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Literature summary for 4.2.1.92 extracted from

  • Boeglin, W.E.; Brash, A.R.
    Cytochrome P450-type hydroxylation and epoxidation in a tyrosine-liganded hemoprotein, catalase-related allene oxide synthase (2012), J. Biol. Chem., 287, 24139-24147.
    View publication on PubMedView publication on EuropePMC

Metals/Ions

Metals/Ions Comment Organism Structure
Fe2+ heme ligand of the cytochrome P450 enzyme Plexaura homomalla

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(8R)-hydroperoxyeicosatetraenoic acid Plexaura homomalla the substrate is converted to an unstable allene oxide product via the FeIV-OH intermediate, Compound II, the native enzyme shows a strong preference for its natural substrate ?
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Organism

Organism UniProt Comment Textmining
Plexaura homomalla
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(8R)-hydroperoxyeicosatetraenoic acid the substrate is converted to an unstable allene oxide product via the FeIV-OH intermediate, Compound II, the native enzyme shows a strong preference for its natural substrate Plexaura homomalla ?
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?
(8R)-hydroperoxyeicosatetraenoic acid the substrate is converted to an unstable allene oxide product via the FeIV-OH intermediate, Compound II Plexaura homomalla ?
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?
(8R)-hydroxyeicosatetraenoic acid the native, unmodified enzyme shows no activity with (8R)-hydroxyeicosatetraenoic acid, but the oxidized enzyme epoxidizes the substrate analogue stereospecifically on the 9,10-double bond to form (8R)-hydroxy-(9R,10R)-trans-epoxy-eicosa-(5Z,11Z,14Z)-trienoic acid as the predominant product, via Compound I (FeV=O) intermediate Plexaura homomalla (8R)-hydroxy-(9R,10R)-trans-epoxy-eicosa-(5Z,11Z,14Z)-trienoic acid erythro and threo diastereomers of (8R)-hydroxy-9,10-trans-epoxy-eicosa-5Z,11Z,14Z-trienoate ?
additional information the native enzyme is completely unreactive with polyunsaturated fatty acids or their hydroxylated analogues. Mass spectrometric product analysis, overview Plexaura homomalla ?
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Synonyms

Synonyms Comment Organism
cAOS
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Plexaura homomalla
catalase-related allene oxide synthase
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Plexaura homomalla

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
22
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assay at room temperature Plexaura homomalla

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
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assay at Plexaura homomalla

Cofactor

Cofactor Comment Organism Structure
cytochrome P450
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Plexaura homomalla

General Information

General Information Comment Organism
metabolism allene oxide synthase and its relationship to the catalytic cycle of cytochrome P450s, overview Plexaura homomalla