The FK520 gene cluster of Streptomyces hygroscopicus var. ascomyceticus (ATCC 14891) contains genes for biosynthesis of unusual polyketide extender units

Gene

Volumn 251, Issue 1, 2000, Pages 81-90

  Wu, Kai ^a   Chung, Loleta ^a   Revill, W Peter ^a   Katz, Leonard ^a   Reeves, Christopher D ^a  

^a KOSAN BIOSCIENCES INC   (United States)

Author keywords

Ascomycin; Hydroxymalonate; Macrolide; Polyhydroxybutyrate

Indexed keywords

ASCOMYCIN; IMMUNOSUPPRESSIVE AGENT; MACROLIDE; POLY(3 HYDROXYBUTYRIC ACID); POLYKETIDE; TARTRONIC ACID;

ARTICLE; BIOSYNTHESIS; CONTROLLED STUDY; DNA FLANKING REGION; DNA SEQUENCE; DRUG SYNTHESIS; GENE STRUCTURE; NONHUMAN; POLYMERASE CHAIN REACTION; PRIORITY JOURNAL; REGULATOR GENE; STREPTOMYCES HYGROSCOPICUS;

ACYL COENZYME A; ANTI-BACTERIAL AGENTS; CLONING, MOLECULAR; DNA, BACTERIAL; GENE EXPRESSION REGULATION, BACTERIAL; MOLECULAR SEQUENCE DATA; MULTIENZYME COMPLEXES; MULTIGENE FAMILY; PHYLOGENY; PROTEIN STRUCTURE, TERTIARY; SEQUENCE ANALYSIS, DNA; STREPTOMYCES; TACROLIMUS;

EID: 0034643859     PISSN: 03781119     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0378-1119(00)00171-2     Document Type: Article

References (29)

1. An J.H., Kim Y.S. A gene cluster encoding malonyl-CoA decarboxylase (MatA), malonyl-CoA synthetase (MatB) and a putative dicarboxylate carrier protein (MatC) in Rhizobium trifolii - cloning, sequencing and expression of the enzymes in Escherichia coli. Eur. J. Biochem. 257:1998;395-402.
2. Aparicio J.F., Molnár I., Schwecke T., König A., Haydock S.F., Khaw L.E., Staunton J., Leadlay P.F. Organization of the biosynthetic gene cluster for rapamycin in Streptomyces hygroscopicus: analysis of the enzymatic domains in the modular polyketide synthase. Gene. 169:1996;9-16.
3. Arisawa A., Tsunekawa H., Okamura K., Okamoto R. Nucleotide sequence analysis of the carbomycin biosynthetic genes including the 3-O-acyltransferase gene from Streptomyces thermotolerans. Biosci. Biotech. Biochem. 59:1995;582-588.
4. Butler A.R., Bate N., Cundliffe E. Impact of thioesterase activity on tylosin biosynthesis in Streptomyces fradiae. Chem. Biol. 6:1999;287-292.
5. Byrne K.M., Shafiee A., Nielson J., Arison B., Monaghan R.L., Kaplan L. The biosynthesis and enzymology of an immunosuppressant, immunomycin, produced by Streptomyces hygroscopicus var, ascomyceticus. Dev. Ind. Microbiol. 32:1993;29-45.
6. Chen S., von Bamberg D., Hale V., Breuer M., Hardt B., Müller R., Floss H.G., Reynolds K.A., Leistner E. Biosynthesis of ansatrienin (mycotrienin) and naphthomycin. Identification and analysis of two separate biosynthetic gene clusters in Streptomyces collinus Tu 1892. Eur. J. Biochem. 261:1999;98-107.
7. Garrity G.M., Heimbuch B.K., Motamedi H., Shafiee A. Genetic relationships among actinomycetes that produce the immunosuppressant macrolides FK506, FK520/FK523 and rapamycin. J. Ind. Microbiol. 12:1993;42-47.
8. Gold B.G. FK506 and the role of the immunophilin FKBP-52 in nerve regeneration. Drug Metab. Rev. 31:1999;649-663.
9. Haber A., Johnson R.D., Rinehart K.L.J. Biosynthetic origin of the C2 units of geldanamycin and distribution of label from D-[6-13C]glucose. J. Am. Chem. Soc. 99:1977;3541-3544.
10. Hamilton G.S., Steiner J.P. Immunophilins: beyond immunosuppression. J. Med. Chem. 41:1998;5119-5143.
11. Hara O., Hutchinson C.R. A macrolide 3-O-acyltransferase gene from the midecamycin-producing species Streptomyces mycarofaciens. J. Bacteriol. 174:1992;5141-5144.
12. Hill A.M., Harris J.P., Siskos A.P. Investigation of glycerol incorporation into soraphen A. Chem. Comm. 1998:1998;2361-2362.
13. 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., Schrempf H. Genetic Manipulation of Streptomyces: A Laboratory Manual. 1985;The John Innes Foundation, Norwich, UK.
14. Kakavas S.J., Katz L., Stassi D. Identification and characterization of the niddamycin polyketide synthase genes from Streptomyces caelestis. J. Bacteriol. 179:1997;7515-7522.
15. Katz L. Manipulation of modular polyketide synthases. Chem. Rev. 97:1997;2557-2576.
16. Liu H., Reynolds K.A. Role of crotonyl coenzyme A reductase in determining the ratio of polyketides monensin A and monensin B produced by Streptomyces cinnamonensis. J. Bacteriol. 181:1999;6806-6813.
17. Manna A., Banerjee R., Paul A.K. Accumulation of poly (3-hydroxybutyric acid) by some soil Streptomyces. Curr. Microbiol. 39:1999;153-158.
18. Molnár I., Aparicio J.F., Haydock S.F., Khaw L.E., Schwecke T., König A., Staunton J., Leadlay P.F. Organisation of the biosynthetic gene cluster for rapamycin in Streptomyces hygroscopicus: analysis of genes flanking the polyketide synthase. Gene. 169:1996;1-7.
19. Motamedi H., Cai S.J., Shafiee A., Elliston K.O. Structural organization of a multifunctional polyketide synthase involved in the biosynthesis of the macrolide immunosuppressant FK506. Eur. J. Biochem. 244:1997;74-80.
20. Motamedi H., Shafiee A. The biosynthetic gene cluster for the macrolactone ring of the immunosuppressant FK506. Eur. J. Biochem. 256:1998;528-534.
21. Motamedi H., Shafiee A., Cai S.J., Streicher S.L., Arison B.H., Miller R.R. Characterization of methyltransferase and hydroxylase genes involved in the biosynthesis of the immunosuppressants FK506 and FK520. J. Bacteriol. 178:1996;5243-5248.
22. Ono M., Sakuda S., Ikeda H., Furihata K., Nakayama J., Suzuki A., Isogai A. Structures and biosynthesis of aflastatins: novel inhibitors of aflatoxin production by Aspergillus parasiticus. J. Antibiot. (Tokyo). 51:1998;1019-1028.
23. Ranade N., Vining L.C. Accumulation of intracellular carbon reserves in relation to chloramphenicol biosynthesis by Streptomyces venezuelae. Can. J. Microbiol. 39:1993;377-383.
24. Reynolds K.A., Demain A.L. Rapamycin, FK506, and ascomycin-related compounds. Strohl W.R. Biotechnology of Antibiotics. 1997;497-520 Marcel Dekker, New York.
25. Reynolds K.A., Wallace K.K., Handa S., Brown M.S., McArthur H.A., Floss H.G. Biosynthesis of the shikimate-derived starter unit of the immunosuppressant ascomycin: stereochemistry of the 1,4-conjugate elimination. J. Antibiot. (Tokyo). 50:1997;701-703.
26. Schreiber S.L., Crabtree G.R. Immunophilins, ligands, and the control of signal transduction. Harvey Lect. 91:1995;99-114.
27. Schwecke T., Aparicio J.F., Molnár I., König A., Khaw L.E., Haydock S.F., Oliynyk M., Caffrey P., Cortés J., Lester J.B., Böhm G.A., Staunton J., Leadlay P.F. The biosynthetic gene cluster for the polyketide immunosuppressant rapamycin. Proc. Natl. Acad. Sci. USA. 92:1995;7839-7843.
28. Stassi D.L., Kakavas S.J., Reynolds K.A., Gunawardana G., Swanson S., Zeidner D., Jackson M., Liu H., Buko A., Katz L. Ethyl-substituted erythromycin derivatives produced by directed metabolic engineering. Proc. Natl. Acad. Sci. USA. 95:1998;7305-7309.
29. Wallace K.K., Bao Z.Y., Dai H., Digate R., Schuler G., Speedie M.K., Reynolds K.A. Purification of crotonyl-CoA reductase from Streptomyces collinus and cloning, sequencing and expression of the corresponding gene in Escherichia coli. Eur. J. Biochem. 233:1995;954-962.