Stereospecific intramolecular proton transfer in the cyclization of geranylgeranyl diphosphate to (-)-abietadiene catalyzed by recombinant cyclase from grand fir (Abies grandis)

Chemical Communications

Volumn , Issue 1, 1998, Pages 21-22

  Ravn, Matthew M ^a   Coates, Robert M ^a   Jetter, Reinhard ^b   Croteau, Rodney B ^c  

^a UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

^b UNIVERSITY OF WÜRZBURG   (Germany)

^c WASHINGTON STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002406029     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a706202h     Document Type: Article

References (16)

1. E. J. Soltes, in Naval Stores; Production, Chemistry, Utilization, ed. D. F. Zinkle and J. Russell, Pulp Chemicals Assoc., New York, 1989, pp. 261-345.
2. C. Funk and R. Croteau, Arch. Biochem. Biophys., 1994, 308, 258.
3. R. E. LaFever, B. Stofer Vogel and R. Croteau, Arch. Biochem. Biophys., 1994, 313, 139.
4. B. Stofer Vogel, M. R. Wildung, G. Vogel and R. Croteau, J. Biol. Chem., 1996, 271, 23 262.
5. W. C. Still and C. Gennari, Tetrahedron Lett., 1983, 41, 4405.
6. R. M. Coates and P. L. Cavender, J. Am. Chem. Soc., 1980, 102, 6358.
7. A. I. Meyers and E. W. Collington, J. Org. Chem., 1971, 36, 3044;
8. A. B. Woodside, Z. Huang and C. D. Poulter, Org. Synth., 1993, Coll. vol. VIII, 616.
9. H. Wu, H. Nakamura, J. Kobayashi and M. Kobayashi, Bull. Chem. Soc. Jpn., 1986, 59, 2495.
10. A. G. Myers, J. L. Gleason, T. Yoon and D. W. Kang, J. Am. Chem. Soc., 1997, 119, 656.
11. D. E. Cane and S. W. Weiner, Can. J. Chem., 1994, 72, 118;
12. X. Lin, M. Hezari, A. E. Koepp, H. G. Floss and R. Croteau, Biochemistry, 1996, 35, 2968.
13. M. K. Schwarz and D. Arigoni; unpublished results cited in Dissertation 10951, ETH Zurich, Switzerland, 1994.
14. Y. Tomita, M. Annaka and Y. Ikeshiro, J. Chem. Soc., Chem. Commun., 1989, 108;
15. Y. Tomita and Y. Ikeshiro, J. Chem. Soc., Chem. Commun., 1987, 1311.
16. C. A. West, in Biosynthesis of Isoprenoid Compounds, ed. J. W. Porter and S. L. Spurgeon, Wiley, New York, 1981, vol. 1, pp. 375-411.