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Information on EC 5.4.4.3 - 3-(hydroxyamino)phenol mutase

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EC Tree

5 Isomerases

5.4 Intramolecular transferases

5.4.4 Transferring hydroxy groups

5.4.4.3 3-(hydroxyamino)phenol mutase

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

Reaction Schemes

Synonyms

3-hydroxylaminophenol mutase, 3HAP mutase, show all synonyms

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SYNONYM

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

3-hydroxylaminophenol mutase

3HAP mutase

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REACTION

REACTION DIAGRAM

COMMENTARY

ORGANISM

UNIPROT

LITERATURE

3-hydroxyaminophenol = aminohydroquinone

3 entries

3-hydroxyaminophenol = aminohydroquinone

enzyme requires neither a cofactor nor oxygen for the enzymatic reaction, enzyme catalyzes a Bamberg-type rearrangement

Cupriavidus necator

648845

3-hydroxyaminophenol = aminohydroquinone

enzyme requires neither a cofactor nor oxygen for the enzymatic reaction, enzyme catalyzes a Bamberg-type rearrangement

Cupriavidus necator JMP 134-1

3-hydroxyaminophenol = aminohydroquinone

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Go to Pathway Search

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PATHWAY SOURCE

PATHWAYS

KEGG

Aminobenzoate degradation, Microbial metabolism in diverse environments

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Go to Systematic Name Search

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SYSTEMATIC NAME

IUBMB Comments

3-(hydroxyamino)phenol hydroxymutase

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CAS REGISTRY NUMBER

COMMENTARY

224427-05-8

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SUBSTRATE

PRODUCT

REACTION DIAGRAM

ORGANISM

UNIPROT

COMMENTARY
(Substrate)

LITERATURE
(Substrate)

COMMENTARY
(Product)

LITERATURE
(Product)

Reversibility
r=reversible
ir=irreversible
?=not specified

2-chloro-5-hydroxylaminophenol

2-amino-5-chlorohydroquinone

2 entries

3-hydroxyaminophenol

aminohydroquinone

4 entries

4-hydroxyaminotoluene

6-amino-m-cresol

Cupriavidus necator

648845

hydroxylaminobenzene

2-aminophenol + 4-aminophenol

2 entries

additional information

2 entries

2-chloro-5-hydroxylaminophenol

2-amino-5-chlorohydroquinone

Cupriavidus necator

648845

2-chloro-5-hydroxylaminophenol

2-amino-5-chlorohydroquinone

Cupriavidus necator JMP 134-1

648845

3-hydroxyaminophenol

aminohydroquinone

Cupriavidus necator

the enzymatic reaction is regiospecific: the enzyme directs the formation of aminohydroquinone exclusively, whereas the chemical reaction forms the isomeric 4-aminocatechol

648845

3-hydroxyaminophenol

aminohydroquinone

Cupriavidus necator

the enzyme is involved in the degradative pathway of 3-nitrophenol

648845

3-hydroxyaminophenol

aminohydroquinone

Cupriavidus necator JMP 134-1

the enzymatic reaction is regiospecific: the enzyme directs the formation of aminohydroquinone exclusively, whereas the chemical reaction forms the isomeric 4-aminocatechol

648845

3-hydroxyaminophenol

aminohydroquinone

Cupriavidus necator JMP 134-1

the enzyme is involved in the degradative pathway of 3-nitrophenol

648845

hydroxylaminobenzene

2-aminophenol + 4-aminophenol

Cupriavidus necator

648845

hydroxylaminobenzene

2-aminophenol + 4-aminophenol

Cupriavidus necator JMP 134-1

648845

additional information

Cupriavidus necator

not: 4-hydroxylaminobenzoate

648845

additional information

Cupriavidus necator JMP 134-1

not: 4-hydroxylaminobenzoate

648845

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NATURAL SUBSTRATE

NATURAL PRODUCT

REACTION DIAGRAM

ORGANISM

UNIPROT

COMMENTARY
(Substrate)

LITERATURE
(Substrate)

COMMENTARY
(Product)

LITERATURE
(Product)

REVERSIBILITY
r=reversible
ir=irreversible
?=not specified

3-hydroxyaminophenol

aminohydroquinone

2 entries

3-hydroxyaminophenol

aminohydroquinone

Cupriavidus necator

the enzyme is involved in the degradative pathway of 3-nitrophenol

648845

3-hydroxyaminophenol

aminohydroquinone

Cupriavidus necator JMP 134-1

the enzyme is involved in the degradative pathway of 3-nitrophenol

648845

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METALS and IONS

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

additional information

Cupriavidus necator

metal cations play no role in the reaction mechanism

648845

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INHIBITOR

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

IMAGE

1,10-phenanthroline

Cupriavidus necator

weak

648845

3-nitrosophenol

Cupriavidus necator

autoxidation product of substrate 3-hydroxyaminophenol, inhibition can be partly reversed by addition of 2 mM DTT and/or 10 mM hydroxylamine

AgNO3

at 1 mM

H2O2

at 0.0003 mM

L-cysteine

39% loss of activity after 90 min, 83% loss of activity after 240 min

648845

additional information

Cupriavidus necator

not: EDTA, tiron, 10 mM DTT, 0.026 mM NaBH4, 0.1 mM KOCN, 0.1 mM NaN3, Co2+, Cu2+, Fe2+, Fe3+, Mg2+, Mn2+, Ni2+, Zn2+, NaNO2, hydroxylamine

648845

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KM VALUE [mM]

SUBSTRATE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

IMAGE

0.1

3-hydroxyaminophenol

Cupriavidus necator

pH 7.0, on ice

648845

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SPECIFIC ACTIVITY [µmol/min/mg]

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

4.7

Cupriavidus necator

648845

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pH OPTIMUM

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

6.5

Cupriavidus necator

648845

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pI VALUE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

4.5

Cupriavidus necator

chromatofocusing

648845

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ORGANISM

COMMENTARY

LITERATURE

UNIPROT

SEQUENCE DB

SOURCE

Cupriavidus necator

JMP134

648845

brenda

Cupriavidus necator JMP 134-1

JMP134

648845

brenda

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SOURCE TISSUE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

SOURCE

culture condition:3-nitrophenol grown-cell

2 entries

culture condition:succinate-grown cell

2 entries

culture condition:3-nitrophenol grown-cell

Cupriavidus necator

648845

brenda

culture condition:3-nitrophenol grown-cell

Cupriavidus necator JMP 134-1

brenda

culture condition:succinate-grown cell

Cupriavidus necator

648845

brenda

culture condition:succinate-grown cell

Cupriavidus necator JMP 134-1

brenda

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Go to AA Sequence and Transmembrane Helices SearchGo to Localization Prediction

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UNIPROT

ENTRY NAME

ORGANISM

NO. OF AA

NO. OF TRANSM. HELICES

MOLECULAR WEIGHT[Da]

SOURCE

SEQUENCE

LOCALIZATION PREDICTION

The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).

Q46ZL2 pBLAST

3HAPM_CUPPJ

Cupriavidus pinatubonensis (strain JMP 134 / LMG 1197)

471

52494

Swiss-Prot