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EC Tree
IUBMB Comments ATP, dATP, CTP, ITP and GTP can act as donors; kanamycin, tobramycin and sisomicin can also act as acceptors. The nucleotidyl residue is transferred to the 2-hydroxy of the 3-amino-3-deoxy-D-glucose moiety in the antibiotic.
The enzyme appears in viruses and cellular organisms
Synonyms
ant(2'')-i, aminoglycoside adenylyltransferase, aminoglycoside nucleotidyltransferase 2''-i, gentamicin nucleotidyltransferase,
more
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aminoglycoside adenylyltransferase
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-
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aminoglycoside nucleotidyltransferase 2''-I
gentamicin 2''-adenylyltransferase
-
-
-
gentamicin nucleotidyltransferase
-
-
-
aminoglycoside nucleotidyltransferase 2''-I
-
-
aminoglycoside nucleotidyltransferase 2''-I
-
-
ANT(2'')-I
-
-
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nucleoside triphosphate + gentamicin = diphosphate + 2''-nucleotidylgentamicin
nucleoside triphosphate + gentamicin = diphosphate + 2''-nucleotidylgentamicin
ATP, dATP, CTP, ITP and GTP can act as donors
-
-
nucleoside triphosphate + gentamicin = diphosphate + 2''-nucleotidylgentamicin
kanamycin, tobramycin and sisomicin can also act as acceptors. The nucleotidyl residue is transferred to the 2-hydroxy of the 3-amino-3-deoxy-D-glucose moiety in the antibiotic
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-
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nucleotidyl group transfer
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-
-
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NTP:gentamicin 2''-nucleotidyltransferase
ATP, dATP, CTP, ITP and GTP can act as donors; kanamycin, tobramycin and sisomicin can also act as acceptors. The nucleotidyl residue is transferred to the 2-hydroxy of the 3-amino-3-deoxy-D-glucose moiety in the antibiotic.
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adenosine 5'-mono-O-phosphorothiolate + tobramycin
diphosphate + 2''-(adenosine-5'-thiophosphoryl)-tobramycin
-
-
-
r
ATP + dibekacin
diphosphate + 2''-adenylyldibekacin
-
-
-
r
ATP + dideoxykanamycin B
diphosphate + 3',4'-dideoxykanamycin B-2''-adenylate
ATP + gentamicin A
diphosphate + 2''-adenylylgentamicin A
ATP + gentamicin C1
diphosphate + 2''-adenylylgentamicin C1
ATP + gentamicin C1a
diphosphate + 2''-adenylylgentamicin C1a
ATP + gentamicin C2
diphosphate + 2''-adenylylgentamicin C2
-
gentamicin A, C1, C1a, or C2 can act as acceptors, dATP, CTP, ITP or GTP can act as donors
-
?
ATP + kanamycin A
diphosphate + 2''-adenylylkanamycin A
ATP + neomycin C
diphosphate + 2''-adenylylneomycin C
ATP + netilmicin C
diphosphate + 2''-adenylylnetilmicin C
-
-
-
r
ATP + sisomicin
diphosphate + 2''-adenylylsisomicin
ATP + tobramycin
diphosphate + 2''-(adenosine-5'-phosphoryl)-tobramycin
-
-
-
r
ATP + tobramycin
diphosphate + 2''-adenylyltobramycin
CTP + tobramycin
diphosphate + 2''-adenylyltobramycin
-
-
-
r
CTP + tobramycin
diphosphate + 2''-cytosylyltobramycin
-
-
-
?
dATP + tobramycin
diphosphate + 2''-adenylyltobramycin
-
-
-
r
dATP + tobramycin
diphosphate + 2''-deoxyadenylyltobramycin
-
-
-
?
dCTP + tobramycin
diphosphate + 2''-adenylyltobramycin
-
-
-
r
dCTP + tobramycin
diphosphate + 2''-deoxycytosylyltobramycin
-
-
-
?
dGTP + tobramycin
diphosphate + 2''-adenylyltobramycin
-
-
-
r
dGTP + tobramycin
diphosphate + 2''-deoxyguanosylyltobramycin
-
-
-
?
dTTP + tobramycin
diphosphate + 2''-adenylyltobramycin
-
-
-
r
dTTP + tobramycin
diphosphate + 2''-deoxythymidylyltobramycin
-
-
-
?
GTP + tobramycin
diphosphate + 2''-adenylyltobramycin
-
-
-
r
additional information
?
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-
amikacin, neomycin, lividomycin and butirosin A and B are no substrates
-
?
ATP + dideoxykanamycin B
diphosphate + 3',4'-dideoxykanamycin B-2''-adenylate
-
adenylates the 2-hydroxyl group of the 3-amino-3-deoxy-D-glucose moiety
3',4'-dideoxykanamycin B-2''-adenylate
r
ATP + dideoxykanamycin B
diphosphate + 3',4'-dideoxykanamycin B-2''-adenylate
-
adenylates the 2-hydroxyl group of the 3-amino-3-deoxy-D-glucose moiety
3',4'-dideoxykanamycin B-2''-adenylate
r
ATP + dideoxykanamycin B
diphosphate + 3',4'-dideoxykanamycin B-2''-adenylate
-
adenylates the 2-hydroxyl group of the 3-amino-3-deoxy-D-glucose moiety
3',4'-dideoxykanamycin B-2''-adenylate
r
ATP + dideoxykanamycin B
diphosphate + 3',4'-dideoxykanamycin B-2''-adenylate
-
adenylates the 2-hydroxyl group of the 3-amino-3-deoxy-D-glucose moiety
3',4'-dideoxykanamycin B-2''-adenylate
r
ATP + gentamicin A
diphosphate + 2''-adenylylgentamicin A
-
gentamicin A, C1 and C1a, MgATP2-, MgdATP2- and MgdGTP2- can act as donors
-
r
ATP + gentamicin A
diphosphate + 2''-adenylylgentamicin A
-
gentamicin A, C1 and C1a, MgATP2-, MgdATP2- and MgdGTP2- can act as donors
-
r
ATP + gentamicin A
diphosphate + 2''-adenylylgentamicin A
-
gentamicin A, C1, C1a, or C2 can act as acceptors, dATP, CTP, ITP or GTP can act as donors
-
r
ATP + gentamicin C1
diphosphate + 2''-adenylylgentamicin C1
-
gentamicin A, C1 and C1a, MgATP2-, MgdATP2- and MgdGTP2- can act as donors
-
?
ATP + gentamicin C1
diphosphate + 2''-adenylylgentamicin C1
-
gentamicin A, C1 and C1a, MgATP2-, MgdATP2- and MgdGTP2- can act as donors
-
?
ATP + gentamicin C1
diphosphate + 2''-adenylylgentamicin C1
-
gentamicin A, C1, C1a, or C2 can act as acceptors, dATP, CTP, ITP or GTP can act as donors
-
?
ATP + gentamicin C1a
diphosphate + 2''-adenylylgentamicin C1a
-
gentamicin A, C1 and C1a, MgATP2-, MgdATP2- and MgdGTP2- can act as donors
-
?
ATP + gentamicin C1a
diphosphate + 2''-adenylylgentamicin C1a
-
gentamicin A, C1, C1a, or C2 can act as acceptors, dATP, CTP, ITP or GTP can act as donors
-
?
ATP + kanamycin A
diphosphate + 2''-adenylylkanamycin A
-
-
-
r
ATP + kanamycin A
diphosphate + 2''-adenylylkanamycin A
-
poor substrate
-
r
ATP + neomycin C
diphosphate + 2''-adenylylneomycin C
-
-
-
r
ATP + neomycin C
diphosphate + 2''-adenylylneomycin C
-
-
-
r
ATP + sisomicin
diphosphate + 2''-adenylylsisomicin
-
-
-
r
ATP + sisomicin
diphosphate + 2''-adenylylsisomicin
-
-
-
r
ATP + sisomicin
diphosphate + 2''-adenylylsisomicin
-
-
-
r
ATP + tobramycin
diphosphate + 2''-adenylyltobramycin
-
-
-
r
ATP + tobramycin
diphosphate + 2''-adenylyltobramycin
-
-
-
r
ATP + tobramycin
diphosphate + 2''-adenylyltobramycin
-
poor substrate
-
r
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ATP + gentamicin A
diphosphate + 2''-adenylylgentamicin A
-
gentamicin A, C1, C1a, or C2 can act as acceptors, dATP, CTP, ITP or GTP can act as donors
-
r
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Ca2+
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shows enzymatic activity only in presence of cations, optimal concentration 1.0 mM
additional information
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K+ and Na+ have almost no effect, NH4+ has a low enhancing effect
Mg2+
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Mg2+
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shows enzymatic activity only in presence of cations, optimal concentration 2.0 mM
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MgATP2-
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metal chelates being the true substrates, free nucleotides being inhibitors
MgCTP2-
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metal chelates being the true substrates, free nucleotides being inhibitors
MgdATP2-
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metal chelates being the true substrates, free nucleotides being inhibitors
MgdCTP2-
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metal chelates being the true substrates, free nucleotides being inhibitors
MgdGTP2-
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metal chelates being the true substrates, free nucleotides being inhibitors
MgdTTP2-
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metal chelates being the true substrates, free nucleotides being inhibitors
MgGTP2-
-
metal chelates being the true substrates, free nucleotides being inhibitors
neomycin C
-
dead-end inhibition, uncompetitive versus MgATP2-
netilmicin
-
substrate inhibition
sisomicin
-
uncompetitive substrate inhibition
tobramycin
-
substrate inhibition, uncompetitive versus MgATP2-
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0.00276
tobramycin
-
pH 9.0, 25°C
0.404
ATP
-
pH 9.0, 25°C
0.404
ATP
-
ATP in form of MgATP2-
2.008
CTP
-
pH 9.0, 25°C
2.008
CTP
-
CTP in form of MgCTP2-
0.03
dATP
-
pH 9.0, 25°C
0.03
dATP
-
dATP in form of MgdATP2-
0.09
dCTP
-
pH 9.0, 25°C
0.09
dCTP
-
dCTP in form of MgdCTP2-
0.03
dGTP
-
pH 9.0, 25°C
0.03
dGTP
-
dGTP in form of MgdGTP2-
0.09
dTTP
-
pH 9.0, 25°C
0.09
dTTP
-
dTTP in form of MgdTTP2-
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0.864
MgATP2-
-
pH 9.0, 25°C
0.404
MgCTP
-
pH 9.0, 25°C
0.011
MgdATP2-
-
pH 9.0, 25°C
0.047
MgdCTP
-
pH 9.0, 25°C
0.027
MgdGTP
-
pH 9.0, 25°C
0.145
MgdTTP
-
pH 9.0, 25°C
0.01
MgGTP2-
-
pH 9.0, 25°C
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5.7
-
2 related isoforms, isoelectric focusing
6
-
2 related isoforms, isoelectric focusing
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-
-
brenda
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-
-
brenda
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-
-
brenda
-
-
-
brenda
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-
brenda
-
-
brenda
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AADB1_KLEPN
177
0
19873
Swiss-Prot
-
AADB2_KLEPN
177
0
19861
Swiss-Prot
-
AADB_ECOLX
177
0
19873
Swiss-Prot
-
Q08771_SALON
177
0
19859
TrEMBL
-
B0VCJ4_ACIBY
Acinetobacter baumannii (strain AYE)
177
0
19873
TrEMBL
-
T1Y4G6_STAAU
256
0
29166
TrEMBL
-
A0A1B2CVA1_PSEAI
213
0
23934
TrEMBL
-
A0A0B7GJA8_KLEVA
215
0
24134
TrEMBL
-
A0A0D8BD59_9ACTN
191
0
21616
TrEMBL
-
A0A0J0ZZP3_ACIBA
181
0
20305
TrEMBL
-
A0A243UUW1_ECOLX
192
0
21618
TrEMBL
-
Q75WE9_9ZZZZ
253
0
28860
TrEMBL
other Location (Reliability: 2 )
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31500
-
isoform II, SDS-PAGE
32500
-
isoform I, SDS-PAGE
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monomer
-
1 * 32500, isoform I, SDS-PAGE
monomer
-
1 * 31500, isoform II, SDS-PAGE
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highly unstable after purification
-
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4°C, activity remains only for a few hours
-
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plasmid pPK237, purified from an E. coli K12 host RC85F-
-
recombinant enzyme, purified from overexpressing E. coli BL21(DE3)
-
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ANT (2'')-Ia cloned and overexpressed in Escherichia coli BL21(DE3)
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medicine
-
application of alternative substrate diagnostic
medicine
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gentamicin resistance, mediated by multiple resistance plasmids in different species of Enterobacteriaceae, can be a problem in hospitals
medicine
-
studies should aid in the design of effective inhibitors possessing a broad range of aminoglycoside-modifying enzymes as targets
medicine
-
application of alternative substrate diagnostic
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Angelatou, F.; Litsas, S.B.; Kontomichalou, P.
Purification and properties of two gentamicin-modifying enzymes, coded by a single plasmid pPK237 originating from Pseudomonas aeruginosa
J. Antibiot.
35
235-244
1982
Pseudomonas aeruginosa
brenda
Van Pelt, J.E.; Northrop, D.B.
Purification and properties of gentamicin nucleotidyltransferase from Escherichia coli: nucleotide specificity, pH optimum, and the separation of two electrophoretic variants
Arch. Biochem. Biophys.
230
250-263
1984
Escherichia coli
brenda
Yagisawa, M.; Naganawa, H.; Kondo, S.; Hamada, M.; Takeuchi, T.; Umezawa, H.
Adenylyldideoxykanamycin B, a product of the inactivation of dideoxykanamycin B by Escherichia coli carrying R factor
J. Antibiot.
26
911-912
1971
Escherichia coli, Escherichia coli JR66/W677
-
brenda
Naganawa, H.; Yagisawa, M.; Kondo, S.; Takeuchi, T.; Umezawa, H.
The structure determination of an enzymatic inactivation product of 3',4'-dideoxykanamycin B
J. Antibiot.
26
913-914
1971
Escherichia coli, Escherichia coli JR66/W677
brenda
Gates, C.A.; Northrop, D.B.
Alternative substrate and inhibition kinetics of aminoglycoside nucleotidyltransferase 2''-I in support of a Theorell-Chance kinetic mechanism
Biochemistry
27
3826-3833
1988
Escherichia coli, Escherichia coli W677/pMY10
brenda
Gates, C.A.; Northrop, D.B.
Determination of the rate-limiting segment of aminoglycoside nucleotidyltransferase 2''-I by pH- and viscosity-dependent kinetics
Biochemistry
27
3834-3842
1988
Escherichia coli
brenda
Van Pelt, J.E.; Mooberry, E.S.; Frey, P.A.
1H, 13C, and 31P nuclear magnetic resonance spectral assignments for tobramycin, 2"-(adenosine-5'-phosphoryl)-tobramycin and 2"-(adenosine-5'-thiophosphoryl)-tobramycin
Arch. Biochem. Biophys.
280
284-291
1990
Escherichia coli
brenda
Ekman, D.R.; DiGiammarino, E.L.; Wright, E.; Witter, E.D.; Serpersu, E.H.
Cloning, overexpression, and purification of aminoglycoside antibiotic nucleotidyltransferase (2'')-Ia: conformational studies with bound substrates
Biochemistry
40
7017-7024
2001
Pseudomonas aeruginosa
brenda
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