4.2.3.24: amorpha-4,11-diene synthase
This is an abbreviated version!
For detailed information about amorpha-4,11-diene synthase, go to the full flat file.
Word Map on EC 4.2.3.24
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4.2.3.24
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artemisia
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annua
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sesquiterpene
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antimalarial
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cyp71av1
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artemisinic
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terpene
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dihydroartemisinic
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trichomes
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sesquiterpenoids
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endoperoxide
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wormwood
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medicine
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artemisinin-based
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drug development
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pharmacology
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agriculture
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synthesis
- 4.2.3.24
- artemisia
- annua
-
sesquiterpene
-
antimalarial
- cyp71av1
-
artemisinic
-
terpene
-
dihydroartemisinic
- trichomes
- sesquiterpenoids
-
endoperoxide
- wormwood
- medicine
-
artemisinin-based
- drug development
- pharmacology
- agriculture
- synthesis
Reaction
Synonyms
ADS, ADS1, ADS3963, amorpha-4,11-diene synthase, amorphadiene synthase, AMS
ECTree
4.2.3.24 amorpha-4,11-diene synthaseAdvanced search results
results (
results (Substrates Products
Substrates Products on EC 4.2.3.24 - amorpha-4,11-diene synthase
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
farnesyl diphosphate
amorpha-4,11-diene + diphosphate
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-
additionally production of 15 different sesquiterpenoids, detailed reaction scheme
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?
geranyl diphosphate
alpha-terpineol + ocimene + myrcene + linalool
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alpha-terpineol (39%) + ocimene (24%) + myrcene (19%) + linalool (11%)
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-
?
geranyl diphosphate + H2O
amorpha-4,11-diene + diphosphate
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substrate in the presence of Mn2+ but not with Mg2+ or Co2+
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-
?
(2E,6E)-farnesyl diphosphate
amorpha-4,11-diene + diphosphate
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-
-
-
?
(2E,6E)-farnesyl diphosphate
amorpha-4,11-diene + diphosphate
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-
-
?
(2E,6E)-farnesyl diphosphate
amorpha-4,11-diene + diphosphate
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-
dditionally production of 15 different sesquiterpenoids, detailed reaction scheme
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?
2-trans,6-trans-farnesyl diphosphate
amorpha-4,11-diene + diphosphate
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-
-
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?
2-trans,6-trans-farnesyl diphosphate
amorpha-4,11-diene + diphosphate
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-
-
?
2-trans,6-trans-farnesyl diphosphate
amorpha-4,11-diene + diphosphate
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-
-
-
?
2-trans,6-trans-farnesyl diphosphate
amorpha-4,11-diene + diphosphate
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amorpha-4,11-diene is a precursor of artemisin, a three-step oxidation is necessary
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?
farnesyl diphosphate
amorpha-4,7-diene + diphosphate
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-
configuration is 1S,6R,7R,10R-amorpha-4,11-diene
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?
farnesyl diphosphate
amorpha-4,7-diene + diphosphate
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major product, minor product is beat-sesquiphellandrene
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?
farnesyl diphosphate
amorpha-4,7-diene + diphosphate
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more than 90% of product, minor products are amorpha-4,7(11)-diene, gamma-humulene, amorpha-4-en-7-ol and others
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?
additional information
?
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key enzyme in the biosynthetic pathway of the antimalarial drug artemisinin
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-
?
additional information
?
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key enzyme in the biosynthetic pathway of the antimalarial drug artemisinin
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-
?
additional information
?
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-
H-1si-proton of substrate is transferred during the cyclization reaction to carbon 10 of amorphadiene, as a result of a 1,3-hydride-shift follwing initial 1,6 ring closure, while the H-1re-proton of substrate is retained on C-6 of the product
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-
?
additional information
?
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significant increased product selectivity in the presence of Mn2+ or Co2+
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-
?
additional information
?
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ADS is one of the two rate-limiting enzymes in the amorphadiene biosynthetic pathway
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-
?
