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Information on EC 2.3.1.56 - aromatic-hydroxylamine O-acetyltransferase and Organism(s) Rattus norvegicus and UniProt Accession P50297
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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
-
fischer
- 3-nitrobenzanthrone
- iodoacetamide
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n,o-acyltransferase
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n,o-acetylation
The taxonomic range for the selected organisms is: Rattus norvegicus
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Reaction Schemes
Synonyms
n,o-acetyltransferase, arylhydroxamic acid acyltransferase, arylhydroxamic acid n,o-acetyltransferase, 
more
topSYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
acetyltransferase, aromatic hydroxylamine
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-
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aromatic hydroxylamine acetyltransferase
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-
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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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-
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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
-
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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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Acyl group transfer
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-
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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.
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
N-hydroxy-4-acetylaminobiphenyl + 4-aminoazobenzene
N-hydroxy-4-aminobiphenyl + N-acetoxy-4-aminoazobenzene
-
-
?
N-hydroxy-2-acetylaminofluorene + N-hydroxy-4-aminobiphenyl
N-hydroxy-2-aminofluorene + N-acetoxy-4-aminobiphenyl
N-hydroxy-2-propylaminofluorene + ?
?
-
i.e. N-hydroxy-N2-fluorenylpropionamide
-
-
?
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
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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-
?
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-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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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
-
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
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noninducible, no known natural substrate in rat
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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
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-
?
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
trans-N-Hydroxy-4-acetylaminostilbene
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no protection by GSH, cysteine or N-acetylmethionine
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
-
14 nmol aminofluorene bound to tRNA per min per mg protein
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
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
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
additional information
additional information
-
no activity in rat ear duct sebaceous gland, lung, dog urinary bladder mucosa
additional information
-
no activity in rat ear duct sebaceous gland, lung, dog urinary bladder mucosa
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
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). MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
OXIDATION STABILITY
ORGANISM
UNIPROT
LITERATURE
unstable in the presence of oxygen due to labile SH-groups, dithiothreitol cannot fully stabilize
-
487243
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Hein, D.W.
Acetylator genotype and arylamine-induced carcinogenesis
Biochim. Biophys. Acta
948
37-66
1988
Mesocricetus auratus, no activity in Cavia porcellus, no activity in Mus musculus, Oryctolagus cuniculus, Rattus norvegicus
Bartsch, H.; Dworkin, C.; Miller, E.C.; Miller, J.A.
Formation of electrophilic N-acetoxyarylamines in cytosols from rat mammary gland and other tissues by transacetylation from the carcinogen N-hydroxy-4-acetylaminobiphenyl
Biochim. Biophys. Acta
304
42-55
1973
Rattus norvegicus
Banks, R.B.; Hanna, P.E.
Arylhydroxamic acid N,O-acyltransferase. Apparent suicide inactivation by carcinogenic N-arylhydroxamic acids
Biochem. Biophys. Res. Commun.
91
1423-1429
1979
Mesocricetus auratus, Rattus norvegicus
Allaben, W.T.; King, C.M.
The purification of rat liver arylhydroxamic acid N,O-acyltransferase
J. Biol. Chem.
259
12128-12134
1984
Rattus norvegicus, Rattus norvegicus Sprague-Dawley CD
Elfarra, A.A.; Yeh, H.M.; Hanna, P.E.
Synthesis and evaluation of N-(phenylalkyl)acetohydroxamic acids as potential substrates for N-arylhydroxamic acid N,O-acyltransferase
J. Med. Chem.
25
1189-1192
1982
Mesocricetus auratus, Rattus norvegicus
King, C.M.
Mechanism of reaction, tissue distribution, and inhibition of arylhydroxamic acid acyltransferase
Cancer Res.
34
1503-1515
1974
Rattus norvegicus
Land, S.J.; King, C.M.
Characterization of rat hepatic acetyltransferase
Environ. Health Perspect.
102
91-93
1994
Rattus norvegicus
-
Hanna, P.E.
N-acetyltransferases, O-acetyltransferases, and N,O-acetyltransferases: enzymology and bioactivation
Adv. Pharmacol.
27
401-430
1994
Homo sapiens, Mesocricetus auratus, Mus musculus, Oryctolagus cuniculus, Rattus norvegicus
Jones, R.F.; Land, S.J.; King, C.M.
Recombinant rat and hamster N-acetyltransferases-1 and -2: relative rates of N-acetylation of arylamines and N,O-acyl transfer with arylhydroxamic acids
Carcinogenesis
17
1729-1733
1996
Mesocricetus auratus (P50292), Mesocricetus auratus (P50293), Rattus norvegicus (P50297), Rattus norvegicus (P50298)
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