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Information on EC 2.3.1.56 - aromatic-hydroxylamine O-acetyltransferase
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EC Tree
2.3.1.56 aromatic-hydroxylamine O-acetyltransferaseIUBMB Comments
Transfers the N-acetyl group of some aromatic acethydroxamates to the O-position of some aromatic hydroxylamines.
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Word Map
- 2.3.1.56
- hamster
- typhimurium
- medicine
- n-acetyltransferase
-
arylamine
- adducts
- 2-aminofluorene
-
sulfotransferase
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genotoxic
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n-hydroxy-n-2-fluorenylacetamide
- paraoxon
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32p-postlabelling
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n-hydroxyarylamine
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diesel
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fischer
- 3-nitrobenzanthrone
- iodoacetamide
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n,o-acyltransferase
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n,o-acetylation
The enzyme appears in viruses and cellular organisms
Reaction Schemes
Synonyms
n,o-acetyltransferase, arylhydroxamic acid acyltransferase, arylhydroxamic acid n,o-acetyltransferase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
acetyltransferase, aromatic hydroxylamine
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aromatic hydroxylamine acetyltransferase
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arylhydroxamate acyltransferase
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arylhydroxamate N,O-acetyltransferase
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arylhydroxamic acid acyltransferase
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arylhydroxamic acid N,O-acetyltransferase
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arylhydroxamic acyltransferase
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N,O-acetyltransferase
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N-hydroxy-2-acetylaminofluorene N-O acyltransferase
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additional information
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl = N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl = N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
mechanism
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N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl = N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
mechanism
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N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl = N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
mechanism
-
N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl = N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
mechanism
-
N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl = N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
mechanism
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N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl = N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
a single cytosolic protein catalyzes N-acetylation, O-acetylation and N,O-acetylation
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N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl = N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
a single cytosolic protein catalyzes N-acetylation, O-acetylation and N,O-acetylation
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N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl = N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
a single cytosolic protein catalyzes N-acetylation, O-acetylation and N,O-acetylation
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N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl = N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
a single cytosolic protein catalyzes N-acetylation, O-acetylation and N,O-acetylation
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N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl = N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
ratio of N-acetylation of arylamines, O-aectylation of arylhydroxylamines and N,O-acetylation of arylhydroxamic acids, which are all performed by a single protein, may be highly dependent on the conformation of the enzyme
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N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl = N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Acyl group transfer
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SYSTEMATIC NAME
IUBMB Comments
N-hydroxy-4-acetylaminobiphenyl:N-hydroxy-4-aminobiphenyl O-acetyltransferase
Transfers the N-acetyl group of some aromatic acethydroxamates to the O-position of some aromatic hydroxylamines.
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CAS REGISTRY NUMBER
COMMENTARY
52660-15-8
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
7-acetyl-N-hydroxy-2-acetylaminofluorene + 4-aminoazobenzene
7-acetyl-N-hydroxy-2-aminofluorene + N-acetoxy-4-aminoazobenzene
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-
-
-
?
7-bromo-N-hydroxy-2-acetylaminofluorene + 4-aminoazobenzene
7-bromo-N-hydroxy-2-aminofluorene + N-acetoxy-4-aminoazobenzene
-
-
-
-
?
7-ethoxy-N-hydroxy-2-acetylaminofluorene + 4-aminoazobenzene
7-ethoxy-N-hydroxy-2-aminofluorene + N-acetoxy-4-aminoazobenzene
-
-
-
-
?
7-ethyl-N-hydroxy-2-acetylaminofluorene + 4-aminoazobenzene
7-ethyl-N-hydroxy-2-aminofluorene + N-acetoxy-4-aminoazobenzene
-
-
-
-
?
acetyl-CoA + 4-aminoveratrole
CoA + N-acetyl-4-aminoveratrole
-
-
-
?
acetyl-CoA + 4-anisidine
CoA + N-acetyl-4-anisidine
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-
-
?
acetyl-CoA + 4-iodoaniline
CoA + N-acetyl-4-iodoaniline
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-
-
?
N-hydroxy-2-acetylaminofluorene + 4-aminoazobenzene
N-hydroxy-2-aminofluorene + N-acetoxy-4-aminoazobenzene
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-
-
-
?
N-hydroxy-2-acetylaminofluorene + N-hydroxy-4-aminobiphenyl
N-hydroxy-2-aminofluorene + N-acetoxy-4-aminobiphenyl
N-hydroxy-2-propylaminofluorene + ?
?
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i.e. N-hydroxy-N2-fluorenylpropionamide
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-
?
N-hydroxy-4-acetylaminobiphenyl + 4-aminoazobenzene
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminoazobenzene
N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
N-hydroxy-2-acetylaminofluorene + N-hydroxy-4-aminobiphenyl
N-hydroxy-2-aminofluorene + N-acetoxy-4-aminobiphenyl
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-
-
?
N-hydroxy-2-acetylaminofluorene + N-hydroxy-4-aminobiphenyl
N-hydroxy-2-aminofluorene + N-acetoxy-4-aminobiphenyl
-
-
-
?
N-hydroxy-2-acetylaminofluorene + N-hydroxy-4-aminobiphenyl
N-hydroxy-2-aminofluorene + N-acetoxy-4-aminobiphenyl
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-
-
?
N-hydroxy-2-acetylaminofluorene + N-hydroxy-4-aminobiphenyl
N-hydroxy-2-aminofluorene + N-acetoxy-4-aminobiphenyl
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-
-
r
N-hydroxy-2-acetylaminofluorene + N-hydroxy-4-aminobiphenyl
N-hydroxy-2-aminofluorene + N-acetoxy-4-aminobiphenyl
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-
-
-
?
N-hydroxy-2-acetylaminofluorene + N-hydroxy-4-aminobiphenyl
N-hydroxy-2-aminofluorene + N-acetoxy-4-aminobiphenyl
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-
-
-
?
N-hydroxy-2-acetylaminofluorene + N-hydroxy-4-aminobiphenyl
N-hydroxy-2-aminofluorene + N-acetoxy-4-aminobiphenyl
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-
-
?
N-hydroxy-2-acetylaminofluorene + N-hydroxy-4-aminobiphenyl
N-hydroxy-2-aminofluorene + N-acetoxy-4-aminobiphenyl
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-
-
?
N-hydroxy-2-acetylaminofluorene + N-hydroxy-4-aminobiphenyl
N-hydroxy-2-aminofluorene + N-acetoxy-4-aminobiphenyl
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i.e. N-hydroxy-N2-fluorenylacetamide, not mammary gland enzyme
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-
?
N-hydroxy-2-acetylaminofluorene + N-hydroxy-4-aminobiphenyl
N-hydroxy-2-aminofluorene + N-acetoxy-4-aminobiphenyl
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-
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-
?
N-hydroxy-4-acetylaminobiphenyl + 4-aminoazobenzene
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminoazobenzene
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-
?
N-hydroxy-4-acetylaminobiphenyl + 4-aminoazobenzene
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminoazobenzene
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-
?
N-hydroxy-4-acetylaminobiphenyl + 4-aminoazobenzene
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminoazobenzene
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-
?
N-hydroxy-4-acetylaminobiphenyl + 4-aminoazobenzene
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminoazobenzene
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-
-
?
N-hydroxy-4-acetylaminobiphenyl + 4-aminoazobenzene
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminoazobenzene
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-
?
N-hydroxy-4-acetylaminobiphenyl + 4-aminoazobenzene
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminoazobenzene
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-
?
N-hydroxy-4-acetylaminobiphenyl + 4-aminoazobenzene
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminoazobenzene
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-
?
N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
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-
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r
N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
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S-acetyl-CoA cannot replace N-hydroxy-4-acetylaminobiphenyl
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?
N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
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S-acetyl-CoA cannot replace N-hydroxy-4-acetylaminobiphenyl
-
?
N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
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S-acetyl-CoA cannot replace N-hydroxy-4-acetylaminobiphenyl
-
?
N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
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S-acetyl-CoA cannot replace N-hydroxy-4-acetylaminobiphenyl
-
?
N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
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transfers the N-acetyl group of some aromatic acethydroxamic acids to the O-position of some aromatic hydroxylamines
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-
?
N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
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noninducible, no known natural substrate in rat
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-
?
N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
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noninducible, no known natural substrate in rat
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?
additional information
?
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important for the activation of urinary metabolites of carcinogenic arylamines for the initiation of bladder carcinogenesis in the dog
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?
additional information
?
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7-substituted-N-hydroxy-2-acetylamino fluorenes form adducts with DNA, which is inhibited by addition of ascorbic acid, 4-(2-biphenyl)-2-hydroxytetronic acid, and partly by N-tert-butyl-alpha-phenylnitrone, triethylphosphite, potassium O-ethylxanthate, thiourea, and N-acetylmethionine, not in case of 7-acetyl-N-hydroxy-2-acetylamino fluorene
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-
?
additional information
?
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metabolic activation by isoforms 1 and 2 of 3-nitrobenzanthrone and N-acetyl-N-hydroxy-3-aminobenzantrone, 2 compounds with high mutagenic and genotoxic potential, formation of DNA adducts
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-
?
additional information
?
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acetohydroxamic acids with the N-atom of the hydroxamic acid group attached directly to aliphatic or cycloalkyl groups are no substrates or inhibitors
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-
?
additional information
?
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acetohydroxamic acids with the N-atom of the hydroxamic acid group attached directly to aliphatic or cycloalkyl groups are no substrates or inhibitors
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-
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
-
transfers the N-acetyl group of some aromatic acethydroxamic acids to the O-position of some aromatic hydroxylamines
-
-
?
N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
-
noninducible, no known natural substrate in rat
-
-
?
N-hydroxy-4-acetylaminobiphenyl + N-hydroxy-4-aminobiphenyl
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminobiphenyl
-
noninducible, no known natural substrate in rat
-
-
?
additional information
?
-
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important for the activation of urinary metabolites of carcinogenic arylamines for the initiation of bladder carcinogenesis in the dog
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-
?
additional information
?
-
-
metabolic activation by isoforms 1 and 2 of 3-nitrobenzanthrone and N-acetyl-N-hydroxy-3-aminobenzantrone, 2 compounds with high mutagenic and genotoxic potential, formation of DNA adducts
-
-
?
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
7-Substituted N-hydroxy-2-acetamidofluorenes
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residues: H, halo, CN, acetoxy, methoxy, ethoxy, butoxy, inhibition kinetics
N-Hydroxy-2-acetylaminofluorene
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irreversible, suicide substrate
trans-N-Hydroxy-4-acetylaminostilbene
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no protection by GSH, cysteine or N-acetylmethionine
trans-N-Hydroxy-4-acetylaminostilbene
-
no protection by GSH, cysteine or N-acetylmethionine
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
0.036
recombinant enzyme, N-acetylation of 4-aminoazobenzene
0.084
recombinant enzyme, N-acetylation of 4-aminoazobenzene
additional information
additional information
-
N-, O-, and N,O-acetyltransferase activity, wild-type and mutants
additional information
-
14 nmol aminofluorene bound to tRNA per min per mg protein
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
7.5
additional information
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
5.6 - 9.6
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about half-maximal activity at pH 5.6 and pH 9.6, nucleic acid adduct formation assay
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
37
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TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
additional information
additional information
-
no activity in rat ear duct sebaceous gland, lung, dog urinary bladder mucosa
brenda
additional information
-
no activity in rat ear duct sebaceous gland, lung, dog urinary bladder mucosa
brenda
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
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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).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). ARY2_MESAU
290
0
33833
Swiss-Prot
other Location (Reliability: 2)
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
31000
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
sitting and hanging drop methods, 20°C, 10 mg/ml protein solution: 10 mM Tris-HCl, pH 7.9, 0.1 M NaCl, 3 mM dithiothreitol, reservoir solution: 0.8 M Na,K tartrate, 0.1 M MES, pH 7.1, X-ray diffraction
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PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information