The primary diterpene synthase products of Picea abies levopimaradiene/ abietadiene synthase (PaLAS) are epimers of a thermally unstable diterpenol

Journal of Biological Chemistry

Volumn 286, Issue 24, 2011, Pages 21145-21153

  Keeling, Christopher I ^a   Madilao, Lina L ^a   Zerbe, Philipp ^a   Dullat, Harpreet K ^a   Bohlmann, Jörg ^a  

^a UNIVERSITY OF BRITISH COLUMBIA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ABIETADIENE; BIOSYNTHETIC PATHWAY; DITERPENE HYDROCARBONS; DITERPENE SYNTHASES; DITERPENES; ENZYME ASSAYS; EPIMERS; GERANYLGERANYL DIPHOSPHATE; NORWAY SPRUCE; PICEA ABIES; RESIN ACIDS; SYNTHASES; TERTIARY ALCOHOLS; THERMALLY UNSTABLE;

OLEFINS;

ALCOHOL 13 HYDROXY 8(14) ABIETENE; CHEMICAL COMPOUND; DITERPENE; DITERPENOL; PICEA ABIES LEVOPIMARADIENE ABIETADIENE SYNTHASE; SYNTHETASE; UNCLASSIFIED DRUG;

ALLYLIC REARRANGEMENT; ARTICLE; BIOSYNTHESIS; CHEMICAL STRUCTURE; CONTROLLED STUDY; EPIMER; NORWAY SPRUCE; PRIORITY JOURNAL; THERMOSTABILITY;

ALCOHOLS; ALKYL AND ARYL TRANSFERASES; CHROMATOGRAPHY, LIQUID; DITERPENES, ABIETANE; ESCHERICHIA COLI; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; HYDROCARBONS; KINETICS; MASS SPECTROMETRY; PICEA; PLANT EXTRACTS; RECOMBINANT PROTEINS; STEREOISOMERISM; TEMPERATURE; TERPENES;

BUTEA MONOSPERMA; CONIFEROPHYTA; PICEA ABIES;

EID: 79958737075     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M111.245951     Document Type: Article

References (38)

1. Keeling, C. I., and Bohlmann, J. (2006) New Phytol. 170, 657-675
2. Keeling, C. I., and Bohlmann, J. (2006) Phytochemistry 67, 2415-2423
3. Ro, D. K., Arimura, G., Lau, S. Y., Piers, E., and Bohlmann, J. (2005) Proc. Natl. Acad. Sci. U.S.A. 102, 8060-8065
4. Keeling, C. I., Weisshaar, S., Ralph, S. G., Jancsik, S., Hamberger, B., Dullat, H. K., and Bohlmann, J. (2011) BMC Plant Biol. 11, 43
5. Martin, D. M., Fäldt, J., and Bohlmann, J. (2004) Plant Physiol. 135, 1908-1927
6. Peters, R. J., Flory, J. E., Jetter, R., Ravn, M. M., Lee, H. J., Coates, R. M., and Croteau, R. B. (2000) Biochemistry 39, 15592-15602
7. Ro, D. K., and Bohlmann, J. (2006) Phytochemistry 67, 1572-1578
8. Hamberger, B., and Bohlmann, J. (2006) Biochem. Soc. Trans. 34, 1209-1214
9. Vogel, B. S., Wildung, M. R., Vogel, G., and Croteau, R. (1996) J. Biol. Chem. 271, 23262-23268
10. Keeling, C. I., Weisshaar, S., Lin, R. P., and Bohlmann, J. (2008) Proc. Natl. Acad. Sci. U.S.A. 105, 1085-1090
11. Greenhagen, B. T., O'Maille, P. E., Noel, J. P., and Chappell, J. (2006) Proc. Natl. Acad. Sci. U.S.A. 103, 9826-9831
12. Kampranis, S. C., Ioannidis, D., Purvis, A., Mahrez, W., Ninga, E., Katerelos, N. A., Anssour, S., Dunwell, J. M., Degenhardt, J., Makris, A. M., Goodenough, P. W., and Johnson, C. B. (2007) Plant Cell 19, 1994-2005
13. Köllner, T. G., Schnee, C., Gershenzon, J., and Degenhardt, J. (2004) Plant Cell 16, 1115-1131
14. Köllner, T. G., O'Maille, P. E., Gatto, N., Boland, W., Gershenzon, J., and Degenhardt, J. (2006) Arch. Biochem. Biophys. 448, 83-92
15. Yoshikuni, Y., Ferrin, T. E., and Keasling, J. D. (2006) Nature 440, 1078-1082
16. Hyatt, D. C., and Croteau, R. (2005) Arch. Biochem. Biophys. 439, 222-233
17. Peters, R. J., and Croteau, R. B. (2002) Biochemistry 41, 1836-1842
18. Peters, R. J., and Croteau, R. B. (2002) Proc. Natl. Acad. Sci. U.S.A. 99, 580-584
19. Zhang, C. L., Ma, Y. G., Sun, C. L., and Qiu, Y. H. (2005) Chin. Chem. Lett. 16, 727-728
20. Gu, Q., Zheng, Y. H., and Li, Y. C. (2006) Steroids 71, 96-101
21. Nielsen, M., Lundegaard, C., Lund, O., and Petersen, T. N. (2010) Nucleic Acids Res. 38, W576-W581
22. Köksal, M., Jin, Y., Coates, R. M., Croteau, R., and Christianson, D. W. (2011) Nature 469, 116-120
23. Krieger, E., Joo, K., Lee, J., Lee, J., Raman, S., Thompson, J., Tyka, M., Baker, D., and Karplus, K. (2009) Proteins 77, 114-122
24. Laskowski, R., MacArthur, M., Moss, D., and Thornton, J. (1993) J. Appl. Crystallogr. 26, 283-291
25. Wiederstein, M., and Sippl, M. J. (2007) Nucleic Acids Res. 35, W407-W410
26. Holm, L., and Park, J. (2000) Bioinformatics 16, 566-567
27. Thomsen, R., and Christensen, M. H. (2006) J. Med. Chem. 49, 3315-3321
28. Schüttelkopf, A. W., and van Aalten, D. M. (2004) Acta Crystallogr.DBiol. Crystallogr. 60, 1355-1363
29. Hayashi, K., Kawaide, H., Notomi, M., Sakigi, Y., Matsuo, A., and Nozaki, H. (2006) FEBS Lett. 580, 6175-6181
30. Miller, B., Madilao, L. L., Ralph, S., and Bohlmann, J. (2005) Plant Physiol. 137, 369-382
31. Zulak, K. G., Lippert, D. N., Kuzyk, M. A., Domanski, D., Chou, T., Borchers, C. H., and Bohlmann, J. (2009) Plant J. 60, 1015-1030
32. Yang, N. Y., Liu, L., Tao, W. W., Duan, J. A., and Tian, L. J. (2010) Phytochemistry 71, 1528-1533
33. Anthonsen, T., and Bergland, G. (1973) Acta Chem. Scand. 27, 1073-1082
34. Cane, D. E., Chiu, H. T., Liang, P. H., and Anderson, K. S. (1997) Biochemistry 36, 8332-8339
35. Mathis, J. R., Back, K., Starks, C., Noel, J., Poulter, C. D., and Chappell, J. (1997) Biochemistry 36, 8340-8348
36. Kawaide, H., Hayashi, K., Kawanabe, R., Sakigi, Y., Matsuo, A., Natsume, M., and Nozaki, H. (2011) FEBS J. 278, 123-133
37. Leonard, E., Ajikumar, P. K., Thayer, K., Xiao, W. H., Mo, J. D., Tidor, B., Stephanopoulos, G., and Prather, K. L. (2010) Proc. Natl. Acad. Sci. U.S.A. 107, 13654-13659
38. Jones, C. G., Keeling, C. I., Ghisalberti, E. L., Barbour, E. L., Plummer, J. A., and Bohlmann, J. (2008) Arch. Biochem. Biophys. 477, 121-130