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Volumn 2, Issue 5, 2000, Pages 573-576

Stereochemistry of the cyclization-rearrangement of (+)-copalyl diphosphate to (-)-abietadiene catalyzed by recombinant abietadiene synthase from Abies grandis

Author keywords

[No Author keywords available]

Indexed keywords

ABIETA 7(8),13(14) DIENE; ABIETA-7(8),13(14)-DIENE; ABIETADIENE CYCLASE; ABIETANE DERIVATIVE; COPALYL DIPHOSPHATE; ISOMERASE; ORGANOPHOSPHATE; PHENANTHRENE DERIVATIVE; RECOMBINANT PROTEIN;

EID: 0034624597     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol991230p     Document Type: Article
Times cited : (46)

References (54)
  • 11
    • 0042792331 scopus 로고    scopus 로고
    • 3] mevalonate in Ginkgo biloba cell cultures: (a) Schwarz, M.; Arigoni, D. In Isoprenoids Including Carotenoids and Steroids: Cane, D. E., Ed.; Vol. 2 in Comprehensive Natural Products Chemistry; Barton, D., Nakanishi, K., Meth-Cohn, O., Eds.; Elsevier: Oxford, 1999; Chapter 14.
    • Isoprenoids Including Carotenoids and Steroids
    • Schwarz, M.1    Arigoni, D.2
  • 12
    • 0003787433 scopus 로고    scopus 로고
    • Barton, D., Nakanishi, K., Meth-Cohn, O., Eds.; Elsevier: Oxford, Chapter 14
    • 3] mevalonate in Ginkgo biloba cell cultures: (a) Schwarz, M.; Arigoni, D. In Isoprenoids Including Carotenoids and Steroids: Cane, D. E., Ed.; Vol. 2 in Comprehensive Natural Products Chemistry; Barton, D., Nakanishi, K., Meth-Cohn, O., Eds.; Elsevier: Oxford, 1999; Chapter 14.
    • (1999) Comprehensive Natural Products Chemistry , vol.2
    • Cane, D.E.1
  • 13
    • 0041790182 scopus 로고
    • Dissertation 10951, ETH Zürich, Switzerland
    • (b) Schwarz, M. K. Dissertation 10951, ETH Zürich, Switzerland, 1994.
    • (1994)
    • Schwarz, M.K.1
  • 14
    • 85085718506 scopus 로고    scopus 로고
    • note
    • 4, NMO, acetone; 3:1 mixture of 8,17-and 13,-14-diols (78%);
  • 15
    • 85085719124 scopus 로고    scopus 로고
    • note
    • 4 for 6b), ether;
  • 16
    • 85085718532 scopus 로고    scopus 로고
    • note
    • 4, aqueous acetone (60% for two steps).
  • 17
    • 85085720390 scopus 로고    scopus 로고
    • note
    • 13C NMR spectra. Detailed experimental procedures and characterization data are provided in the Supporting Information. Key data are presented in the text or in footnote 14.
  • 18
    • 85085719369 scopus 로고    scopus 로고
    • note
    • 1H NMR δ 5.37 and 6.04 (2d, J = 17.4 Hz, 1H each, CH=CHD).
  • 22
    • 85085719637 scopus 로고    scopus 로고
    • note
    • 1H NMR estimate.
  • 31
    • 0003787433 scopus 로고    scopus 로고
    • Barton, D., Nakanishi, K., Meth-Cohn, O., Eds.; Elsevier: Oxford, Chapter 8
    • (a) MacMillan, J.; Beale, M. H. In Isoprenoids Including Carotenoids and Steroids; Cane, D. E., Ed.; Vol. 2 in Comprehensive Natural Products Chemistry; Barton, D., Nakanishi, K., Meth-Cohn, O., Eds.; Elsevier: Oxford, 1999; Chapter 8
    • (1999) Comprehensive Natural Products Chemistry , vol.2
    • Cane, D.E.1
  • 35
    • 85085718925 scopus 로고    scopus 로고
    • note
    • 3H] acetate were kindly provided by H. G. Floss and S. Lee, University of Washington, Seattle, WA. The F values obtained for the chiral acetate standards at the UI were as follows: R, 78.0 ± 3.6; S, 28.1 ± 3.6.
  • 36
    • 85085718500 scopus 로고    scopus 로고
    • note
    • + with a 14α deuterium substituent.
  • 39
    • 85085718233 scopus 로고    scopus 로고
    • note
    • - to form a freely exchangeable covalent diphosphate intermediate appears to be excluded.
  • 41
    • 0003787433 scopus 로고    scopus 로고
    • Barton, D., Nakanishi, K., Meth-Cohn, O., Eds.; Elsevier; Oxford, Chapter 5
    • (a) Wise, M. L.; Croteau, R. In Isoprenoids Including Carotenoids and Steroids; Cane, D. E., Ed.; Vol. 2 in Comprehensive Natural Products Chemistry; Barton, D., Nakanishi, K., Meth-Cohn, O., Eds.; Elsevier; Oxford, 1999; Chapter 5.
    • (1999) Comprehensive Natural Products Chemistry , vol.2
    • Cane, D.E.1
  • 42
    • 0001182551 scopus 로고    scopus 로고
    • (b) Cane, D. E. In Isoprenoids Including Carotenoids and Steroids; Cane, D. E., Ed.; Vol. 2 in Comprehensive Natural Products Chemists; Barton, D., Nakanishi, K., Meth-Cohn, O., Eds.; Elsevier: Oxford, 1999; Chapter 6.
    • Isoprenoids Including Carotenoids and Steroids
    • Cane, D.E.1
  • 43
    • 0003787433 scopus 로고    scopus 로고
    • Barton, D., Nakanishi, K., Meth-Cohn, O., Eds.; Elsevier: Oxford, Chapter 6
    • (b) Cane, D. E. In Isoprenoids Including Carotenoids and Steroids; Cane, D. E., Ed.; Vol. 2 in Comprehensive Natural Products Chemists; Barton, D., Nakanishi, K., Meth-Cohn, O., Eds.; Elsevier: Oxford, 1999; Chapter 6.
    • (1999) Comprehensive Natural Products Chemists , vol.2
    • Cane, D.E.1
  • 45
    • 0003787433 scopus 로고    scopus 로고
    • Barton, D., Nakanishi, K., Meth-Cohn, O., Eds.; Elsevier: Oxford, Chapter 10
    • (c) Abe, I.; Prestwich, G. D. In Isoprenoids Including Carotenoids and Steroids; Cane, D. E., Ed.; Vol. 2 in Comprehensive Natural Products Chemistry; Barton, D., Nakanishi, K., Meth-Cohn, O., Eds.; Elsevier: Oxford, 1999; Chapter 10.
    • (1999) Comprehensive Natural Products Chemistry , vol.2
    • Cane, D.E.1
  • 46
  • 47
    • 0003787433 scopus 로고    scopus 로고
    • Barton, D., Nakanishi, K., Meth-Cohn, O., Eds.; Elsevier: Oxford, Chapter 11
    • [d] Poralla, K. In Isoprenoids Including Carotenoids and Steroids; Cane, D. E., Ed.; Vol. 2 in Comprehensive Natural Products Chemistry; Barton, D., Nakanishi, K., Meth-Cohn, O., Eds.; Elsevier: Oxford, 1999; Chapter 11.
    • (1999) Comprehensive Natural Products Chemistry , vol.2
    • Cane, D.E.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.