Plant Polyketide Synthase

Keywords. Aromatic poiyketides. Bacterial polyketide synthase. Engineered biosynthesis. Fungal polyketide synthase, Plant polyketide synthase... [Pg.1]

STRUCTURALLY GUIDED ALTERATION OF BIOSYNTHESIS IN PLANT TYPE III POLYKETIDE SYNTHASES... [Pg.197]

Chalcone Synthase / Stilbene Synthase Family of Plant Polyketide Synthases. 199... [Pg.197]

Chalcone Synthase, a Model Plant Polyketide Synthase. 199... [Pg.197]

In this chapter, we describe the atomic resolution structural elucidation of several plant type III polyketide synthases, including chalcone synthase, 2-pyrone synthase, and stilbene synthase. Manipulation of the catalytic activity and specificity of these biosynthetic enzymes by using a structurally guided approach offers a novel... [Pg.198]

CHALCONE SYNTHASE / STILBENE SYNTHASE FAMILY OF PLANT POLYKETIDE SYNTHASES... [Pg.199]

JEZ, J.M., FERRER, J.-L., BOWMAN, M.E., DIXON, R.A., NOEL, J.P., Dissection of malonyl-coenzyme A decarboxylation from polyketide formation in the reaction mechanism of a plant polyketide synthase, Biochemistry, 2000, 39, 890-902. [Pg.220]

LANZ T., TROPF, S., MARNER, F.J, SCHRODER, J., SCHRODER, G., The role of cysteines in polyketide synthases site-directed mutagenesis of resveratrol and chalcone synthases, two key enzymes in different plant-specific pathways, J. Biol. Chem., 1991, 266, 9971-9976. [Pg.220]

The second largest class of compounds reported from macroalgae is the polyketides, which comprise approximately a quarter of known algal compounds (Blunt et al. 2007). Polyketides are polymers of acetate (C2) and occasionally propionate (C3) and are very similar to fatty acids in their biosynthetic origin. Polyketides can be found in plants, animals, bacteria, and fungi. With a range of activities as broad as their structures, the polyketides are a diverse family of natural products classified based upon the polyketide synthases (PKSs) responsible for their biosynthesis, primarily type I and type II. [Pg.10]

Native CHS is a homodimer with subunits of 40 to 44kDa. The structure of the protein produced from the CHS2 cDNA of M. sativa has been determined and the residues of the active site defined. It belongs to the polyketide synthase (PKS) group of enzymes that occur in bacteria, fungi, and plants, and is a type III PKS. All the reactions are carried out at a single active site without the need for cofactors. [Pg.155]

Tropf, S. et al., Reaction mechanisms of homodimeric plant polyketide synthases (stilbenes and chalcone synthase) a single active site for the condensing reaction is sufficient for synthesis of stilbenes, chalcones, and 6 -deoxychalcones. J. Biol. Chem., 270, 7922, 1995. [Pg.203]

Preisig-Mueller, R. et al.. Plant polyketide synthases leading to stilbenoids have a domain catalyzing malonyl-CoA C02 exchange, malonyl-CoA decarboxylation, and covalent enzyme modification and a site for chain lengthening. Biochemistry, 36, 8349, 1997. [Pg.203]

Noel, J.P. et al., Structurally guided alteration of biosynthesis in plant type III polyketide synthases, in Phytochemistry in the Genomics and Post-Genomics Eras, Romeo, J.T. and Dixon, R.A., Eds., Pergamon, New York, 2002, 197. [Pg.203]

Schroder, J., A family of plant-specific polyketide synthases facts and predictions. Trends Plant Set, 2, 373, 1997. [Pg.1059]

Schroder, J., Plant polyketide synthases a chalcone synthase-type enzyme which performs a condensation reaction with methylmalonyl-CoA in the biosynthesis of C-methylated chalcones. [Pg.1059]

The chalcone synthase (CHS) (EC 2.3.1.74) superfamily of type III Polyketide synthases (PKSs) are pivotal enzymes in the biosynthesis of plant polyphenols. They are structurally and mechanistically different from the modular type I and the dissociated type II PKSs of bacterial origin the simple homodimer of 4CM-5 kDa proteins performs a complete series of decarboxylation, condensation, cyclization,... [Pg.46]

Abe I, Morita H (2010) Structure and function of the chalcone synthase superfamily of plant type III polyketide synthases. Nat Prod Rep 27 in press... [Pg.63]

Jez JM, Austin MB, Ferrer J, Bowman ME, Schroder J, Noel JP (2000) Structural control of polyketide formation in plant-specific polyketide synthases. Chem Biol 7 919-930... [Pg.63]

Abe I, Sano Y, Takahashi Y, Noguchi H (2003) Site-directed mutagenesis of benzalacetone synthase the role of Phe215 in plant type III polyketide synthases. J Biol Chem 278 25218-25226... [Pg.64]

Morita H, Tanio M, Kondo S, Kato R, Wanibuchi K, Noguchi H, Sugio S, Abe I, Kohno T (2008) Crystallization and preliminary crystallographic analysis of a plant type III polyketide synthase that produces benzalacetone. Acta Crystallograph Sect F Struct Biol Cryst Commun 64 304-306... [Pg.64]

Abe I, Utsumi Y, Oguro S, Noguchi H (2004) The Hrst plant type III polyketide synthase catalyzing formation of aromatic heptaketide. FEBS Lett 562 171-176... [Pg.64]

Jez JM, Noel JP (2000) Mechanism of chalcone synthase. pKa of the catalytic cysteine and the role of the conserved histidine in a plant polyketide synthase. J Biol Chem 275 39640-39646... [Pg.64]

Abe I, Oguro S, Utsumi Y, Sano Y, Noguchi H (2005) Engineered biosynthesis of plant polyketides chain length control in an octaketide-producing plant Type III polyketide synthase. J Am Chem Soc 127 12709-12716... [Pg.65]

Shi S-P, Wanibuchi K, Morita H, Endo K, Noguchi H, Abe I (2009) Enzymatic formation of unnatural novel chalcone, stilbene, and benzophenone scaffolds by plant type III polyketide synthase. Org Lett 11 551-554... [Pg.66]

Abe I, Watanabe T, Noguchi H (2004) Enzymatic formation of long-chain polyketide pyrones by plant type III polyketide synthases. Phytochemistry 65 2447-2453... [Pg.66]

Jez JM, Bowman ME, Noel JP (2002) Expanding the biosynthetic repertoire of plant type III polyketide synthases by altering starter molecule specificity. Proc Natl Acad Sci USA 99 5319-5324... [Pg.66]

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