen2, pET-15b. Strains used: JM101, XA90, BL21-DE(3), BL21-DE(3)pLysS.
  • 12
    • 1842281861 scopus 로고    scopus 로고
    • note
    • E. coli lacks the post-translational modification machinery present in eukaryotes, and might be unable to produce active lanosterol synthase for this reason.
  • 14
    • 1842355884 scopus 로고    scopus 로고
    • note
    • M values are not absolute since detergent, which can associate with the substrate, is present.
  • 21
    • 0028925271 scopus 로고
    • (b) This proposal contrasts with the position taken by Abe and Prestwich (Abe, I., Prestwich, G. D. Lipids 1995, 30, 231) that two adjacent asp residues in rat lanosterol synthase, corresponding to D456 and C457 in the yeast enzyme, "may act as point charge to stabilize incipient cationic charge". See, also: Abe, I.; Prestwich, G. D. J. Biol. Chem. 1994, 269, 802.
    • (1995) Lipids , vol.30 , pp. 231
    • Abe, I.1    Prestwich, G.D.2
  • 22
    • 0027979831 scopus 로고
    • (b) This proposal contrasts with the position taken by Abe and Prestwich (Abe, I., Prestwich, G. D. Lipids 1995, 30, 231) that two adjacent asp residues in rat lanosterol synthase, corresponding to D456 and C457 in the yeast enzyme, "may act as point charge to stabilize incipient cationic charge". See, also: Abe, I.; Prestwich, G. D. J. Biol. Chem. 1994, 269, 802.
    • (1994) J. Biol. Chem. , vol.269 , pp. 802
    • Abe, I.1    Prestwich, G.D.2
  • 26
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    • 3 carried out by Ms. Donnette Daley in these laboratories have demonstrated conclusively that such chemical cyclizations also involve concerted oxirane cleavage and cyclization (manuscript in preparation for this Journal). For early studies on such cyclizations, see: Goldsmith, D. J. J. Am. Chem. Soc. 1962, 84, 3913.
    • (1962) J. Am. Chem. Soc. , vol.84 , pp. 3913
    • Goldsmith, D.J.1


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