Alteration of reaction and substrate specificity of a bacterial type III polyketide synthase by site-directed mutagenesis

Biochemical Journal

Volumn 367, Issue 3, 2002, Pages 781-789

  Funa, Nobutaka ^a   Ohnishi, Yasuo ^a   Ebizuka, Yutaka ^a   Horinouchi, Sueharu ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

1,3,6,8 tetrahydroxynaphthalene; Chalcone synthase; RppA; Starter substrate selectivity; Streptomyces griseus

Indexed keywords

AMINO ACIDS; BACTERIA; BIOSYNTHESIS; CATALYSIS; ENZYMES; MUTAGENESIS;

ELONGATION;

BIOCHEMISTRY;

1,3,6,8 TETRAHYDROXYNAPHTHALENE; ALANINE; BACTERIAL ENZYME; CHALCONE SYNTHASE; CYSTEINYLHISTIDYLASPARAGINE; MALONYL COENZYME A; MELANIN; NAPHTHALENE DERIVATIVE; OLIGOPEPTIDE; PHENYLALANINE; POLYKETIDE SYNTHASE; PROTEIN RPPA; PYRONE DERIVATIVE; TRYPTOPHAN; TYROSINE; UNCLASSIFIED DRUG;

AMINO ACID SUBSTITUTION; ARTICLE; CATALYSIS; CHEMICAL MODIFICATION; CONTROLLED STUDY; ENZYME ACTIVE SITE; ENZYME ANALYSIS; ENZYME SPECIFICITY; NONHUMAN; PRIORITY JOURNAL; PROTEIN FAMILY; PROTEIN STRUCTURE; REACTION ANALYSIS; SITE DIRECTED MUTAGENESIS; STARTER CULTURE; STREPTOMYCES ANTIBIOTICUS; STREPTOMYCES GRISEUS; STREPTOMYCES LIVIDANS; STRUCTURE ANALYSIS;

ACYL COENZYME A; AMINO ACID SEQUENCE; BASE SEQUENCE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DNA PRIMERS; MOLECULAR SEQUENCE DATA; MULTIENZYME COMPLEXES; SEQUENCE HOMOLOGY, AMINO ACID; STREPTOMYCES; SUBSTRATE SPECIFICITY;

ACTINOBACTERIA (CLASS); BACTERIA (MICROORGANISMS); STREPTOMYCES ANTIBIOTICUS; STREPTOMYCES GRISEUS; STREPTOMYCES LIVIDANS; UNCULTURED ACTINOMYCETE;

EID: 0036844888     PISSN: 02646021     EISSN: None     Source Type: Journal    
DOI: 10.1042/BJ20020953     Document Type: Article

References (19)

1. Moore, B. S. and Hopke, J. N. (2001) Discovery of a new bacterial polyketide biosynthetic pathway. Chem. Biochem. 2, 35-38
2. Schröder, J. (1997) A family of pant-specific polyketide synthases: Facts and predictions. Trends Plant Sci. 2, 373-378
3. Funa, N., Ohnishi, Y., Fujii, I., Shibuya, M., Ebizuka, Y. and Horinouchi, S. (1999) A new pathway for polyketide synthesis in microorganisms. Nature (London) 400, 897-899
4. Jez, J. M., Ferrer, J.-L., Bowman, M. E., Dixon, R. A. and Noel, J. P. (2000) Dissection of malonyl-coenzyme A decarboxylation from polyketide formation in the reaction mechanism of a plant polyketide synthase. Biochemistry 39, 890-902
5. Eckermann, S., Schröder, G., Schmidt, J., Strack, D., Edrada, R. A., Helariutta, Y., Elomaa, P., Kotilainen, M., Kilpeläinen, I., Proksch, P. et al. (1998) New pathway to polyketides in plants. Nature (London) 396, 387-390
6. Pfeifer, V., Nicholson, G. J., Ries, J., Recktenwald, J., Schefer, A. B., Shawky, R. M., Schröder, J., Wohlleben, W. and Pelzer, S. (2001) A polyketide synthase in glycopeptide biosynthesis. J. Biol. Chem. 276, 38370-38377
7. Lanz, T., Tropf, S., Marner, F.-J., Schröder, J. and Schröder, G. (1991) The role of cysteines in polyketide synthases. J. Biol. Chem. 266, 9971-9976
8. Schröder, J. (1999) Probing plant polyketide biosynthesis. Nat. Struct. Biol. 6, 714-716
9. Ferrer, J.-L., Jez, J. M., Bowman, M. E., Dixon, R. A. and Noel, J. P. (1999) Structure of chalcone synthase and the molecular basis of plant polyketide biosynthesis. Nat. Struct. Biol. 6, 775-784
10. Schüz, R., Heller, W. and Hahlbrock, K. (1983) Substrate specificity of chalcone synthase from Petroselinum hortense. J. Biol. Chem. 258, 6730-6734
11. Funa, N., Ohnishi, Y., Ebizuka, Y. and Horinouchi, S. (2002) Properties and substrate specificity of RppA, a chalcone synthase-related polyketide synthase in Streptomyces griseus. J. Biol. Chem. 277, 4628-4635
12. Maniatis, T., Fritsch, E. F. and Sambrook, J. (1982) Molecular Cloning: A Laboratory Manual, Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY
13. Schröder, G. and Schröder, J. (1992) A single change of histidine to glutamine alters the substrate preference of a stilbene synthase. J. Biol. Chem. 267, 20558-20560
14. Jez, J. M., Austin, M. B., Ferrer, J.-L., Bowman, M. E., Schröder, J. and Noel, J. P. (2000) Structural control of polyketide formation in plant-specific polyketide synthases. Chem. Biol. 40, 1-12
15. Jez, J. M., Ferrer, J.-L., Bowman, M. E., Austin, M. B., Schröder, J., Dixon, R. A. and Noel, J. P. (2001) Structure and mechanism of chalcone synthase-like polyketide synthases. J. Ind. Microbiol. Biotechnol. 27, 393-398
16. Jez, J. M., Bowman, M. E. and Noel, J. P. (2001) Structure-guided programming of polyketide chain-length determination in chalcone synthase. Biochemistry 40, 14829-14838
17. Qiu, X., Janson, C. A., Konstantinidis, A. K., Nwagwu, S., Silverman, C., Smith, W. W., Khandekar, S., Lonsdale, J. and Abdel-Meguid, S. S. (1999) Crystal structure of β-ketoacyl-acyl carrier protein synthase III. J. Biol. Chem. 274, 36465-36471
18. Davies, C., Heath, R. J., White, S. W. and Rock, C. O. (2000) The 1.8 Å crystal structure and active-site architecture of β-ketoacyl-acyl carrier protein synthase III (FabH) from Escherichia coli. Structure 8, 185-195
19. Fujii, I., Mori, Y., Watanabe, A., Kubo, Y., Tsuji, G. and Ebizuka, Y. (2000) Enzymatic synthesis of 1,3,6,8-tetrahydroxynaphthalene solely from malonyl-coenzyme A by a fungal iterative type I polyketide synthase PKS1. Biochemistry 39, 8853-8858