Protein design of geranyl diphosphate synthase. Strutural features that define the product specificities of prenyltransferases

Journal of Biochemistry

Volumn 126, Issue 3, 1999, Pages 566-571

  Narita, Keishi ^a,b   Ohnuma, Shin Ichi ^a,c   Nishino, Tokuzo ^a  

^a TOHOKU UNIVERSITY   (Japan)

^b UNIVERSITY OF OXFORD   (United Kingdom)

^c UNIVERSITY OF CAMBRIDGE   (United Kingdom)

Author keywords

Farnesyl diphosphate synthase; Geranyl diphosphate synthase; Product specificity; Site directed mutagenesis; Structure and function of enzyme

Indexed keywords

DIMETHYLALLYLTRANSFERASE; GERANYLTRANSFERASE; MUTANT PROTEIN;

AMINO ACID SUBSTITUTION; ARTICLE; CONTROLLED STUDY; ENZYME SPECIFICITY; ENZYME STRUCTURE; GEOBACILLUS STEAROTHERMOPHILUS; NONHUMAN; STRUCTURE ACTIVITY RELATION;

GEOBACILLUS STEAROTHERMOPHILUS;

EID: 0032844334     PISSN: 0021924X     EISSN: None     Source Type: Journal    
DOI: 10.1093/oxfordjournals.jbchem.a022487     Document Type: Article

References (33)

1. Ogura, K., Koyama, T., and Sagami, H. (1997) Polyprenyl diphosphate synthases. Subcell. Biochem. 28, 57-87
2. Kellogg, B.A. and Poulter, C.D. (1997) Chain elongation in the isoprenoid biosynthetic pathway. Curr. Opin. Chem. Biol. 1, 570-578
3. Ogura, K. and Koyama, T. (1998) Enzymatic aspects of isoprenoid chain elongation. Chem. Rev. 98, 1263-1276
4. Heide, L. and Berger, U. (1989) Partial purification and properties of geranyl pyrophosphate synthase from Lithospermum erythrorhizon cell cultures. Arch. Biochem. Biophys. 273, 331-338
5. Bohlmann, J., Meyer-Gauen, G., and Croteau, R. (1998) Plant terpenoid syntheses: molecular biology and phylogenetic analysis. Proc. Natl. Acad. Sci. USA 95, 4126-4133
6. Ohnuma, S., Narita, K., Nakazawa, T., Ishida, C., Takeuchi, Y., Ohto, C., and Nishino, T. (1996) A role of the amino acid residue located on the fifth position before the first aspartate-rich motif of farnesyl diphosphate synthase on determination of the final product. J. Biol. Chem. 271, 30748-30754
7. Ohnuma, S., Hirooka, K., Hemmi, H., Ishida, C., Ohto, C., and Nishino, T. (1996) Conversion of product specificity of archaebacterial geranylgeranyl-diphosphate synthase. Identification of essential amino acid residues for chain length determination of prenyltransferase reaction. J. Biol. Chem. 271, 18831-18837
8. Ohnuma, S., Nakazawa, T., Hemmi, H., Hallberg, A.M., Koyama, T., Ogura, K., and Nishino, T. (1996) Conversion from farnesyl diphosphate synthase to geranylgeranyl diphosphate synthase by random chemical mutagenesis. J. Biol. Chem. 271, 10087-10095
9. Ohnuma, S., Hirooka, K., Ohto, C., and Nishino, T. (1997) Conversion from archaeal geranylgeranyl diphosphate synthase to farnesyl diphosphate synthase. Two amino acids before the first aspartate-rich motif solely determine eukaryotic farnesyl diphosphate synthase activity. J. Biol. Chem. 272, 5192-5198
10. Ohnuma, S., Hirooka, K., Tsuruoka, N., Yano, M., Ohto, C., Nakane, H., and Nishino, T. (1998) A pathway where polyprenyl diphosphate elongates in prenyltransferase. Insight into a common mechanism of chain length determination of prenyltransferases. J. Biol. Chem. 273, 26705-26713
11. Tarshis, L.C., Yan, M., Poulter, C.D., and Sacchettini, J.C. (1994) Crystal structure of recombinant farnesyl diphosphate synthase at 2.6-Å resolution. Biochemistry 33, 10871-10877
12. Tarshis, L.C., Proteau, P.J., Kellogg, B.A., Sacchettini, J.C., and Poulter, C.D. (1996) Regulation of product chain length by isoprenyl diphosphate synthases. Proc. Natl. Acad. Sci. USA 93, 15018-15023
13. Ohnuma, S., Suzuki, M., and Nishino, T. (1994) Archaebacterial ether-linked lipid biosynthetic gene. Expression cloning, sequencing, and characterization of geranylgeranyl-diphosphate synthase. J. Biol. Chem. 269, 14792-14797
14. Kunkel, T.A. (1985) Rapid and efficient site-specific mutagenesis without phenotypic selection. Proc. Natl. Acad. Sci. USA 82, 488-492
15. Sambrook, J., Fritsch, E.F., and Maniatis, T. (1989) Molecular Cloning: A Laboratory Manual, 2nd ed., Cold Spring Harbor Laboratory, Cold Spring Horbor, NY
16. Koyama, T., Obata, S., Osabe, M., Takeshita, A., Yokoyama, K., Uchida, M., Nishino, T., and Ogura, K. (1993) Thermostable farnesyl diphosphate synthase of Bacillus stearothermophilus: molecular cloning, sequence determination, overproduction, and purification. J. Biochem. 113, 355-363
17. Fujii, H., Koyama, T., and Ogura, K. (1982) Efficient enzymatic hydrolysis of polyprenyl pyrophosphates. Biochim. Biophys. Acta 712, 716-718
18. Blanchard, L. and Karst, F. (1993) Characterization of a lysine-to-glutamic acid mutation in a conservative sequence of farnesyl diphosphate synthase from Saccharomyces cerevisiae. Gene 125, 185-189
19. Ohnuma, S., Koyama, T., and Ogura, K. (1992) Chain length distribution of the products formed in solanesyl diphosphate synthase reaction. J. Biochem. 112, 743-749
20. Sagami, H., Korenaga, T., Kurisaki, A., and Ogura, K. (1993) Biosynthesis of prenyl diphosphates by cell-free extracts from mammalian tissues. J. Biochem. 114, 112-117
21. Ohnuma, S., Hemmi, H., Ohto, C., Nakane, H., and Nishino, T. (1997) Effects of random mutagenesis in a putative substrate-binding domain of geranylgeranyl diphosphate synthase upon intermediate formation and substrate specificity. J. Biochem. 121, 696-704
22. Delourme, D., Lacroute, F., and Karst, F. (1994) Cloning of an Arabidopsis thaliana cDNA coding for farnesyl diphosphate synthase by functional complementation in yeast. Plant Mol. Biol. 26, 1867-1873
23. Adiwilaga, K. and Kush, A. (1996) Cloning and characterization of cDNA encoding farnesyl diphosphate synthase from rubber tree (Hevea brasiliensis). Plant Mol. Biol. 30, 935-946
24. Matsushita, Y., Rang, W., and Charlwood, B.V. (1996) Cloning and analysis of a cDNA encoding farnesyl diphosphate synthase from Artemisia annua. Gene 172, 207-209
25. Pan, Z., Herickhoff, L., and Backhaus, R.A. (1996) Cloning, characterization, and heterologous expression of cDNAs for farnesyl diphosphate synthase from the guayule rubber plant reveals that this prenyltransferase occurs in rubber particles. Arch. Biochem. Biophys. 332, 196-204
26. Sanmiya, K., Iwasaki, T., Matsuoka, M., Miyao, M., and Yamamoto, N. (1997) Cloning of a cDNA that encodes farnesyl diphosphate synthase and the blue-light-induced expression of the corresponding gene in the leaves of rice plants. Biochim. Biophys. Acta 1350, 240-246
27. Spear, D.H., Kutsunai, S.Y., Correll, C.C., and Edwards, P.A. (1992) Molecular cloning and promoter analysis of the rat liver farnesyl diphosphate synthase gene. J. Biol. Chem. 267, 14462-14469
28. Jiang, Y., Proteau, P., Poulter, D., and Ferro-Novick, S. (1995) BTS1 encodes a geranylgeranyl diphosphate synthase in Saccharomyces cerevisiae. J. Biol. Chem. 270, 21793-21799
29. Arpaia, G., Carattoli, A., and Macino, G. (1995) Light and development regulate the expression of the albino-3 gene in Neurospora crassa. Dev. Biol. 170, 626-635
30. Wendt, K.U., Poralla, K., and Schulz, G.E. (1997) Structure and function of a squalene cyclase. Science 277, 1811-1815
31. Starks, C.M., Back, K., Chappell, J., and Noel, J.P. (1997) Structural basis for cyclic terpene biosynthesis by tobacco 5-epi-aristolochene synthase. Science 277, 1815-1820
32. Lesburg, C.A., Zhai, G., Cane, D.E., and Christianson, D.W. (1997) Crystal structure of pentalenene synthase: mechanistic insights on terpenoid cyclization reactions in biology. Science 277, 1820-1824
33. Bohlmann, J., Steele, C.L., and Croteau, R. (1997) Monoterpene syntheses from grand fir (Abies grandis). cDNA isolation, characterization, and functional expression of myrcene synthase, (-)-(4S)-limonene synthase, and (-)-(1S,5S)-pinene synthase. J. Biol. Chem. 272, 21784-21792