Information on EC 1.11.2.1 - unspecific peroxygenase

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The expected taxonomic range for this enzyme is: Eukaryota, Archaea

EC NUMBER
COMMENTARY hide
1.11.2.1
-
RECOMMENDED NAME
GeneOntology No.
unspecific peroxygenase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
RH + H2O2 = ROH + H2O
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
halogenation
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hydroxylation
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oxygenation
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peroxygenation
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SYSTEMATIC NAME
IUBMB Comments
substrate:hydrogen peroxide oxidoreductase (RH-hydroxylating or -epoxidising)
A heme-thiolate protein (P-450). Enzymes of this type include glycoproteins secreted by agaric basidiomycetes. They catalyse the insertion of an oxygen atom from H2O2 into a wide variety of substrates, including aromatic rings such as naphthalene, toluene, phenanthrene, pyrene and p-nitrophenol, recalcitrant heterocycles such as pyridine, dibenzofuran, various ethers (resulting in O-dealkylation) and alkanes such as propane, hexane and cyclohexane. Reactions catalysed include hydroxylation, epoxidation, N-oxidation, sulfooxidation, O- and N-dealkylation, bromination and one-electron oxidations. They have little or no activity toward chloride. Mechanistically, the catalytic cycle of unspecific (mono)-peroxygenases combines elements of the "shunt" pathway of cytochrome P-450s (a side activity that utilizes a peroxide in place of dioxygen and NAD[P]H) and the classic heme peroxidase cycle.
CAS REGISTRY NUMBER
COMMENTARY hide
93229-67-5
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(1E)-prop-1-en-1-ylbenzene + H2O2
2-methyl-3-phenyloxirane + H2O
show the reaction diagram
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71% conversion, 7% enantiomeric excess
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?
(1Z)-prop-1-en-1-ylbenzene + H2O2
2-methyl-3-phenyloxirane + H2O
show the reaction diagram
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96% conversion, 29% enantiomeric excess
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?
(R)-(+)-limonene + H2O2
? + H2O
show the reaction diagram
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76% epoxide products
-
?
(S)-(-)-limonene + H2O2
? + H2O
show the reaction diagram
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85% epoxide products
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?
1,2,3,4-tetrahydronaphthalene + H2O2
(1R)-1,2,3,4-tetrahydronaphthalen-1-ol
show the reaction diagram
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85% conversion, 99% enantiomeric excess
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?
1,2-dihydronaphthalene + H2O2
1,2-dihydronaphthalene oxide
show the reaction diagram
1,4-dimethoxybenzene + H2O2
4-methoxyphenol + H2O
show the reaction diagram
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-
-
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?
1,4-dioxane + H2O2
2-(2-hydroxyethoxy)acetaldehyde + H2O
show the reaction diagram
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-
-
?
1-(methoxymethyl)-4-nitrobenzene + H2O2
4-nitrobenzaldehyde + methanol + H2O
show the reaction diagram
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-
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?
1-butene + H2O2
but-3-en-2-ol + 2-ethyloxirane + H2O
show the reaction diagram
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75% epoxide product
-
?
1-heptene + H2O2
hept-1-en-3-ol + 2-pentyloxirane + H2O
show the reaction diagram
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88% epoxide product
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?
1-hexene + H2O2
hex-1-en-3-ol + 2-butyloxirane + H2O
show the reaction diagram
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50% epoxide product
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?
1-methoxy-4-methoxybenzene ether + H2O2
4-methoxyphenol + H2O
show the reaction diagram
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?
1-methyl-1-cyclohexene + H2O2
3-methylcyclohex-3-en-1-ol + 1-methyl-7-oxabicyclo[4.1.0]heptane + H2O
show the reaction diagram
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70% epoxide product
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?
1-methyl-1H-indene + H2O2
(1aS,6aR)-6-methyl-6,6a-dihydro-1aH-indeno[1,2-b]oxirene + H2O
show the reaction diagram
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96% conversion, 2.3% enantiomeric excess
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?
1-methylnaphthalene + H2O2
monohydroxylated 1-methylnaphthalene + dihydroxylated 1- methylnaphthalene + H2O
show the reaction diagram
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monohydroxylated 1-methylnaphthalene and dihydroxylated 1-methylnaphthalene are the main metabolites
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?
1-methylnaphthalene + H2O2
monohydroxylated 1-methylnaphthalene + dihydroxylated 1-methylnaphthalene + H2O
show the reaction diagram
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monohydroxylated 1-methylnaphthalene and dihydroxylated 1-methylnaphthalene are the main metabolites
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?
1-octene + H2O2
oct-1-en-3-ol + 2-hexyloxirane + H2O
show the reaction diagram
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55% epoxide product
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?
1-pentene + H2O2
pent-1-en-3-ol + 2-propyloxirane + H2O
show the reaction diagram
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31% epoxide product
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?
1-pyrenol + H2O2
1,8-dihydroxypyrene + 1,6-dihydroxypyrene + H2O
show the reaction diagram
2 2,6-dimethoxyphenol + 2 H2O2
coerulignone + 2 H2O
show the reaction diagram
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?
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O2
?
show the reaction diagram
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?
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) + H2O2
? + H2O
show the reaction diagram
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?
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O2
?
show the reaction diagram
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?
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O2
oxidized 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) + H2O
show the reaction diagram
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?
2,3-dihydro-1H-indene + H2O2
(1R)-2,3-dihydro-1H-inden-1-ol + H2O
show the reaction diagram
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77% conversion, 87% enantiomeric excess
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?
2,3-dimethyl-2-butene + H2O2
2,2,3,3-tetramethyloxirane + H2O
show the reaction diagram
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sole product
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?
2,6-dimethoxyphenol + H2O2
?
show the reaction diagram
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?
2,6-dimethoxyphenol + H2O2
coerulignone + H2O
show the reaction diagram
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?
2,6-dimethoxyphenol + H2O2
oxidized 2,6-dimethoxyphenol + H2O
show the reaction diagram
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?
2-(propan-2-yloxy)propane + H2O2
propan-2-one + propan-2-ol + H2O
show the reaction diagram
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?
2-chloropyridine + H2O2
2-chloropyridine N-oxide + H2O
show the reaction diagram
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26.1% conversion compared to pyridine
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?
2-methyl-2-butene + H2O2
2,2,3-trimethyloxirane + H2O
show the reaction diagram
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sole product
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?
2-methylnaphthalene + H2O2
2-naphthoic acid + monohydroxylated 2-methylnaphthalene + 2-naphthaldehyde + 2-naphthalene-methanol + monohydroxylated 2-naphthaldehyde + monohydroxylated 2-naphthoic acid + monhydroxylated 2-napthalenemethanol + dihydroxylated 2-napthalenemethanol + H2O
show the reaction diagram
2-methylpropene + H2O2
2,2-dimethyloxirane + H2O
show the reaction diagram
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sole product
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?
2-phenoxypropionic acid + H2O2
(R)-2-(4-hydroxyphenoxy)propionic acid + H2O
show the reaction diagram
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the enzyme hydroxylates 2-phenoxypropionic acid regioselectively at the para-position
the reaction yields the R-isomer of 2-(4-hydroxyphenoxy)propionic acid with an enantiomeric excess of 60%
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?
3,4-dimethoxybenzyl alcohol + H2O2
3,4-dimethoxybenzaldehyde + H2O
show the reaction diagram
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?
3,5-dimethylpyridine + H2O2
5-methyl-nicotinic alcohol + 5-methyl-nicotinic aldehyde + 3,5-dimethylpyridine N-oxide + H2O
show the reaction diagram
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143.4% conversion compared to pyridine
3,5-dimethylpyridine N-oxide is less than 1% of the converted substrate
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?
3-bromopyridine + H2O2
3-bromopyridine N-oxide + H2O
show the reaction diagram
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61.8% conversion compared to pyridine
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?
3-chloropyridine + H2O2
3-chloropyridine N-oxide + nicotinic alcohol + nicotinic aldehyde + nicotinic acid + H2O
show the reaction diagram
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47.2% conversion compared to pyridine
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?
3-cyanopyridine + H2O2
3-cyanopyridine N-oxide + H2O
show the reaction diagram
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moderate substrate with 25.4% conversion compared to pyridine
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?
3-fluoropyridine + H2O2
3-fluoropyridine N-oxide + H2O
show the reaction diagram
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39.4% conversion compared to pyridine
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?
3-iodopyridine + H2O2
3-iodopyridine N-oxide + H2O
show the reaction diagram
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3-iodopyridine is slightly better oxidized than unsubstituted pyridine (102.2% conversion)
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?
3-methylpyridine + H2O2
3-methylpyridine N-oxide + H2O
show the reaction diagram
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98.4% conversion compared to pyridine
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?
3-nitropyridine + H2O2
3-nitropyridine N-oxide + H2O
show the reaction diagram
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moderate substrate with 5.4% conversion compared to pyridine
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?
4-chloropyridine + H2O2
4-chloropyridine N-oxide + H2O
show the reaction diagram
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4-chloropyridine is slightly better oxidized than unsubstituted pyridine (102.9% conversion)
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?
4-ethoxy-3-methoxybenzyl alcohol + H2O2
4-ethoxy-3-methoxybenzaldehyde + H2O
show the reaction diagram
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?
4-methyl-1-cyclohexene + H2O2
3-methyl-7-oxabicyclo[4.1.0]heptane + 6-methylcyclohex-2-en-1-ol + H2O
show the reaction diagram
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70% epoxide product
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?
4-nitroanisole + H2O2
formaldehyde + 4-nitrophenol + H2O
show the reaction diagram
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?
4-nitrobenzaldehyde + H2O2
4-nitrobenzoic acid + H2O
show the reaction diagram
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?
4-nitrobenzyl alcohol + H2O2
4-nitrobenzaldehyde + H2O
show the reaction diagram
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?
4-nitrophenol + H2O2
4-nitrocatechol + H2O
show the reaction diagram
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?
4-nitrotoluene + H2O2
4-nitrobenzyl alcohol + H2O
show the reaction diagram
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APO hydroxylates 4-nitrotoluene to 4-nitrobenzyl alcohol, then to 4-nitrobenzaldehyde and then to 4-nitrobenzoic acid. The reactions proceed stepwise with total conversions of 12% for 4-nitrotoluene
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?
anisaldehyde + H2O2
? + H2O
show the reaction diagram
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-
-
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?
anisyl alcohol + H2O2
anisaldehyde + H2O
show the reaction diagram
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?
anthracene + H2O2
mono-hydroxylated anthracene + dihydroxylated anthracene
show the reaction diagram
benzaldehyde + H2O2
benzoic acid + H2O
show the reaction diagram
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?
benzene + H2O2
phenol + H2O
show the reaction diagram
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oxygenation of the unactivated aromatic ring of benzene with hydrogen peroxide as co-substrate. Reaction proceeds via an initial epoxide intermediate that re-aromatizes in aqueous solution to form phenol. Second and third [per]oxygenation is also observed and results in the formation of further hydroxylation and following [per]oxidation products hydroquinone and p-benzoquinone, catechol and o-benzoquinone as well as 1,2,4-trihydroxybenzene and hydroxy-p-benzoquinone, respectively. The origin of the oxygen atom incorporated into benzene or phenol is the peroxide
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?
benzyl alcohol + H2O2
benzaldehyde + H2O
show the reaction diagram
cis-2-butene + H2O2
2,3-dimethyloxirane + H2O
show the reaction diagram
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sole product
-
?
cyclohexane + H2O2
? + H2O
show the reaction diagram
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-
-
-
?
cyclohexene + H2O2
cyclohex-2-en-1-ol + 7-oxabicyclo[4.1.0]heptane + H2O
show the reaction diagram
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55% epoxide product
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?
dibenzofuran + H2O2
3-hydroxy-dibenzofuran + monohydroxylated dibenzofuran + 2,3-dihydroxydibenzofuran + 3,7-dihydroxydibenzofuran + dihydroxylated dibenzofuran + trihydroxylated dibenzofuran + H2O
show the reaction diagram
dibenzothiophene + H2O2
?
show the reaction diagram
diethyl ether + H2O2
acetaldehyde + ethanol + H2O
show the reaction diagram
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-
-
-
?
ethylbenzene + H2O2
(R)-1-phenylethanol
show the reaction diagram
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95% conversion, 99% enantiomeric excess
-
?
ethylbenzene + H2O2
1-phenylethanol + H2O
show the reaction diagram
fluorene + H2O2
2-hydroxyfluorene + 9-fluorenol + dihydroxylated fluorine + monohydroxylated fluorenone + trihydroxylated fluorine + H2O
show the reaction diagram
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-
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?
fluorene + H2O2
9-fluorenone + 2-hydroxyfluorene + 9-fluorenol + dihydroxylated fluorine + monohydroxylated fluorenone + trihydroxylated fluorine + H2O
show the reaction diagram
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the enzyme oxygenates fluorene at the non-aromatic C9-carbon
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?
lauric acid + H2O2
11-hydroxylauric acid + 10-hydroxylauric acid + H2O
show the reaction diagram
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57% omega-1 product, 43% omega-2 product
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methyl 3,4-dimethoxybenzyl ether + H2O2
3,4-dimethoxybenzaldehyde + methanol + H2O
show the reaction diagram
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-
-
-
?
methyl 4-nitrobenzyl ether + H2O2
4-nitrobenzaldehyde + methanol + H2O
show the reaction diagram
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-
-
-
?
methyl myristate + H2O2
methyl 13-hydroxymyristate + methyl 12-hydroxymyristate + methyl 13-keto myristate + methyl 12-keto myristate + H2O
show the reaction diagram
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-
21.1% omega-1 hydroxy product, 43.4% omega-2 hydroxy product, plus 24.3% omega-1 keto product, 11.3% omega-2 keto product
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?
methyl tert-butyl ether + H2O2
formaldehyde + tert-butanol + H2O
show the reaction diagram
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-
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?
myristic acid + H2O2
13-hydroxymyristic acid + 12-hydroxymyristic acid + H2O
show the reaction diagram
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49.5% omega-1 hydroxy product, 43% omega-2 hydroxy product, plus small amounts of corresponding keto products
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?
myristoleic acid + H2O2
12-hydroxymyristoleic acid + H2O
show the reaction diagram
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100% omega-2 hydroxy product
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?
n-butylbenzene + H2O2
(R)-1-phenylbutanol
show the reaction diagram
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52% conversion, 40% enantiomeric excess
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?
n-pentylbenzene + H2O2
1-phenylpentanol
show the reaction diagram
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8.4% conversion, 99% enantiomeric excess
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?
naphthalene + H2O2
1-naphthol + 2-naphthol + 1,4-naphthoquinone + H2O
show the reaction diagram
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the enzyme regioselectively hydroxylates naphthalene to 1-naphthol and traces of 2-naphthol (ratio 36:1)
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-
?
naphthalene + H2O2
1-naphthol + 2-naphthol + H2O
show the reaction diagram
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naphthalene is regioselectively converted into 1-naphthol and 2-naphthol at a ratio of 12:1
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?
naphthalene + H2O2
1-naphthol + H2O
show the reaction diagram
naphthalene + H2O2
?
show the reaction diagram
-
-
-
-
?
naphthalene + H2O2
? + H2O
show the reaction diagram
-
-
-
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?
naphthalene + H2O2
naphthalene 1,2-oxide + H2O
show the reaction diagram
octyl octanoate + H2O2
octyl 17-hydroxyoctanoate + octyl 16-hydroxyoctanoate + H2O
show the reaction diagram
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49.7% omega-1 hydroxy product, 50.3% omega-2 hydroxy product
-
?
oleic acid + H2O2
17-hydroxyoleic acid + 16-hydroxyoleic acid + H2O
show the reaction diagram
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-
33% omega-1 hydroxy product, 66% omega-2 hydroxy product
-
?
palmitic acid + H2O2
15-hydroxypalmitic acid + 14-hydroxypalmitic acid + H2O
show the reaction diagram
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-
38.4% omega-1 hydroxy product, 52.9% omega-2 hydroxy product, plus small amounts of corresponding keto products
-
?
phenanthrene + H2O2
4-phenanthrol + 1-phenanthrol + 3-phenanthrol + dihydroxylated phenanthrol + H2O
show the reaction diagram
-
the enzyme almost completely converts phenantrene within 6 h
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?
phenol + bromide
2-bromophenol + 4-bromophenol
show the reaction diagram
-
phenol is brominated to 2- and 4-bromophenol (ratio 1:4)
-
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?
phenol + bromide
4-benzoquinone + 2-chlorophenol
show the reaction diagram
-
the chlorinating activity is by orders of magnitude lower than the brominating activity, 4-benzoquinone is the major product while only traces of 2-chlorophenol (1%) and no 4-chlorophenol are detectable
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?
phenol + KBr
4-bromophenol + 2-bromophenol
show the reaction diagram
-
the Agrocybe aegerita peroxidase has also strong brominating activity
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-
?
propene + H2O2
2-methyloxirane + H2O
show the reaction diagram
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100% epoxide product
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?
propylbenzene + H2O2
(R)-1-phenylpropanol
show the reaction diagram
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64% conversion, 99% enantiomeric excess
-
?
pyrene + H2O2
1-pyrenol + H2O
show the reaction diagram
pyridine + H2O2
pyridine N-oxide + H2O
show the reaction diagram
stearic acid + H2O2
17-hydroxystearic acid + 16-hydroxystearic acid + H2O
show the reaction diagram
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31.5% omega-1 hydroxy product, 50% omega-2 hydroxy product, plus small amounts of corresponding keto products
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?
tetradecane + H2O2
2-hydroxytetradecane + 3-hydroxytetradecane + 2,13-dihydroxytetradecane + 2,12-dihydroxytetradecane + 3,12-dihydroxytetradecane + 12-hydroxy2-ketotetradecane
show the reaction diagram
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reaction in 20% acetone, 120 min, 1% 2-hydroxytetradecane + 1.9% 3-hydroxytetradecane + 1.7% 2,13-dihydroxytetradecane + 9.5% 2,12-dihydroxytetradecane + 15% 3,12-dihydroxytetradecane + 70% 12-hydroxy-2-oxotetradecane. Reaction in 40% acetone, 120 min, 27% 2-hydroxytetradecane + 36% 3-hydroxytetradecane + 8.2% 2,13-dihydroxytetradecane + 14.2% 2,12-dihydroxytetradecane + 8.2% 3,12-dihydroxytetradecane + 6.3% 12-hydroxy2-ketotetradecane
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?
tetradecanol + H2O2
13-hydroxytetradecanol + 12-hydroxytetradecanol + stearic acid + 13-hydroxystearic acid + 12-hydroxystearic acid + H2O
show the reaction diagram
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-
30 min reaction, 6.4% 13-hydroxytetradecanol, 7.2% 12-hydroxytetradecanol, 75.8% stearic acid, 5.9% 13-hydroxystearic acid, 4.7%12-hydroxystearic acid. 120 min reaction, 4.1% 13-hydroxytetradecanol, 5.9% 12-hydroxytetradecanol, 47.2% stearic acid, 23.8% 13-hydroxystearic acid, 19.4% 12-hydroxystearic acid
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?
tetrahydro-2H-pyran + H2O2
5-hydroxypentanal + H2O
show the reaction diagram
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-
-
-
?
tetrahydrofuran + H2O2
4-hydroxybutanal + H2O
show the reaction diagram
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-
-
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?
toluene + H2O2
4-cresol + 2-cresol + methyl 4-benzoquinone + H2O
show the reaction diagram
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-
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?
toluene + H2O2
4-cresol + 2-cresol + methyl-4-benzoquinone + H2O
show the reaction diagram
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-
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?
toluene + H2O2
?
show the reaction diagram
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-
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?
toluene + H2O2
benzyl alcohol + benzaldehyde + benzoic acid + 2-cresol + 4-cresol + methylhydroquinone + H2O
show the reaction diagram
-
all peroxygenase fractions oxygenate toluene at both the side chain and the aromatic ring with a ratio of side chain versus aromatic hydroxylation of about 2:1 in all cases
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?
toluene + H2O2
benzyl alcohol + H2O
show the reaction diagram
trans-2-butene + H2O2
2,3-dimethyloxirane + H2O
show the reaction diagram
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-
sole product
-
?
vanillyl alcohol + H2O2
vanillaldehyde + H2O
show the reaction diagram
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-
-
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?
veratraldehyde + H2O2
veratric acid + H2O
show the reaction diagram
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-
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?
veratryl alcohol + H2O2
veratraldehyde + H2O
show the reaction diagram
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
4-nitrotoluene
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the low extent of 4-nitrotoluene oxidation is attributable to inhibition of the enzyme by the substrate
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
H2O2
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in the presence of 5 mM veratryl alcohol, optimal activity is observed with 2 mM H2O2, but the enzyme still exhibits 35% of the maximum activity with 10 mM H2O2
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.43
1,2-dimethoxy-4-(methoxymethyl)benzene
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pH 5.6, 22C
0.037 - 0.071
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid)
0.049
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate)
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in sodium phosphate-citrate buffer at pH 4.5 and 25C
0.133 - 0.342
2,6-dimethoxyphenol
4.976
2-methyl-2-butene
-
pH 5.6, 22C
3.6
Benzene
pH 7.0, temperature not specified in the publication
0.118 - 1.001
benzyl alcohol
18.4
Cyclohexane
-
pH 5.6, 22C
694
ethylbenzene
-
pH not specified in the publication, temperature not specified in the publication
1.201 - 81.4
H2O2
1.43
methyl 3,4-dimethoxybenzyl ether
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in potassium phosphate buffer (50 mM, pH 7.0), at 23C
0.32 - 0.791
Naphthalene
480
propylbenzene
-
pH not specified in the publication, temperature not specified in the publication
0.069
Pyridine
2.1
tetrahydrofuran
-
in potassium phosphate buffer (50 mM, pH 7.0), at 23C
0.088 - 2.367
veratryl alcohol
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
720
1,2-dimethoxy-4-(methoxymethyl)benzene
Agrocybe aegerita
-
pH 5.6, 22C
25 - 283
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid)
123 - 283
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate)
2 - 108
2,6-dimethoxyphenol
1257
2-methyl-2-butene
Agrocybe aegerita
-
pH 5.6, 22C
8
Benzene
Agrocybe aegerita
B9W4V6
pH 7.0, temperature not specified in the publication
62 - 269
benzyl alcohol
37
Cyclohexane
Agrocybe aegerita
-
pH 5.6, 22C
410
ethylbenzene
Agrocybe aegerita
-
pH not specified in the publication, temperature not specified in the publication
0.07 - 471
H2O2
720
methyl 3,4-dimethoxybenzyl ether
Agrocybe aegerita
-
in potassium phosphate buffer (50 mM, pH 7.0), at 23C
15 - 166
Naphthalene
194
propylbenzene
Agrocybe aegerita
-
pH not specified in the publication, temperature not specified in the publication
0.21
Pyridine
33
tetrahydrofuran
Agrocybe aegerita
-
in potassium phosphate buffer (50 mM, pH 7.0), at 23C
34 - 85
veratryl alcohol
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
500
1,2-dimethoxy-4-(methoxymethyl)benzene
Agrocybe aegerita
-
pH 5.6, 22C
42606
353 - 7670
2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid)
15124
2510 - 7670
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate)
15123
5.85 - 529
2,6-dimethoxyphenol
306
250
2-methyl-2-butene
Agrocybe aegerita
-
pH 5.6, 22C
42605
2.2
Benzene
Agrocybe aegerita
B9W4V6
pH 7.0, temperature not specified in the publication
1750
269 - 525
benzyl alcohol
260
2
Cyclohexane
Agrocybe aegerita
-
pH 5.6, 22C
3995
590
ethylbenzene
Agrocybe aegerita
-
pH not specified in the publication, temperature not specified in the publication
3263
0.0016 - 392
H2O2
22
500
methyl 3,4-dimethoxybenzyl ether
Agrocybe aegerita
-
in potassium phosphate buffer (50 mM, pH 7.0), at 23C
28103
25.7 - 520
Naphthalene
1830
405
propylbenzene
Agrocybe aegerita
-
pH not specified in the publication, temperature not specified in the publication
11152
3 - 3.04
Pyridine
2033
35.8 - 386
veratryl alcohol
471
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.83
-
culture liquid, using veratryl alcohol as substrate, at pH 7.0 and 25C
3
-
peroxidase from culture liquid, at pH 7.0 in sodium citrate/phosphate buffer, using veratryl alcohol as substrate, at 25C
30.6
-
36.7fold purified enzyme fraction P II, using veratryl alcohol as substrate, at pH 7.0 and 25C
31.5
-
37.8fold purified enzyme fraction P I, using veratryl alcohol as substrate, at pH 7.0 and 25C
35
-
using veratryl alcohol as substrate, in 50 mM potassium phosphate buffer (pH 7.0), at 22C over 15 min
38.5
-
46.2fold purified enzyme fraction P III, using veratryl alcohol as substrate, at pH 7.0 and 25C
62
-
using veratryl alcohol as substrate, in 50 mM potassium phosphate buffer (pH 7.0), at 22C over 15 min
71.8
-
purified peroxidase, at pH 2.75 in phosphate buffer, using monochlorodimedone (Cl-) as substrate, at 25C
75
-
isoform P II, using veratryl alcohol as substrate, pH 7.0, temperature not specified in the publication
77
-
major enzyme form P I, after 33fold purification, using veratryl alchol as substrate, pH and temperature not specified in the publication
94
-
major enzyme form P II, after 40fold purification, using veratryl alchol as substrate, pH and temperature not specified in the publication
99.6
-
purified peroxidase, at pH 7.0 in sodium citrate/phosphate buffer, using 2,6-dimethoxyphenol as substrate, at 25C
103
-
major enzyme form P III, after 44fold purification, using veratryl alchol as substrate, pH and temperature not specified in the publication
165
-
peroxidase isozyme P II, after 55fold purification, at pH 7.0 in sodium citrate/phosphate buffer, using veratryl alcohol as substrate, at 25C
167
-
peroxidase isozyme P I, after 56fold purification, at pH 7.0 in sodium citrate/phosphate buffer, using veratryl alcohol as substrate, at 25C
217
-
purified enzyme, using naphthalene as substrate, pH and temperature not specified in the publication
234.2
-
purified peroxidase, at pH 7.0 in sodium citrate/phosphate buffer, using benzyl alcohol as substrate, at 25C
236.7
-
purified peroxidase, at pH 7.0 in sodium citrate/phosphate buffer, using benzaldehyde as substrate, at 25C
295.7
-
purified peroxidase, at pH 5.0 in sodium citrate/phosphate buffer, using 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) as substrate, at 25C
354.3
-
purified peroxidase, at pH 2.75 in phosphate buffer, using monochlorodimedone (Br-) as substrate, at 25C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.7
-
2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) oxidation occurs in a narrow pH range (pH 2.0-6.5), with an acidic maximum around pH 4.7
5 - 8
-
activity related to 1-naphthol formation shows a broad pH optimum between 5.0 and 8.0
5
-
pH optimum for the oxidation of 2,2-azinobis-(3-ethylbenzothiazoline-6-sulfonate)
5.5
-
the enzyme has two pH optima for the oxidation of veratryl alcohol (pH 5.5 and 7.0)
6
-
pH optimum for the oxidation of 2,6-dimethoxyphenol
6.2
-
the enzyme has two pH optima for the oxidation of benzyl alcohol (pH 6.2 and 7.2)
7.2
-
the enzyme has two pH optima for the oxidation of benzyl alcohol (pH 6.2 and 7.2)
7.5
-
pH optimum for the oxidation of veratryl alcohol
8
-
pH optimum for the oxidation of benzyl alcohol
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
2.5 - 9
5.4 - 8.4
-
for the reaction with methyl 3,4-dimethoxybenzyl ether
6 - 9
-
pH 6.0: about 60% of maximal activity, pH 9.0: about 45% of maximal activity
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
3.8
-
enzyme fraction P I shows two pI-values at 3.8 and 3.9, isoelectric focusing
3.9
-
enzyme fraction P I shows two pI-values at 3.8 and 3.9, isoelectric focusing
4
-
enzyme fraction P III, isoelectric focusing
4.2
-
enzyme fraction P II, isoelectric focusing
4.6 - 5.4
4.9 - 5.6
-
isozyme P II, isoelectric focusing
4.9 - 5.7
isoelectric focusing
5 - 5.3
-
three pI-bands between 5.0 and 5.3, major band at 5.3
5.3
-
main enzyme fraction P II, isoelectric focusing
5.5
mature protein without glycosylation, calculated from amino acid sequence
6.1
-
the final protein fraction had a molecular mass of 46 kDa but still consists of several incompletely separated proteins with slightly differing isoelectric points (pI 5.2, 5.6, 6.1), probably representing differently glycosylated isoforms
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
high expression in carbon- and nitrogen-rich media
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
35900
mature protein without glycosylation, calculated from amino acid sequence
37000
deglycosylated protein, SDS-PAGE
43000
-
enzyme fractions P II and P III, SDS-PAGE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
-
x * 32000, SDS-PAGE
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
glycoprotein
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
hanging drop vapor diffusion method, using ammonium sulfate as the precipitant a total of three suitable crystal forms are obtained at different pH values (PIIpH46 with 2.0 M ammonium sulfate in 100 mM TrisHCl pH 8.5, PIIpH56 with 2.4 M ammonium sulfate in 100 mM sodium citrate pH 5.6, and PIIpH85 with 2.0 M ammonium sulfate in 200 mM sodium acetate pH 4.6)
-
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
3 - 9
-
substantial oxygenation of naphthalene still occurs at pH 3.0 and pH 9.0 (60 and 70% of the maximum conversion rate, respectively)
710955
5 - 10
-
highly stable within
723912
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
electrostatic immobilization of the negatively charged Agrocybe aegerita peroxygenase to chitosan-covered gold nanoparticles generates an ideal environment for the catalysis of peroxide reduction at a glassy carbon electrode
-
OXIDATION STABILITY
ORGANISM
UNIPROT
LITERATURE
an H2O2 concentration of 0.7 mM is most suitable regarding enzyme activity and stability
-
710926
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
fast protein liquid chromatography
-
Q Sepharose column chromatography, SP Sepharose column chromatography, and Mono S column chromatography
-
SP Sepharose column chromatography, Mono Q column chromatography, and Mono S column chromatography
-
ultrafiltration, ion exchange chromatography and gel filtration
ultrafiltration, Q Sepharose column chromatography, Mono Q column chromatography, and SEC column chromatography
-
ultrafiltration, SP Sepharose column chromatography, and Mono P column chromatography
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Aspergillus oryzae
-
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
Agrocybe aegerita produces relatively high and stable peroxidase levels in complex liquid media based on soybeans
-
enzyme production can be specifically triggered in media containing soybean flour
highest enzyme levels are detected in the presence of soybean meal (60 g/l)
-
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
F310A/A320Q
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
analysis
-
use of enzyme for biosensor applications. The substrate spectrum overlaps with those of cytochrome P450s and plant peroxidases which are relevant in environmental analysis and drug monitoring. After immobilization at a chitosan-capped gold-nanoparticle modified glassy carbon electrode, enzyme displays a pair of redox peaks with a midpoint potential of -278.5 mV vs. AgCl/AgCl at 1 M KCl for the Fe2+/Fe3+ redox couple of the heme-thiolate-containing protein. The signal is generated by the reduction of electrode-active reaction products e.g., p-benzoquinone and p-quinoneimine with electroenzymatic recycling of the analyte
additional information
-
Agrocybe aegerita peroxygenase is a particularly potent biocatalyst that fills the gap between cytochrome P450s and common heme peroxidases