Identification of a pentaketide stilbene produced by a type III polyketide synthase from Pinus sylvestris and characterisation of free coenzyme A intermediates.
The stilbene synthase (STS) from Scots pine (Pinus sylvestris), which is a type III polyketide synthase, produces the well known tetraketide resveratrol from coumaroyl-CoA and three molecules of malonyl-CoA. The same stilbene synthase, however, also generates the previously unknown pentaketide 2-malonylresveratrol from coumaroyl-CoA and four molecules of malonyl-CoA; this indicates that the enzyme does not precisely control the number of condensations leading to diverse products. Tetraketide- and pentaketide-CoA intermediates of the STS were identified by LC-MS/MS; this suggests that CoA-bound polyketide intermediates are involved in the product formation of type III polyketide synthases.
Li
Tsung-Lin
TL
Genomics Research Center, Academica Sinica, 128 Academica Road, Section 2, Nangkang, Taipei, 115, Taiwan. tlli@gate.sinica.edu.tw
Spiteller
Dieter
D
Spencer
Jonathan B
JB
D000217:Acyltransferases / Q000378:metabolism*; D000975:Antioxidants / Q000737:chemistry / Q000378:metabolism; D003065:Coenzyme A / Q000737:chemistry / Q000378:metabolism; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D041605:Pinus sylvestris / Q000737:chemistry / Q000378:metabolism*; D010940:Plant Proteins / Q000378:metabolism*; D048630:Polyketide Synthases / Q000378:metabolism*; D013267:Stilbenes / Q000737:chemistry* / Q000378:metabolism
D000975:Antioxidants; D010940:Plant Proteins; D013267:Stilbenes; D048630:Polyketide Synthases; D000217:Acyltransferases; C022674:stilbene synthase; D003065:Coenzyme A