1.13.11.46: 4-hydroxymandelate synthase
This is an abbreviated version!
For detailed information about 4-hydroxymandelate synthase, go to the full flat file.
Word Map on EC 1.13.11.46
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1.13.11.46
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benzyl
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dioxygenation
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orientalis
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amycolatopsis
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homogentisate
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oxygenases
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cosmetic
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deuterium
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l-phenylalanine
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benzaldehyde
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charge-transfer
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heterolytic
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nonheme
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vancomycin
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aceto
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carbon-carbon
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biradical
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phenylglyoxylate
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substructure
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ferryl
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1,2-shift
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s-mandelate
- 1.13.11.46
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benzyl
-
dioxygenation
- orientalis
-
amycolatopsis
- homogentisate
- oxygenases
-
cosmetic
- deuterium
- l-phenylalanine
- benzaldehyde
-
charge-transfer
-
heterolytic
-
nonheme
- vancomycin
-
aceto
-
carbon-carbon
-
biradical
- phenylglyoxylate
-
substructure
-
ferryl
-
1,2-shift
- s-mandelate
Reaction
Synonyms
(S)-hydroxymandelate synthase, 4-(S) hydroxymandelate synthase, 4-hydroxyphenylpyruvate dioxygenase II, HMS, HPDL, hydroxymandelate synthase, hydroxyphenylpyruvate dioxygenase-like
ECTree
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General Information
General Information on EC 1.13.11.46 - 4-hydroxymandelate synthase
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evolution
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4-hydroxyphenylpyruvate dioxygenase, HPPD, EC 1.13.11.27, and hydroxymandelate synthase catalyze similar reactions using the same substrates, 4-hydroxyphenylpyruvate and dioxygen. Initially, both enzymes reduce and activate dioxygen in order to decarboxylate 4-hydroxyphenylpyruvate, yielding 4-hydroxyphenylacetate, CO2, and an activated oxo intermediate. Both enzymes then hydroxylate 4-hydroxyphenylacetate but do so in different positions
malfunction
additional information
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molecular docking and modeling, molecular dynamics and simulations by classical molecular dynamics simulations, simulated HMS-Fe(IV)-O-HPA species, overview
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upon introduction of a steric barrier, which is suspected to obstruct the accommodation of the aromatic ring in the hydrophobic pocket during the final hydroxylation step, the racemization of product is obtained
malfunction
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upon introduction of a steric barrier, which is suspected to obstruct the accommodation of the aromatic ring in the hydrophobic pocket during the final hydroxylation step, the racemization of product is obtained
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