2.3.1.95: trihydroxystilbene synthase
This is an abbreviated version!
For detailed information about trihydroxystilbene synthase, go to the full flat file.
Word Map on EC 2.3.1.95
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2.3.1.95
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vitis
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grapevine
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vinifera
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grape
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chalcone
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phytoalexins
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berry
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arachis
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hypogaea
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trans-resveratrol
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mildew
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pinosylvin
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piceid
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tetraketide
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powdery
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viticola
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stilbenoids
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p-coumaroyl-coa
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4-coumarate
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amurensis
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plasmopara
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vineyard
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pinot
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4-coumarate:coa
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chs-like
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pseudoreticulata
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uncinula
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trans-piceid
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cabernet
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riparia
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pgips
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agriculture
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synthesis
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analysis
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pharmacology
- 2.3.1.95
- vitis
-
grapevine
- vinifera
- grape
- chalcone
-
phytoalexins
- berry
- arachis
- hypogaea
- trans-resveratrol
- mildew
- pinosylvin
- piceid
-
tetraketide
-
powdery
- viticola
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stilbenoids
- p-coumaroyl-coa
- 4-coumarate
- amurensis
-
plasmopara
-
vineyard
-
pinot
-
4-coumarate:coa
-
chs-like
- pseudoreticulata
-
uncinula
-
trans-piceid
-
cabernet
- riparia
-
pgips
- agriculture
- synthesis
- analysis
- pharmacology
Reaction
3 malonyl-CoA + = 4 CoA + + 4 CO2
Synonyms
AhSTS3, malonyl-CoA:4-coumaroyl-CoA malonyltransferase, resveratrol synthase, SbCHS8, SbSTS1, stilbene synthase, stilbene synthase 1, stilbene synthase 3, stilbene synthase-type polyketide synthase enzyme, STS, STS-type PKS enzyme, STS1, STS29, STS6, STS7, synthase, resveratrol, VIT_16s0100g01030, VIT_16s0100g01040, vst1
ECTree
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Substrates Products
Substrates Products on EC 2.3.1.95 - trihydroxystilbene synthase
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REACTION DIAGRAM
3 malonyl-CoA + 4-coumaroyl-CoA
4 CoA + resveratrol + 4 CO2
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out of three enzymes tested, only stilbene synthase from Arachis hypogaea is able to produce resveratrol from 4-coumaric acid
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?
3-coumaroyl-CoA + malonyl-CoA
3,3',5-trihydroxystilbene + CoA + CO2
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9% of activity with 4-coumaroyl-CoA
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?
4-fluorocinnamoyl-CoA + malonyl-CoA
4'-fluoro-trans-3,5-dihydroxystyrylfuran + CoA + CO2
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side products: 49% bis-noryangonin and its derivatives, 8.2% 4-coumaroyltriacetic acid and 0.7% chalcone and its derivatives
?
acetyl-CoA + malonyl-CoA
6-acetonyl-4-hydroxy-2-pyrone + 6-methyl-4-hydroxy-2-pyrone + CoA + CO2
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-
?
benzoyl-CoA + malonyl-CoA
bisnoryangonin-type and p-coumaroyltriacetic acid lactone-type pyrones + CoA + CO2
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-
?
caffeoyl-CoA + malonyl-CoA
3,3',4',5-tetrahydroxystilbene + CoA + CO2
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8% of activity with 4-coumaroyl-CoA
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?
dihydro-4-coumaroyl-CoA + malonyl-CoA
3,4',5-trihydroxybibenzyl + CoA + CO2
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13% of activity with 4-coumaroyl-CoA
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?
feruloyl-CoA + malonyl-CoA
3,4',5-trihydroxy-3'-methoxystilbene + CoA + CO2
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6% of activity with 4-coumaroyl-CoA
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?
isovaleryl-CoA + malonyl-CoA
bisnoryangonin-type and p-coumaroyltriacetic acid lactone-type pyrones + CoA + CO2
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?
n-butyryl-CoA + malonyl-CoA
bisnoryangonin-type and p-coumaroyltriacetic acid lactone-type pyrones + CoA + CO2
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-
?
n-hexanoyl-CoA + malonyl-CoA
bisnoryangonin-type and p-coumaroyltriacetic acid lactone-type pyrones + CoA + CO2
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?
trans-3-(3-thienyl)acryloyl-CoA + malonyl-CoA
trans-3,5-dihydroxystyrylthiophene + CoA + CO2
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side products: 59% bis-noryangonin and its derivatives, 18.4% 4-coumaroyltriacetic acid and 0.5% chalcone and its derivatives
?
trans-3-furanacryloyl-CoA + malonyl-CoA
trans-3,5-dihydroxystyrylfuran + CoA + CO2
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side products: 32% bis-noryangonin and its derivatives, 15% 4-coumaroyltriacetic acid and 0.6% chalcone and its derivatives
?
3 malonyl-CoA + 4-coumaroyl-CoA
4 CoA + trans-resveratrol + 4 CO2
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-
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?
3 malonyl-CoA + 4-coumaroyl-CoA
4 CoA + trans-resveratrol + 4 CO2
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-
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?
3 malonyl-CoA + 4-coumaroyl-CoA
4 CoA + trans-resveratrol + 4 CO2
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-
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?
3 malonyl-CoA + 4-coumaroyl-CoA
4 CoA + trans-resveratrol + 4 CO2
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?
3,4',5-trihydroxystilbene + CoA + CO2
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-
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?
4-coumaroyl-CoA + malonyl-CoA
3,4',5-trihydroxystilbene + CoA + CO2
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?
4-coumaroyl-CoA + malonyl-CoA
3,4',5-trihydroxystilbene + CoA + CO2
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79% resveratrol, side products: 10% p-coumaroyltriacetic acid lactone, 8.6% bisnoryangonin and 1.7% naringenin
?
4-coumaroyl-CoA + malonyl-CoA
3,4',5-trihydroxystilbene + CoA + CO2
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malonyl-CoA cannot be replaced by related compounds e.g. acetyl-CoA
trivial name resveratrol
?
4-coumaroyl-CoA + malonyl-CoA
3,4',5-trihydroxystilbene + CoA + CO2
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key enzyme of stilbene synthesis
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?
4-coumaroyl-CoA + malonyl-CoA
3,4',5-trihydroxystilbene + CoA + CO2
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side products: smaller amounts of bisnoryangonin-type and p-coumaroyltriacetic acid lactone-type pyrones
?
4-coumaroyl-CoA + malonyl-CoA
3,4',5-trihydroxystilbene + CoA + CO2
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-
?
3,5-dihydroxystilbene + CoA + CO2
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10% of activity with 4-coumaroyl-CoA
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?
cinnamoyl-CoA + malonyl-CoA
3,5-dihydroxystilbene + CoA + CO2
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side products: bisnoryangonin-type and p-coumaroyltriacetic acid lactone-type pyrones and small amounts of pinocembrin chalcone
?
?
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no substrates: caffeic acid, ferulic acid, and cinnamic acid
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?
additional information
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SbSTS1, encodes an enzyme with stilbene synthase activity, suggesting that Sorghum accumulates stilbene-derived defense metabolites
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?