Presence of copalyl diphosphate synthase gene in an actinomycete possessing the mevalonate pathway

Journal of Antibiotics

Volumn 57, Issue 11, 2004, Pages 739-747

  Kawasaki, Takashi ^a   Kuzuyama, Tomohisa ^b   Kuwamori, Yuko ^a   Matsuura, Nobuyasu ^c   Itoh, Nobuya ^a   Furihata, Kazuo ^b   Seto, Haruo ^d   Dairi, Tohru ^a  

^a TOYAMA PREFECTURAL UNIVERSITY   (Japan)

^b UNIVERSITY OF TOKYO   (Japan)

^c OKAYAMA UNIVERSITY OF SCIENCE   (Japan)

^d TOKYO UNIVERSITY OF AGRICULTURE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIBIOTIC AGENT; BACTERIAL ENZYME; BACTERIAL PROTEIN; BE 40644; COPALYL DIPHOSPHATE; COPALYL DIPHOSPHATE SYNTHASE; CYTOCHROME P450; DITERPENE; FARNESYL TRANS TRANSFERASE; FURAQUINOCIN A; GENE PRODUCT; HYDROXYMETHYLGLUTARYL COENZYME A REDUCTASE; ISOPRENOID; ISOPRENOID CYCLASE; MEVALONIC ACID; POLYPRENYL DIPHOSPHATE SYNTHASE; PYROPHOSPHORIC ACID DERIVATIVE; RECOMBINANT ENZYME; SESQUITERPENE DERIVATIVE; SYNTHETASE; TERPENTECIN; UNCLASSIFIED DRUG;

ACTINOBACTERIA; ANTIBIOTIC BIOSYNTHESIS; ARTICLE; BACTERIAL METABOLISM; BACTERIAL STRAIN; COPALYL DIPHOSPHATE SYNTHASE GENE; DNA FLANKING REGION; DNA SEQUENCE; ESCHERICHIA COLI; GENE; GENE CLUSTER; GENE EXPRESSION; GENE EXPRESSION SYSTEM; HYBRIDIZATION; MOLECULAR CLONING; MOLECULAR PROBE; NONHUMAN; NUCLEOTIDE SEQUENCE; OPEN READING FRAME; PRIORITY JOURNAL; PROTEIN FUNCTION; STREPTOMYCES; STREPTOMYCES KO 3988;

ESCHERICHIA COLI; STREPTOMYCES;

EID: 10044297112     PISSN: 00218820     EISSN: None     Source Type: Journal    
DOI: 10.7164/antibiotics.57.739     Document Type: Article

References (30)

1. CHAPPELL, J.: Biochemistry and molecular biology of the isoprenoid biosynthetic pathways in plants. Ann. Rev. Plant Physiol. Plant Mol. Biol. 46: 521-547, 1995
2. SERVOUSE, M.; N. MONS, J. L. BAILLAAROEAT & F. KARST: Isolation and characterization of yeast mutants blocked in mevalonic acid formation. Biochem. Biophy. Res. Com. 123: 424-430, 1984
3. KUZUYAMA, T. & H. SETO: Diversity of the biosynthesis of the isoprene units. Nat. Prod. Rep. 20: 171-183, 2003
4. CANE, D. E.; T. ROSSHI & J. P. PACHLATKO: The biosynthesis of pentalenolactone. Tetrahedron Lett. 20: 3639-3642, 1979
5. SHIGEMORI, H.; H. KOMAKI, K. YAZAWA, Y. MIKAMI, A. NEMOTO, Y. TANAKA & J. KOBAYASHI: Biosynthesis of diterpenoid moiety of brasilicardin A via non-mevalonate pathway in Nocardia brasiliensis. Tetrahedron Lett. 40: 4353-4354, 1999
6. HAMANO, Y.; T. DAIRI, M. YAMAMOTO, T. KUZUYAMA, N. ITOH & H. SETO: Growth phase dependent expression of the mevalonate pathway in a terpenoid antibiotic-producing Streptomyces strain. Biosci. Biotechnol. Biochem. 66: 808-819, 2002
7. KUZUYAMA T.; S. TAKAHASHI, T. DAIRI & H. SETO: Detection of the mevalonate pathway in Streptomyces species using the 3-hydroxy-3-methylglutaryl coenzyme A reductase gene. J. Antibiotics 55: 919-923, 2002
8. SETO, H.; N. ORIHATA & K. FURIHATA: 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
9. KAWASAKI, T.; T. KUZUYAMA, K. FURIHATA, N. ITOH, H. SETO & T. DAIRI: A relationship between the mevalonate pathway and isoprenoid production in actinomycetes. J. Antibiotics 56: 957-966, 2003
10. SETO, H.; H. WATANABE & K. FURIHATA: Simultaneous operation of the mevalonate and non-mevalonate pathways in the biosynthesis of isopentenyl diphosphate in Streptomyces aeriouvifer. Tetrahedron Lett. 37: 7979-7982, 1996
11. TAKAGI, M.; T. KUZUYAMA, S. TAKAHASHI & H SETO: A gene cluster for the mevalonate pathway from Streptomyces sp. strain CL190. J. Bacteriol. 182: 4153-4157, 2000
12. FUNAYAMA, S.; M. ISHIBASHI, K. KOMIYAMA & S. ŌMURA: Biosynthesis of furaquinocins A and B. J. Org. Chem. 55: 1132-1133, 1990
13. DAIRI, T.; Y. MOTOHIRA, T. KUZUYAMA, S. TAKAHASHI, N. ITOH & H. SETO: 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
14. SHIMOI, K.; H. IINUMA, H. NAGANAWA, K. ISSHIKI, T. TAKEUCHI & H. UMEZAWA: Biosynthesis of napyradiomycins. J. Antibiotics 40: 1740-1745, 1987
15. HAMANO, Y.; T. DAIRI, M. YAMAMOTO, T. KAWASAKI, K. KANEDA, T. KUZUYAMA, N. ITOH & H. SETO: 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
16. DAIRI, T.; Y. HAMANO, T. KUZUYAMA, N. ITOH, K. FURIHATA & H. SETO: Eubacterial diterpene cyclase genes essential for production of isoprenoid antibiotic-terpentecin. J. Bacteriol. 183: 6085-6094, 2001
17. KOMIYAMA, K.; S. FUNAYAMA, Y. ANRAKU, M. ISHIBASHI, Y. TAKAHASHI & S. OMURA: Novel antibiotics, furaquinocins A and B. Taxonomy, fermentation, isolation and physico-chemical and biological characteristics. J. Antibiotics 43: 247-252, 1996
18. KIESER, T.; M. J. BIBB, M. J. BUTTNER, K. F. CHATER & D. A. HOPWOOD: Practical Streptomyces genetics. (The John Innes Foundation, Norwich, United Kingdom), 2000
19. VARA, J.; M. LEWANDOWSKA-SKARBEK, Y. G. WANG, S. DONADIO & C. R. HUTCHINSON: Cloning of genes governing the deoxysugar portion of the erythromycin biosynthesis pathway in Saccharopolyspora erythraea (Streptomyces erythreus). J. Bacteriol. 171: 5872-5881, 1989
20. KUZUYAMA, T.; S. TAKAHASHI & H. SETO: Construction and characterization of Escherichia coli disruptants defective in the yaeM gene. Biosci. Biotechnol. Biochem. 63: 776-778, 1999
21. MANIATIS, T.; E. F. FRITSCH & J. SAMBROOK: Molecular cloning: a laboratory manual, Cold Spring Harbor Laboratory, Cold Spring Harbor, NY, USA, 1982
22. KAWASAKI, T.; Y. HAMANO, T. KUZUYAMA, N. ITOH, H. SETO & T. DAIRI: Interconversion of product specificity of type I eubacterial farnesyl diphosphate synthase and geranylgeranyl diphosphate synthase by one amino acid substitution. J. Biochem. 133: 83-91, 2003
23. HAMANO, Y.; T. KUZUYAMA, N. ITOH, K. FURIHATA, H. SETO & T. DAIRI: Functional analysis of eubacterial diterpene cyclases responsible for biosynthesis of a diterpene antibiotic-terpentecin. J. Biol. Chem. 277: 37098-37104, 2002
24. OHNUMA, S.; T. KOYAMA & K. OGURA: Chain length distribution of the products formed in solanesyl diphosphate synthase reaction. J. Biochem. 112: 743-749, 1992
25. OHNUMA, S.; T. KOYAMA & K. OGURA: Alteration of the product specificities of prenyltransferases by metal ions. Biochem. Biophys. Res. Commun. 192: 407-412, 1993
26. MACMILLAN, J. & M. H. BEALE: Diterpene biosynthesis, in comprehensive natural products chemistry, Vol. 2, Elsevier Oxford 2: 217-243, 1999
27. YEE, N. K. N. & R. M. COATES: Total synthesis of (+)-9,10-syn- and (+)-9,10-anti-coparol via epoxy trienylsilane cyclizations. J. Org. Chem. 57: 4598-4609, 1992
28. PETERS, R. J.; M. M. RAVN, R. M. COATES & R. B. CROTEAU: Bifunctional abietadiene synthase: free diffusive transfer of the (+)-copalyl diphosphate intermediate between two distinct active sites. J. Am. Chem. Soc. 123: 8974-8978, 2001
29. TUDZYNSKI, B.; H. KAWAIDE & Y. KAMIYA: Gibberellin biosynthesis in Gibberella fujikuroi: cloning and characterization of the copalyl diphosphate synthase gene. Curr. Genet. 34: 234-240, 1998
30. AIT-ALI, T.; S. M. SWAIN, J. B. REID, T. SUN & Y. KAMIYA: The LS locus of pea encodes the gibberellin biosynthesis enzyme ent-kaurene synthase A. Plant J. 11: 443-454, 1997