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Literature summary for 2.3.1.81 extracted from

  • Green, K.D.; Chen, W.; Houghton, J.L.; Fridman, M.; Garneau-Tsodikova, S.
    Exploring the substrate promiscuity of drug-modifying enzymes for the chemoenzymatic generation of N-acylated aminoglycosides (2010), ChemBioChem, 11, 119-126.
    View publication on PubMed
Search for more literature for 2.3.1.81

Application

Application Comment Organism
synthesis development of a methodology that utilizes aminoglycoside acetyltransferase and unnatural acyl-CoA analogues for the chemoenzymatic generation of regioselectively N-acylatedaminoglycoside analogues. Aminoglycosides are broad-spectrum antibiotics commonly used for the treatment of serious bacterial infections Escherichia coli

Cloned(Commentary)

Cloned (Comment) Organism
expression of C- or N-terminally His-tagged enzyme from vectors pET22b, and pET28a or Int-pET19b-pps, respectively Escherichia coli

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.00057
-
 sisomicin pH 6.6, with n-propionyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.00096
-
 amikacin pH 6.6, with acetyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.0015
-
 sisomicin pH 6.6, with acetyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.002
-
 kanamycin A pH 6.6, with acetyl-CoA, His-tagged enzyme expressed from vector pET28a Escherichia coli
0.0021
-
 amikacin pH 6.6, with n-propionyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.0027
-
 tobramycin pH 6.6, with acetyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.0029
-
 gentamicin pH 6.6, with n-propionyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.0031
-
 neomycin B pH 6.6, with n-propionyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.0033
-
 kanamycin A pH 6.6, with acetyl-CoA, His-tagged enzyme expressed from vector Int-pET19b-pps Escherichia coli
0.0046
-
 gentamicin pH 6.6, with acetyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.0048
-
 kanamycin A pH 6.6, with n-propionyl-CoA, His-tagged enzyme expressed from vector pET28a Escherichia coli
0.0054
-
 tobramycin pH 6.6, with n-propionyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.0055
-
 kanamycin A pH 6.6, with acetyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.0091
-
 kanamycin A pH 6.6, with n-propionyl-CoA, His-tagged enzyme expressed from vector Int-pET19b-pps Escherichia coli
0.0099
-
 kanamycin A pH 6.6, with acetyl-CoA, untagged enzyme expressed from vector Int-pET19b-pps Escherichia coli
0.0111
-
 kanamycin A pH 6.6, with n-propionyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.0135
-
 kanamycin A pH 6.6, with n-propionyl-CoA, untagged enzyme expressed from vector Int-pET19b-pps Escherichia coli
0.0148
-
 neomycin B pH 6.6, with acetyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.0189
-
 gentamicin pH 6.6, with malonyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.0716
-
 amikacin pH 6.6, with malonyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli

Organism

Organism UniProt Comment Textmining
Escherichia coli
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4-bromo-thiophene-2-carbonyl-S-CoA + amikacin
-
 Escherichia coli ?
-
 ?
4-bromo-thiophene-2-carbonyl-S-CoA + gentamicin
-
 Escherichia coli ?
-
 ?
4-bromo-thiophene-2-carbonyl-S-CoA + neomycin B
-
 Escherichia coli ?
-
 ?
4-bromo-thiophene-2-carbonyl-S-CoA + paromomycin
-
 Escherichia coli ?
-
 ?
4-bromo-thiophene-2-carbonyl-S-CoA + tobramycin
-
 Escherichia coli ?
-
 ?
5-bromo-thiophene-2-carbonyl-S-CoA + kanamycin A
-
 Escherichia coli ?
-
 ?
5-bromo-thiophene-2-carbonyl-S-CoA + neomycin B
-
 Escherichia coli ?
-
 ?
6-fluoropicolinyl-CoA + neomycin B
-
 Escherichia coli ?
-
 ?
acetyl-CoA + amikacin
-
 Escherichia coli CoA + N3'-acetyl-amikacin
-
 ?
acetyl-CoA + gentamicin
-
 Escherichia coli CoA + N3'-acetyl-gentamicin
-
 ?
acetyl-CoA + kanamycin A
-
 Escherichia coli CoA + N3'-acetylkanamycin A
-
 ?
acetyl-CoA + neomycin B
-
 Escherichia coli CoA + N3-acetyl-neomycin B
-
 ?
acetyl-CoA + paromomycin
-
 Escherichia coli CoA + N3'-acetyl-paromomycin
-
 ?
acetyl-CoA + sisomicin
-
 Escherichia coli CoA + N3'-acetyl-sisomicin
-
 ?
acetyl-CoA + tobramycin
-
 Escherichia coli CoA + N3'-acetyl-tobramycin
-
 ?
butyryl-CoA + kanamycin A
-
 Escherichia coli CoA + N3'-butyryl-kanamycin A
-
 ?
glutaryl-CoA + kanamycin A
-
 Escherichia coli ?
-
 ?
glycyl-CoA + amikacin
-
 Escherichia coli CoA + N3'-glycyl-amikacin
-
 ?
glycyl-CoA + gentamicin
-
 Escherichia coli CoA + N3'-glycyl-gentamicin
-
 ?
glycyl-CoA + kanamycin A
-
 Escherichia coli CoA + N3'-glycyl-kanamycin A
-
 ?
glycyl-CoA + neomycin B
-
 Escherichia coli CoA + N3-glycylneomycin B
-
 ?
glycyl-CoA + sisomicin
-
 Escherichia coli CoA + N3'-glycyl-sisomicin
-
 ?
malonyl-CoA + amikacin
-
 Escherichia coli CoA + N3'-malonyl-amikacin
-
 ?
malonyl-CoA + gentamicin
-
 Escherichia coli CoA + N3'-malonyl-gentamicin
-
 ?
malonyl-CoA + neomycin B
-
 Escherichia coli CoA + N3-malonylneomycin B
-
 ?
methylmalonyl-CoA + neomycin B
-
 Escherichia coli CoA + N3-methylmalonylneomycin B
-
 ?
additional information no activity with benzoyl-CoA, acetoacetyl-CoA, crotonyl-CoA, isovaleryl-CoA, palmitoyl-CoA, and DL-3-hydroxy-butyryl-CoA by AAC(6')-APH(2'') Escherichia coli ?
-
 ?
N-propionyl-CoA + amikacin
-
 Escherichia coli CoA + N3'-propionyl-amikacin
-
 ?
N-propionyl-CoA + gentamicin
-
 Escherichia coli CoA + N3'-propionyl-gentamicin
-
 ?
N-propionyl-CoA + kanamycin A
-
 Escherichia coli CoA + N3'-propionyl-kanamycin A
-
 ?
N-propionyl-CoA + neomycin B
-
 Escherichia coli CoA + N3-propionylneomycin B
-
 ?
N-propionyl-CoA + paromomycin
-
 Escherichia coli CoA + N3'-propionyl-paromomycin
-
 ?
N-propionyl-CoA + sisomicin
-
 Escherichia coli CoA + N3'-propionyl-sisomicin
-
 ?
N-propionyl-CoA + tobramycin
-
 Escherichia coli CoA + N3'-propionyl-tobramycin
-
 ?

Synonyms

Synonyms Comment Organism
AAC
-
 Escherichia coli
AAC(3)-IV
-
 Escherichia coli
AAC(6')-APH(2'')
-
 Escherichia coli
aminoglycoside acetyltransferase
-
 Escherichia coli

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.012
-
 kanamycin A pH 6.6, with acetyl-CoA, His-tagged enzyme expressed from vector pET28a Escherichia coli
0.017
-
 kanamycin A pH 6.6, with n-propionyl-CoA, His-tagged enzyme expressed from vector pET28a Escherichia coli
0.041
-
 gentamicin pH 6.6, with malonyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.044
-
 kanamycin A pH 6.6, with n-propionyl-CoA, His-tagged enzyme expressed from vector Int-pET19b-pps Escherichia coli
0.076
-
 neomycin B pH 6.6, with n-propionyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.089
-
 tobramycin pH 6.6, with n-propionyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.121
-
 sisomicin pH 6.6, with n-propionyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.123
-
 gentamicin pH 6.6, with n-propionyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.124
-
 amikacin pH 6.6, with n-propionyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.126
-
 amikacin pH 6.6, with acetyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.134
-
 kanamycin A pH 6.6, with n-propionyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.144
-
 kanamycin A pH 6.6, with n-propionyl-CoA, untagged enzyme expressed from vector Int-pET19b-pps Escherichia coli
0.146
-
 amikacin pH 6.6, with malonyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.163
-
 kanamycin A pH 6.6, with acetyl-CoA, His-tagged enzyme expressed from vector Int-pET19b-pps Escherichia coli
0.173
-
 sisomicin pH 6.6, with acetyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.179
-
 tobramycin pH 6.6, with acetyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.182
-
 gentamicin pH 6.6, with acetyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.188
-
 neomycin B pH 6.6, with acetyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.3
-
 kanamycin A pH 6.6, with acetyl-CoA, His-tagged enzyme expressed from vector pET22b Escherichia coli
0.559
-
 kanamycin A pH 6.6, with acetyl-CoA, untagged enzyme expressed from vector Int-pET19b-pps Escherichia coli

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6.6
-
 assay at Escherichia coli