Detection of covalent and noncovalent intermediates in the polymerization reaction catalyzed by a C149S class III polyhydroxybutyrate synthase

Biochemistry

Volumn 48, Issue 39, 2009, Pages 9202-9211

  Li, Ping ^a   Chakraborty, Sumit ^a   Stubbe, JoAnne ^a  

^a MASSACHUSETTS INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVE SITE; COENZYME A; HYDROXYBUTYRATE; LABELED PROTEINS; NONCOVALENT; POLYHYDROXYBUTYRATE; POLYMER FORMATION; POLYMERIZATION REACTION; QUENCH METHODS; RADIOLABEL; SYNTHASES; TETRAMERS; TIME-SCALES; WILD TYPES;

BIOLOGICAL MATERIALS; ENZYMES; ESTERS; MONOMERS; POLYMERIZATION; POLYMERS; RATE CONSTANTS;

HYSTERESIS MOTORS;

ACYL COENZYME A; COENZYME A; DIMER; HYDROXYBUTYRIC ACID; MONOMER; POLY(3 HYDROXYBUTYRIC ACID); POLYMER; SYNTHETASE; TETRAMER;

ALLOCHROMATIUM VINOSUM; ARTICLE; CATALYSIS; CHROMATIUM; ENZYME ACTIVE SITE; ISOTOPE LABELING; NONHUMAN; POLYMERIZATION; PRIORITY JOURNAL; WILD TYPE;

ACYL COENZYME A; ACYLATION; ACYLTRANSFERASES; AMINO ACID SUBSTITUTION; CATALYSIS; CATALYTIC DOMAIN; CHROMATIACEAE; CYSTEINE; POLYMERS; RECOMBINANT PROTEINS; SERINE;

ALLOCHROMATIUM VINOSUM;

EID: 70349626053     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi901329b     Document Type: Article

References (32)

1. Stubbe, J., Tian, J. M., He, A. M., Sinskey, A. J., Lawrence, A. G., and Liu, P. H. (2005) Nontemplate-dependent polymerization processes: Polyhydroxyalkanoate synthases as a paradigm. Annu. Rev. Biochem. 74, 433-480.
2. Cornish, K. (2001) Biochemistry of natural rubber, a vital raw material, emphasizing biosynthetic rate, molecular weight and compartmentalization, in evolutionarily divergent plant species. Nat. Prod. Rep. 18, 182-189.
3. Madison, L. L., and Huisman, G. W. (1999) Metabolic engineering of poly(3-hydroxyalkanoates): From DNA to plastic. Microbiol. Mol. Biol. Rev. 63, 21-53.
4. Rehm, B. H. A., and Steinbuchel, A. (1999) Biochemical and genetic analysis of PHA synthases and other proteins required for PHA synthesis. Int. J. Biol. Macromol. 25, 3-19.
5. Smith, A. M. (2001) The biosynthesis of starch granules. Biomacromolecules 2, 335-341.
6. Ugalde, J. E., Parodi, A. J., and Ugalde, R. A. (2003) De novo synthesis of bacterial glycogen: Agrobacterium tumefaciens glycogen synthase is involved in glucan initiation and elongation. Proc. Natl. Acad. Sci. U.S.A. 100, 10659-10663.
7. Kessler, B., and Witholt, B. (2001) Factors involved in the regulatory network of polyhydroxyalkanoate metabolism. J. Biotechnol. 86, 97-104. (Pubitemid 32195451)
8. Rehm, B. H. (2003) Polyester synthases: Natural catalysts for plastics. Biochem. J. 376, 15-33.
9. Steinbuchel, A., and Hein, S. (2001) Biochemical and molecular basis of microbial synthesis of polyhydroxyalkanoates in microorganisms. Adv. Biochem. Eng. Biotechnol. 71, 81-123.
10. Peoples, O. P., and Sinskey, A. J. (1989) Poly-β-hydroxybutyrate (PHB) biosynthesis in Alcaligenes eutrophus H16. Identification and characterization of the PHB polymerase gene (phbC). J. Biol. Chem. 264, 15298-15303.
11. Potter, M., Madkour, M. H., Mayer, F., and Steinbuchel, A. (2002) Regulation of phasin expression and polyhydroxyalkanoate (PHA) granule formation in Ralstonia eutropha H16. Microbiology 148, 2413-2426. (Pubitemid 34928526)
12. Potter, M., Muller, H., Reinecke, F., Wieczorek, R., Fricke, F., Bowien, B., Friedrich, B., and Steinbuchel, A. (2004) The complex structure of polyhydroxybutyrate (PHB) granules: Four orthologous and paralogous phasins occur in Ralstonia eutropha. Microbiology 150, 2301-2311. (Pubitemid 39117642)
13. Wieczorek, R., Pries, A., Steinbuchel, A., and Mayer, F. (1995) Analysis of a 24-kilodalton protein associated with the polyhydroxyalkanoic acid granules in Alcaligenes eutrophus. J. Bacteriol. 177, 2425-2435.
14. York, G. M., Stubbe, J., and Sinskey, A. J. (2001) New insight into the role of the PhaP phasin of Ralstonia eutropha in promoting synthesis of polyhydroxybutyrate. J. Bacteriol. 183, 2394-2397. (Pubitemid 32240415)
15. Stubbe, J., and Tian, J. (2003) Polyhydroxyalkanoate (PHA) homeostasis: The role of PHA synthase. Nat. Prod. Rep. 20, 445-457.
16. Jia, Y., Kappock, T. J., Frick, T., Sinskey, A. J., and Stubbe, J. (2000) Lipases provide a new mechanistic model for polyhydroxybutyrate (PHB) synthases: Characterization of the functional residues in Chromatium vinosum PHB synthase. Biochemistry 39, 3927-3936. (Pubitemid 30210368)
17. Jia, Y., Yuan, W., Wodzinska, J., Park, C., Sinskey, A. J., and Stubbe, J. (2001) Mechanistic studies on class I polyhydroxybutyrate (PHB) synthase from Ralstonia eutropha: Class I and III synthases share a similar catalytic mechanism. Biochemistry 40, 1011-1019. (Pubitemid 32108593)
18. Muh, U., Sinskey, A. J., Kirby, D. P., Lane, W. S., and Stubbe, J. (1999) PHA synthase from Chromatium vinosum: Cysteine 149 is involved in covalent catalysis. Biochemistry 38, 826-837. (Pubitemid 129502129)
19. Tian, J., Sinskey, A. J., and Stubbe, J. (2005) Detection of intermediates from the polymerization reaction catalyzed by a D302A mutant of class III polyhydroxyalkanoate (PHA) synthase. Biochemistry 44, 1495-1503. (Pubitemid 40204393)
20. Tian, J. M., Sinskey, A. J., and Stubbe, J. (2005) Class III polyhydroxybutyrate synthase: Involvement in chain termination and reinitiation. Biochemistry 44, 8369-8377.
21. Wodzinska, J., Snell, K. D., Rhomberg, A., Sinskey, A. J., Biemann, K., and Stubbe, J. (1996) Polyhydroxybutyrate synthase: Evidence for covalent catalysis. J. Am. Chem. Soc. 118, 6319-6320.
22. Gerngross, T. U., Snell, K. D., Peoples, O. P., Sinskey, A. J., Csuhai, E., Masamune, S., and Stubbe, J. (1994) Overexpression and purification of the soluble polyhydroxyalkanoate synthase from Alcaligenes eutrophus: Evidence for a required posttranslational modification for catalytic activity. Biochemistry 33, 9311-9320. (Pubitemid 24272883)
23. Liebergesell, M., Sonomoto, K., Madkour, M., Mayer, F., and Steinbuchel, A. (1994) Purification and characterization of the poly(hydroxyalkanoic acid) synthase from Chromatium vinosum and localization of the enzyme at the surface of poly(hydroxyalkanoic acid) granules. Eur. J. Biochem. 226, 71-80.
24. Liebergesell, M., and Steinbuchel, A. (1992) Cloning and nucleotide sequences of genes relevant for biosynthesis of poly(3-hydroxybutyric acid) in Chromatium vinosum strain D. Eur. J. Biochem. 209, 135-150.
25. Austin, M. B., and Noel, J. P. (2003) The chalcone synthase superfamily of type III polyketide synthases. Nat. Prod. Rep. 20, 79-110.
26. Smith, S. (1994) The animal fatty acid synthase: One gene, one polypeptide, seven enzymes. FASEB J. 8, 1248-1259.
27. Yuan, W., Jia, Y., Tian, J. M., Snell, K. D., Muh, U., Sinskey, A. J., Lambalot, R. H., Walsh, C. T., and Stubbe, J. (2001) Class I and III polyhydroxyalkanoate synthases from Ralstonia eutropha and Allochromatium vinosum: Characterization and substrate specificity studies. Arch. Biochem. Biophys. 394, 87-98.
28. Jencks, W. P., Cordes, S., and Carriuolo, J. (1960) The free energy of thiol ester hydrolysis. J. Biol. Chem. 235, 3608-3614.
29. Rehm, B. H., Antonio, R. V., Spiekermann, P., Amara, A. A., and Steinbuchel, A. (2002) Molecular characterization of the poly(3-hydroxybutyrate) (PHB) synthase from Ralstonia eutropha: In vitro evolution, site-specific mutagenesis and development of a PHB synthase protein model. Biochim. Biophys. Acta 1594, 178-190.
30. 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.
31. Tarshis, L. C., Yan, M. J., Poulter, C. D., and Sacchettini, J. C. (1994) Crystal Structure of Recombinant Farnesyl Diphosphate Synthase at 2.6-Angstrom Resolution. Biochemistry 33, 10871-10877. (Pubitemid 24296339)
32. Lawrence, A. G., Choi, J., Rha, C., Stubbe, J., and Sinskey, A. J. (2005) In vitro analysis of the chain termination reaction in the synthesis of poly-(R)-β-hydroxybutyrate by the class III synthase from Allochromatium vinosum. Biomacromolecules 6, 2113-2119.