- 1) Connolly, J. D. and Hill, R. A., Dictionary of terpenoids. Chapman and Hall, New York (1992).
- 2) Porter, J. W. and Spurgeon, S. L., Biosynthesis of isoprenoid compounds, vol. 1. John Wiley & Sons, Inc., New York (1981).
- 3) Porter, J. W. and Spurgeon, S. L., Biosynthesis of isoprenoid compounds, vol. 2. John Wiley & Sons, Inc., New York (1983).
- 4) Chappell, J., Biochemistry and molecular biology of the isoprenoid biosynthetic pathways in plants. Annu. Rev. Plant Physiol. Plant Mol. Biol., 46, 521-547 (1995).
- 5) Servouse, M., Mons, N., Baillaargeat, J.-L., and Karst, F., Isolation and characterization of yeast mutants blocked in mevalonic acid formation. Biochem. Biophy. Res. Com., 123, 424-430 (1984).
- 6) Eisenreich, W., Schwarz, M., Catayrade, A., Arigoni, D., Zenk, M. H., and Bacher, A., The deoxyxylulose phosphate pathway of terpenoid biosynthesis in plants and microorganisms. Chem. Biol., 5, R221-R233 (1998).
- 7) Orihara, N., Furihata, K., and Seto, H., Studies on the biosynthesis of terpenoidal compounds produced by Actinomycetes. 2. Biosynthesis of carquinostatin B via the non-mevalonate pathway in Streptomyces exfoliatus. J. Antibiot., 50, 979-981 (1997).
- 8) Rohmer, M., Knani, M., Simonin, P., Sutter, B., and Sahm, H., Isoprenoid biosynthesis in bacteria: a novel pathway for the early steps leading to isopentenyl diphosphate. Biochem. J., 295, 517-524 (1993).
- 9) Rohmer, M., Seemann, M., Horbach, S., Bringer-Meyer, S., and Sahm, H., Glyceraldehyde 3-phosphate and pyruvate as precursors of isoprenic units in an alternative non-mevalonate pathway for terpenoid biosynthesis. J. Am. Chem. Soc., 118, 2564-2566 (1996).
- 10) Seto, H., Orihara, N., and Furihata, K., Studies on the biosynthesis of terpenoids produced by Actinomycetes. Part 4. Formation of BE-40644 by the mevalonate and nonmevalonate pathways. Tetrahedron Lett., 39, 9497-9500 (1998).
- 11) Seto, H., Watanabe, H., and Furihata, K., Simultaneous operation of the mevalonate and non-mevalonate pathways in the biosynthesis of isopentenyl diphosphate in Streptomyces aeriouvifer. Tetrahedron Lett., 37, 7979-7982 (1996).
- 12) Lois, L. M., Campos, N., Rosa Putra, S., Danielsen, K., Rohmer, M., and Boronat, A., Cloning and characterization of a gene from Escherichia coli encoding a transketolase-like enzyme that catalyzes the synthesis of D-1-deoxyxylulose 5-phosphate, a common precursor for isoprenoid, thiamine, and pyridoxol biosynthesis. Proc. Natl. Acad. Sci. USA, 95, 2105-2110 (1998).
- 13) Sprenger, G. A., Schorken, U., Wiegert, T., Grolle, S., DeGraaf, A. A., Taylor, S. V., Begley, T. P., Bringer-Meyer, S., and Sahm, H., Identification of a thiamine-dependent synthase in Escherichia coli required for the formation of the 1-deoxy-D-xylulose 5-phosphate precursor to isoprenoids, thiamine, and pyridoxol. Proc. Natl. Acad. Sci. USA, 94, 12857-12862 (1997).
- 14) Hahn, F. M., Eubanks, L. M., Testa, C. A., Blagg, B. S., Baker, J. A., and Poulter, C. D., 2001. 1-deoxy- D-xylulose 5-phosphate synthase, the gene product of open reading frame (ORF) 2816 and ORF 2895 in Rhodobacter capsulatus. J. Bacteriol., 183, 1-11.
- 15) Altincicek, B., Hintz, M., Sanderbrand, S., Wiesner, J., Beck, E., and Jomaa, H., Tools for discovery of inhibitors of the 1-deoxy-D-xylulose-5-phosphate (DXP) synthase and DXP reductoisomerase: an approach with enzymes from the pathogenic bacterium Pseudomonas aeruginosa. FEMS Microbiol. Lett., 190, 329-333 (2000).
- 16) Kuzuyama, T., Takagi, M., Takahashi, S., and Seto, H., Cloning and characterization of 1-deoxy-D-xylulose 5-phosphate synthase from Streptomyces sp. Strain CL190, which uses both the mevalonate and nonmevalonate pathways for isopentenyl diphosphate biosynthesis. J. Bacteriol., 182, 891-897 (2000).
- 17) Cane, D. E., Chow, C., Lillo, A., and Kang, I., Molecular cloning, expression and characterization of the first three genes in the mevalonate-independent isoprenoid pathway in Streptomyces coelicolor. Bioorganic Medical Chem., 9, 1467-1477 (2001).
- 18) Miller, B., Heuser, T., and Zimmer, W., A Synechococcus leopoliensis SAUG 1402-1 operon harboring the 1-deoxyxylulose 5-phosphate synthase gene and two additional open reading frames is functionally involved in the dimethylallyl diphosphate synthesis. FEBS Lett., 460, 485-490 (1999).
- 19) Esteves, J. M., Cantero, A., Reindl, A., Reichler, S., and Leon, P., 1-deoxy-D-xylulose-5-phosphate synthase, a limiting enzyme for plastidic isoprenoid biosynthesis in plants. J. Biol. Chem., 276, 22901-22909 (2001).
- 20) Lange, B. M., Wildrung, M. R., McCaskill, D., and Croteau, R., A family of transketolases that directs isoprenoid biosynthesis via a mevalonate-independent pathway. Proc. Natl. Acad. Sci. USA, 95, 2100-2104 (1998).
- 21) Bouvier, F., d'Harlingue, A., Suire, C., Backhous, R. A., and Camara, B., Dedicated roles of plastid transketolases during the early onset of isoprenoid biogenesis in pepper fruits. Plant. Physiol., 117, 1423-1431 (1998).
- 22) Lois, L. M., Rodrigues-Concepcion, Gallego, M. F., Campos, N., and Boronat, A., Carotenoid biosynthesis during tomato fruit development: regulatory role of 1-deoxy-D-xylulose 5-phosphate synthase. Plant J., 22, 503-513 (2000).
- 23) Chahed, K., Oudin, A., Guivarc'h, N., Hamdi, D., Chenieux, J. C., Rideau, M., and Clastre, M., 1-deoxy-D-xylulose 5-phosphate synthase from periwinkle: cDNA identification and induced gene expression in terpenoid indole alkaloid-producing cells. Plant Physiol. Biochem., 38, 559-566 (2000).
- 24) Kuzuyama, T., Takahashi, S., Takagi, M., and Seto, H., Characterization of 1-deoxy-D-xylulose 5-phosphate reductoisomerase, an enzyme involved in the biosynthesis of isopentenyl diphosphate, and identification of its catalytic amino acid residues. J. Biol. Chem., 275, 19928-19932 (2000).
- 25) Takahashi, S., Kuzuyama, T., Watanabe, H., and Seto, H., A 1-deoxy-D-xylulose 5-phosphate reductoisomerase catalyzing the formation of 2-C-methyl-D-erythritol 4-phosphate in an alternative nonmevalonate pathway for terpenoid biosynthesis. Proc. Natl. Acad. Sci. USA, 95, 9879-9884 (1998).
- 26) Herz, S., Wungsintaweekul, J., Schuhr, C. A., Hecht, S., Lüttgen, H., Sagner, S., Fellermeier, M., Eisenreich, W., Zenk, M. H., Bacher, A., and Rohdich, F., Biosynthesis of terpenoid: YgbB protein converts 4-diphosphocytidyl-2C-methyl-D-erythritol 2-phosphate to 2C-methyl-D-erythritol 2,4- cyclodiphosphate. Proc. Natl. Acad. Sci. USA, 97, 2486-2490 (2000).
- 27) Lüttgen, H., Rohdich, F., Herz, S., Wungsintaweekul, J., Hecht, S., Schuhr, C. A., Fellermeier, M., Sagner, S., Zenk, M. H., Bacher, A., and Eisenreich, W., Biosynthesis of terpenoids: YchB protein of Escherichia coli phosphorylates the 2-hydroxy group of 4-phosphocytidyl-2C-methyl-D-erythritol. Proc. Natl. Acad. Sci. USA, 97, 1062-1067 (2000).
- 28) Rohdich, F., Wungsintaweekul, J., Fellermeier, M., Sagner, S., Herz, S., Kis, K., Eisenreich, W., Bacher, A., and Zenk, M. H., Cytidine 5′-triphosphate-dependent biosynthesis of isoprenoids: YgbP protein of Escherichia coli catalyzes the formation of 4-diphosphocytidyl-2-C-methylerythritol. Proc. Natl. Acad. Sci. USA, 95, 11758-11763 (1999).
- 29) Kuzuyama, T., Takagi, M., Kaneda, K., Dairi, T., and Seto, H., Formation of 4-(cytidine 5′-diphospho)-2-C-methyl-D-erythritol from 2-C-methyl-D-erythritol 4-phosphate by 2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, a new enzyme in the nonmevalonate pathway. Tetrahedron Lett., 41, 703-706 (2000).
- 30) Kuzuyama, T., Takagi, M., Kaneda, K., Watanabe, H., Dairi, T., and Seto, H., Studies on the nonmevalonate pathway: conversion of 4-(cytidine 5′-diphospho)-2-C-methyl-D-erythritol to its 2-phospho derivative by 4-(cytidine 5′-diphospho)-2-C-methyl-D-erythritol kinase. Tetrahedron Lett., 41, 2925-2928 (2000).
- 31) Kuzuyama, T., Takagi, M., Kaneda, K., Watanabe, H., Dairi, T., and Seto, H., Studies on the nonmevalonate pathway: Formation of 2-C-methyl-D-erythritol 2,4-cyclodiphosphate from 2-phospho- 4-(cytidine 5′-diphospho)-2-C-methyl-D-erythritol. Tetrahedron Lett., 41, 3395-3398 (2000).
- 32) Dairi, T., Hamano, Y., Kuzuyama, T., Itoh, N., Furihata, K., and Seto, H., Eubacterial Diterpene Cyclase Genes Essential for Production of Isoprenoid Antibiotic-terpentecin. J. Bacteriol., 183, 6085-6094 (2001).
- 33) Dairi, T., Motohira, Y., Kuzuyama, T., Takahashi, S., Itoh, N., and Seto, H., Cloning of the gene encoding 3-hydroxy-3-methylglutaryl coenzyme A reductase from terpenoid antibiotics-producing Streptomyces strains. Mol. Gen. Genet., 262, 957-964 (2000).
- 34) Hamano, Y., Dairi, T., Yamamoto, M., Kawasaki, T., Kaneda, K., Kuzuyama, T., Itoh, N., and Seto, H., Cloning of a gene cluster encoding enzymes responsible for the mevalonate pathway from a terpenoid-antibiotic-producing Streptomyces strain. Biosci. Biotechnol. Biochem., 65, 1627-1635 (2001).
- 35) Taylor, S. V., Vu, L. D., and Begley, T. P., Chemical and enzymatic synthesis of 1-deoxy-D-xylulose-5-phosphate. J. Org. Chem., 63, 275-2377 (1998).
- 36) Isshiki, K., Tamamura, T., Sawa, T., Naganawa, H., Takeuchi, T., and Umezawa, H., Biosynthetic studies of terpentecin. J. Antibiot., 34, 1634-1635 (1986).
- 37) Tamamura, T., Sawa, T., Isshiki, K., Masuda, T., Homma, Y., Iinuma, H., Naganawa, H., Hamada, M., Takeuchi, T., and Umezawa, H., Isolation and characterization of terpentecin, a new antitumor antibiotic. J. Antibiot., 38, 1664-1669 (1985).
- 38) Hopwood, D. A., Bibb, M. J., Chater, K. F., Kieser, T., Bruton, C. J., Kieser, H. M., Lydiate, D. J., Smith, C. P., Ward, J. M., and Schremp, H., Gene manipulation of Streptomyces, a laboratory manual. The John Innes Foundation, Norwich, UK (1985).
- 39) Dairi, T., Ohta, T., Hashimoto, E., and Hasegawa, M., Organization and nature of fortimicin A (astromicin) biosynthetic genes studied using a cosmid library of Micromonospora olivasterospora DNA. Mol. Gen. Genet., 236, 39-48 (1992).
- 40) Sanger, F., Nicklen, S., and Coulson, A. R., DNA sequencing with chain-terminating inhibitors. Proc. Natl. Acad. Sci. USA, 74, 5463-5467 (1977).
- 41) Byers, L. D., Glyceraldehyde-3-phosphate dehydrogenase from yeast. Methods Enzymol., 89, 326-335 (1982).
- 42) Dairi, T., Nakano, T., Aisaka, K., Katsumata, R., and Hasegawa, M., Cloning and nucleotide sequence of the gene responsible for chlorination of tetracycline. Biosci. Biotechnol. Biochem., 59, 1099-1106 (1995).
- 43) Dairi, T., Ohta, T., Hashimoto, E., and Hasegawa, M., Organization and nature of fortimicin A (astromicin) biosynthetic genes studied using a cosmid library of Micromonospora olivasterospora DNA. Mol. Gen. Genet., 236, 39-48 (1992).
- 44) Altschul, S. F., Gish, W., Miller, W., Myers, E. W., and Lipman, D. J., Basic local alignment search tool. J. Mol. Biol., 215, 403-410 (1990).
- 45) Pearson, W. R. and Lipman, D. J., Improved tools for biological sequence comparison. Proc. Natl. Acad. Sci. USA, 85, 2444-2448 (1988).
- 46) Himmeldirk, K., Kennedy, I. A., Hill, R. E., Sayer, B. G., and Spencer, I. D., Biosynthesis of vitamins B1 and B6 in Escherichia coli: concurrent incorporation of 1-deoxy-D-xylulose into thiamine (B1) and pyridoxol (B6). Chem. Commun., 1187-1188 (1996).
- 47) Julliard, J. and Douce, R., Biosynthesis of the thiazole moiety of thiamine (vitamin B1) in higher plant chloroplast. Proc. Natl. Acad. Sci. USA, 88, 2042-2045 (1991).
- 48) Fröhlich, K. U., Kannwischer, R., Rudiger, M., and Mecke, D., Pentalenolactone-insensitive glyceraldehyde-3-phosphate dehydrogenase from Streptomyces arenae is closely related to GAPDH from thermostable eubacteria and plant chloroplasts. Arch. Microbiol., 165, 179-186 (1996).
- 49) Fröhlich, K. U., Wiedmann, M., Lottspeich, F., and Mecke, D., Substitution of a pentalenolactone-sensitive glyceraldehyde-3-phosphate dehydrogenase by a genetically distinct resistant isoform accompanies pentalenolactone production in Streptomyces arenae. J. Bacteriol., 171, 6696-6702 (1989).
- 50) Kormanec, J., Lempelová, A., Farkasovsky, M., and Homerová, D., Cloning, sequencing and expression in Escherichia coli of Streptomyces aureofaciens gene encoding glyceraldehyde-3-phosphate dehydrogenase. Gene, 165, 77-80 (1995).
- 51) Kormanec, J., Lempel'ova, A., Novakova, R., Rezuchova, B., and Homerová, D., Expression of the Streptomyces aureofaciens glyceraldehyde-3-phosphate dehydrogenase gene (gap) is developmentally regulated and induced by glucose. Microbiol., 143, 3555-3561 (1997).
Full access
Growth-phase Dependent Expression of the Mevalonate Pathway in a Terpenoid Antibiotic-producing Streptomyces Strain
Reprints and Corporate Permissions
Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?
To request a reprint or corporate permissions for this article, please click on the relevant link below:
Academic Permissions
Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?
Obtain permissions instantly via Rightslink by clicking on the button below:
If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.
Related research
People also read lists articles that other readers of this article have read.
Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.
Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.