1.21.3.6: aureusidin synthase
This is an abbreviated version!
For detailed information about aureusidin synthase, go to the full flat file.
Word Map on EC 1.21.3.6
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1.21.3.6
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yellow
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aurones
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flower
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snapdragon
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flavonoid
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majus
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antirrhinum
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ornamental
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polyphenol
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bright
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petal
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anthocyanin
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colour
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catechol
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oxidases
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cyclization
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vacuole
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cosmos
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agriculture
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nutrition
- 1.21.3.6
- yellow
-
aurones
- flower
- snapdragon
- flavonoid
- majus
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antirrhinum
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ornamental
- polyphenol
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bright
- petal
- anthocyanin
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colour
- catechol
- oxidases
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cyclization
- vacuole
- cosmos
- agriculture
- nutrition
Reaction
Synonyms
AmAS1, AS1, aureusidin synthase, aurone synthase, More, synthase, aureusidin
ECTree
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Substrates Products
Substrates Products on EC 1.21.3.6 - aureusidin synthase
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REACTION DIAGRAM
2',3,4,4',6'-pentahydroxychalcone 4'-beta-D-glucopyranoside + O2
aureusidin 6-beta-D-glucopyranoside + bracteatin 6-beta-D-glucopyranoside + H2O
2',4,4',6'-tetrahydroxychalcone 4'-beta-D-glucopyranoside + O2
aureusidin 6-beta-D-glucopyranoside + H2O
butein + O2
sulfuretin + 3',4',5',6-tetrahydroxyaurone + H2O
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products are formed in a 23:1 ratio
ir
aureusidin + bracteatin + H2O
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-
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ir
2',3,4,4',6'-pentahydroxychalcone + 1/2 O2
aureusidin + bracteatin + H2O
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-
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ir
2',3,4,4',6'-pentahydroxychalcone + 1/2 O2
aureusidin + bracteatin + H2O
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-
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ir
aureusidin + bracteatin + H2O
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products are formed in a 6:1 ratio
ir
2',3,4,4',6'-pentahydroxychalcone + O2
aureusidin + bracteatin + H2O
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best substrate
products are formed in a 6:1 ratio
ir
2',3,4,4',6'-pentahydroxychalcone + O2
aureusidin + bracteatin + H2O
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best substrate
products are formed in a 6:1 ratio
ir
2',3,4,4',6'-pentahydroxychalcone + O2
aureusidin + bracteatin + H2O
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2210% activity compared to 2',4,4',6'-tetrahydroxychalcone
products are formed in a 6:1 ratio
ir
2',3,4,4',6'-pentahydroxychalcone + O2
aureusidin + bracteatin + H2O
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2-6fold higher activity than with 2',4,4',6'-tetrahydroxychalcone
products are formed in a 6:1 ratio
ir
aureusidin 6-beta-D-glucopyranoside + bracteatin 6-beta-D-glucopyranoside + H2O
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-
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ir
2',3,4,4',6'-pentahydroxychalcone 4'-beta-D-glucopyranoside + O2
aureusidin 6-beta-D-glucopyranoside + bracteatin 6-beta-D-glucopyranoside + H2O
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-
products are formed in a 5:1 ratio
ir
2',3,4,4',6'-pentahydroxychalcone 4'-beta-D-glucopyranoside + O2
aureusidin 6-beta-D-glucopyranoside + bracteatin 6-beta-D-glucopyranoside + H2O
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products provide the yellow colour of flowers
ir
2',4,4',6'-tetrahydroxychalcone + O2
aureusidin + H2O
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no formation of 2-(alpha-hydroxybenzyl)coumaranone intermediate
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ir
2',4,4',6'-tetrahydroxychalcone + O2
aureusidin + H2O
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key intermediate in the general flonoid metabolism
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ir
aureusidin 6-beta-D-glucopyranoside + H2O
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-
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ir
2',4,4',6'-tetrahydroxychalcone 4'-beta-D-glucopyranoside + O2
aureusidin 6-beta-D-glucopyranoside + H2O
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-
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ir
2',4,4',6'-tetrahydroxychalcone 4'-beta-D-glucopyranoside + O2
aureusidin 6-beta-D-glucopyranoside + H2O
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ir
?
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no activity with L-tyrosine, L-DOPA, 4-coumaric acid, caffeic acid, naringenin, eriodictyol, 4,4',6'-trihydroxyaurone, and aureusidin
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-
?
additional information
?
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no activity with 2'-hydroxychalcone, 4-hydroxychalcone, 2',3,4,4',6'-pentahydroxychalcone 3-glucoside, and 2',6'-dihydroxy-4,4'-dimethoxychalcone
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-
?
additional information
?
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enzyme shows no 3',4'-dehydrogenase activity towards aureusidin
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?
additional information
?
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enzyme shows no 3',4'-dehydrogenase activity towards aureusidin
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?
additional information
?
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chalcone-specific polyphenol oxidase specialized for aurone biosynthesis
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?
additional information
?
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enzyme plays a key role in the yellow coloration of flowers, enzyme is a homologue of plant polyphenol oxidase
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?
additional information
?
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enzyme plays a key role in the yellow coloration of flowers, enzyme is a homologue of plant polyphenol oxidase
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?
additional information
?
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enzyme plays a key role in the yellow coloration of flowers, enzyme is a homologue of plant polyphenol oxidase
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?
additional information
?
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substrate specificity allows elucidation of a likely mechanism of aurone formation from 2,4,6,4-tetrahydroxychalcone or PHC involving both tyrosinase and catechol oxidase activities of the Antirrhinum majus PPO, pathway overview. Starting with THC, tyrosinase and catechol oxidase activity, EC 1.14.18.1, result in 3-hydroxylation and formation of the corresponding o-quinone. Whether aureusidine synthase PPO carries out the 3-hydroxylation reaction in vivo, or whether a cytochrome P450 chalcone 3-hydroxylase is also involved is not definitively established. Aureusidine synthase likely forms the same quinone from 2',3,4,4',6'-pentahydroxychalcone without the need for the 3-hydroxylation step. The resulting quinone is predicted to undergo a 2-step non-enzyme mediated rearrangement to form aureusidin
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?