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ampicillin + H2O
(2R,4S)-2-[(R)-[[(2R)-2-amino-2-phenylacetyl]amino](carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
-
-
-
?
benzylpenicillin + H2O
(2R,4S)-2-[(R)-carboxy(2-phenylacetamido)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
-
-
-
?
biapenem + H2O
(4R,5S)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-[(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-yl)sulfanyl]-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylate
carbapenem + H2O
[(2R)-2,3-dihydro-1H-pyrrol-2-yl]acetic acid
-
-
-
?
cefotaxime + H2O
(2R)-5-[(acetyloxy)methyl]-2-[(R)-[[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino](carboxy)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
-
-
?
cephaloridine + H2O
(2R)-2-[(R)-carboxy[(thiophen-2-ylacetyl)amino]methyl]-5-(pyridinium-1-ylmethyl)-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
-
-
?
imipenem + H2O
(5R)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-({2-[(iminomethyl)amino]ethyl}sulfanyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid
nitrocefin + H2O
(2R)-2-{(R)-carboxy[2-(thiophen-2-yl)acetamido]methyl}-5-[(E)-2-(2,4-dinitrophenyl)ethenyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
-
-
?
biapenem + H2O
(4R,5S)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-[(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-yl)sulfanyl]-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylate
-
-
-
?
biapenem + H2O
(4R,5S)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-[(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-yl)sulfanyl]-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylate
-
-
-
-
?
imipenem + H2O
(5R)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-({2-[(iminomethyl)amino]ethyl}sulfanyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid
-
-
-
?
imipenem + H2O
(5R)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-({2-[(iminomethyl)amino]ethyl}sulfanyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid
-
-
-
-
?
imipenem + H2O
(5R)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-({2-[(iminomethyl)amino]ethyl}sulfanyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid
-
-
-
?
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0.15 - 5
benzylpenicillin
0.15
benzylpenicillin
N116H/N220G mutant, 30°C, pH 6.5
0.21
benzylpenicillin
H118A mutant, 30°C, pH 6.5
0.55
benzylpenicillin
T157A mutant, 30°C, pH 6.5
0.73
benzylpenicillin
V67I mutant, 30°C, pH 6.5
0.8
benzylpenicillin
K226Q mutant, 30°C, pH 6.5
0.87
benzylpenicillin
wild-type, 30°C, pH 6.5
0.92
benzylpenicillin
N116H/N220G/K224Q mutant, 30°C, pH 6.5
1
benzylpenicillin
V67A mutant, 30°C, pH 6.5
5
benzylpenicillin
above, H196A mutant, 30°C, pH 6.5
5
benzylpenicillin
above, K224Q mutant, 30°C, pH 6.5
5
benzylpenicillin
above, V67D mutant, 30°C, pH 6.5
0.1
biapenem
D120A mutant, 30°C, pH 6.5
0.1
biapenem
N116H/N220G mutant, 30°C, pH 6.5
0.1
biapenem
V67A mutant, 30°C, pH 6.5
0.118
biapenem
30°C, pH 6.5, mutant enzyme N220G
0.166
biapenem
30°C, pH 6.5, wild-type enzyme
0.17
biapenem
wild-type, 30°C, pH 6.5
0.39
biapenem
N116H/N220G/K224Q mutant, 30°C, pH 6.5
0.73
biapenem
H118A mutant, 30°C, pH 6.5
0.84
biapenem
K226Q mutant, 30°C, pH 6.5
1.5
biapenem
above, H263A mutant, 30°C, pH 6.5
1.5
biapenem
above, K224Q mutant, 30°C, pH 6.5
1.5
biapenem
above, T157A mutant, 30°C, pH 6.5
1.5
biapenem
above, V67D mutant, 30°C, pH 6.5
1.5
biapenem
above, V67I mutant, 30°C, pH 6.5
1.5
biapenem
above, V67LFKHV mutant, 30°C, pH 6.5
0.05
cefotaxime
N116H/N220G mutant, 30°C, pH 6.5
0.1
cefotaxime
above, wild-type, 30°C, pH 6.5
0.14
cefotaxime
K226Q mutant, 30°C, pH 6.5
0.434
cefotaxime
N116H/N220G/K224Q mutant, 30°C, pH 6.5
0.45
cefotaxime
T157A mutant, 30°C, pH 6.5
0.7
cefotaxime
K224Q mutant, 30°C, pH 6.5
0.053
cephaloridine
N116H/N220G/K224Q mutant, 30°C, pH 6.5
0.145
cephaloridine
N116H/N220G mutant, 30°C, pH 6.5
1
cephaloridine
K224Q mutant, 30°C, pH 6.5
1.7
cephaloridine
K226Q mutant, 30°C, pH 6.5
4.5
cephaloridine
above, H118A mutant, 30°C, pH 6.5
4.5
cephaloridine
above, H196A mutant, 30°C, pH 6.5
6
cephaloridine
wild-type, 30°C, pH 6.5
0.05
Imipenem
30°C, pH 6.5, mutant enzyme N220G
0.063
Imipenem
wild type enzyme, at pH 9.0
0.083
Imipenem
wild type enzyme, at pH 8.0
0.12
Imipenem
wild type enzyme, at pH 7.0
0.18
Imipenem
V67I mutant, 30°C, pH 6.5
0.185
Imipenem
N116H/N220G mutant, 30°C, pH 6.5
0.21
Imipenem
D120T mutant, 30°C, pH 6.5
0.22
Imipenem
V67A mutant, 30°C, pH 6.5
0.3
Imipenem
N116H/N220G/K224Q mutant, 30°C, pH 6.5
0.31
Imipenem
V67D mutant, 30°C, pH 6.5
0.33
Imipenem
D120A mutant, 30°C, pH 6.5
0.34
Imipenem
30°C, pH 6.5, wild-type enzyme
0.34
Imipenem
wild-type, 30°C, pH 6.5
0.38
Imipenem
K226Q mutant, 30°C, pH 6.5
0.57
Imipenem
T157A mutant, 30°C, pH 6.5
1.15
Imipenem
H118A mutant, 30°C, pH 6.5
1.5
Imipenem
above, K224Q mutant, 30°C, pH 6.5
1.5
Imipenem
above, V67LFKHV mutant, 30°C, pH 6.5
1.7
Imipenem
H263A mutant, 30°C, pH 6.5
4.3
Imipenem
H196A mutant, 30°C, pH 6.5
0.004
nitrocefin
N116H/N220G mutant, 30°C, pH 6.5
0.015
nitrocefin
H196A mutant, 30°C, pH 6.5
0.015
nitrocefin
H263A mutant, 30°C, pH 6.5
0.026
nitrocefin
D120A mutant, 30°C, pH 6.5
0.026
nitrocefin
V67A mutant, 30°C, pH 6.5
0.03
nitrocefin
H118A mutant, 30°C, pH 6.5
0.032
nitrocefin
N116H/N220G/K224Q mutant, 30°C, pH 6.5
0.036
nitrocefin
V67D mutant, 30°C, pH 6.5
0.05
nitrocefin
D120T mutant, 30°C, pH 6.5
0.05
nitrocefin
V67I mutant, 30°C, pH 6.5
0.11
nitrocefin
T157A mutant, 30°C, pH 6.5
0.135
nitrocefin
K224Q mutant, 30°C, pH 6.5
0.85
nitrocefin
K226Q mutant, 30°C, pH 6.5
1.3
nitrocefin
wild-type, 30°C, pH 6.5
2
nitrocefin
above, V67LFKHV mutant, 30°C, pH 6.5
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0.004 - 3.3
benzylpenicillin
0.006 - 0.9
cephaloridine
0.004
benzylpenicillin
K226Q mutant, 30°C, pH 6.5
0.004
benzylpenicillin
V67A mutant, 30°C, pH 6.5
0.007
benzylpenicillin
H118A mutant, 30°C, pH 6.5
0.03
benzylpenicillin
wild-type, 30°C, pH 6.5
0.03
benzylpenicillin
above, K224Q mutant, 30°C, pH 6.5
0.03
benzylpenicillin
above, V67D mutant, 30°C, pH 6.5
0.08
benzylpenicillin
V67I mutant, 30°C, pH 6.5
0.1
benzylpenicillin
above, H196A mutant, 30°C, pH 6.5
0.13
benzylpenicillin
N116H/N220G/K224Q mutant, 30°C, pH 6.5
1
benzylpenicillin
T157A mutant, 30°C, pH 6.5
3.3
benzylpenicillin
N116H/N220G mutant, 30°C, pH 6.5
0.0015
biapenem
D120A mutant, 30°C, pH 6.5
0.005
biapenem
above, H263A mutant, 30°C, pH 6.5
0.1
biapenem
H118A mutant, 30°C, pH 6.5
0.26
biapenem
N116H/N220G/K224Q mutant, 30°C, pH 6.5
2.4
biapenem
above, V67LFKHV mutant, 30°C, pH 6.5
5
biapenem
N116H/N220G mutant, 30°C, pH 6.5
50
biapenem
above, V67I mutant, 30°C, pH 6.5
60
biapenem
above, K224Q mutant, 30°C, pH 6.5
100
biapenem
above, V67D mutant, 30°C, pH 6.5
100
biapenem
V67A mutant, 30°C, pH 6.5
130
biapenem
above, T157A mutant, 30°C, pH 6.5
160
biapenem
30°C, pH 6.5, mutant enzyme N220G
300
biapenem
30°C, pH 6.5, wild-type enzyme
300
biapenem
wild-type, 30°C, pH 6.5
1000
biapenem
K226Q mutant, 30°C, pH 6.5
0.0002
cefotaxime
above, wild-type, 30°C, pH 6.5
0.0006
cefotaxime
K226Q mutant, 30°C, pH 6.5
0.001
cefotaxime
K224Q mutant, 30°C, pH 6.5
0.015
cefotaxime
N116H/N220G/K224Q mutant, 30°C, pH 6.5
0.023
cefotaxime
T157A mutant, 30°C, pH 6.5
0.3
cefotaxime
N116H/N220G mutant, 30°C, pH 6.5
0.006
cephaloridine
below, wild-type, 30°C, pH 6.5
0.006
cephaloridine
K226Q mutant, 30°C, pH 6.5
0.01
cephaloridine
above, H118A mutant, 30°C, pH 6.5
0.024
cephaloridine
K224Q mutant, 30°C, pH 6.5
0.03
cephaloridine
N116H/N220G/K224Q mutant, 30°C, pH 6.5
0.11
cephaloridine
above, H196A mutant, 30°C, pH 6.5
0.9
cephaloridine
N116H/N220G mutant, 30°C, pH 6.5
0.02
Imipenem
H263A mutant, 30°C, pH 6.5
0.024
Imipenem
D120A mutant, 30°C, pH 6.5
0.025
Imipenem
D120T mutant, 30°C, pH 6.5
0.9
Imipenem
N116H/N220G/K224Q mutant, 30°C, pH 6.5
2.4
Imipenem
H118A mutant, 30°C, pH 6.5
16
Imipenem
H196A mutant, 30°C, pH 6.5
16
Imipenem
N116H/N220G mutant, 30°C, pH 6.5
30
Imipenem
above, V67LFKHV mutant, 30°C, pH 6.5
49
Imipenem
wild type enzyme, at pH 9.0
140
Imipenem
wild type enzyme, at pH 8.0
210
Imipenem
wild type enzyme, at pH 7.0
390
Imipenem
30°C, pH 6.5, mutant enzyme N220G
490
Imipenem
above, K224Q mutant, 30°C, pH 6.5
1000
Imipenem
K226Q mutant, 30°C, pH 6.5
1000
Imipenem
V67A mutant, 30°C, pH 6.5
1200
Imipenem
30°C, pH 6.5, wild-type enzyme
1200
Imipenem
wild-type, 30°C, pH 6.5
1280
Imipenem
V67D mutant, 30°C, pH 6.5
1680
Imipenem
T157A mutant, 30°C, pH 6.5
1770
Imipenem
V67I mutant, 30°C, pH 6.5
0.0002
nitrocefin
D120T mutant, 30°C, pH 6.5
0.0024
nitrocefin
D120A mutant, 30°C, pH 6.5
0.003
nitrocefin
H263A mutant, 30°C, pH 6.5
0.004
nitrocefin
V67D mutant, 30°C, pH 6.5
0.004
nitrocefin
V67I mutant, 30°C, pH 6.5
0.005
nitrocefin
H118A mutant, 30°C, pH 6.5
0.005
nitrocefin
V67A mutant, 30°C, pH 6.5
0.006
nitrocefin
H196A mutant, 30°C, pH 6.5
0.006
nitrocefin
above, V67LFKHV mutant, 30°C, pH 6.5
0.007
nitrocefin
K224Q mutant, 30°C, pH 6.5
0.008
nitrocefin
wild-type, 30°C, pH 6.5
0.01
nitrocefin
K226Q mutant, 30°C, pH 6.5
0.015
nitrocefin
T157A mutant, 30°C, pH 6.5
0.2
nitrocefin
N116H/N220G/K224Q mutant, 30°C, pH 6.5
0.7
nitrocefin
N116H/N220G mutant, 30°C, pH 6.5
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25210
D120A mutant, native, measured mass
25240
D120T mutant, native, measured mass
25270
V67I mutant, native, measured mass
25810
V67LFKHV mutant, denatured, measured mass
25880
V67LFKHV mutant, native, measured mass, 1 Zn2+-ion
25900
V67LFKHV mutant, denatured, calculated mass
25940
V67LFKHV mutant, native, measured mass, 2 Zn2+-ions
25120
H118A mutant, denatured, calculated mass
25120
H196A mutant, denatured, calculated mass
25120
H263A mutant, denatured, calculated mass
25120
H263A mutant, denatured, measured mass
25130
H118A mutant, denatured, measured mass
25130
H196A mutant, denatured, measured mass
25150
D120A mutant, denatured, calculated mass
25150
D120A mutant, denatured, measured mass
25160
N116H/R121H/K224Q mutant, denatured, calculated mass
25160
N116H/R121H/K224Q mutant, denatured, measured mass
25160
T157A mutant, denatured, calculated mass
25160
T157A mutant, denatured, measured mass
25160
V67A mutant, denatured, calculated mass
25160
V67A mutant, denatured, measured mass
25180
D120T mutant, denatured, calculated mass
25180
D120T mutant, denatured, measured mass
25190
H118A mutant, native, measured mass
25190
H196A mutant, native, measured mass
25190
K224Q mutant, denatured, calculated mass
25190
K224Q mutant, denatured, measured mass
25190
K226Q mutant, denatured, calculated mass
25190
K226Q mutant, denatured, measured mass
25190
wild-type, denatured, calculated mass
25190
wild-type, denatured, measured mass
25200
V67I mutant, denatured, calculated mass
25200
V67I mutant, denatured, measured mass
25220
H263A mutant, native, measured mass
25220
N116H/R121H/K224Q mutant, native, measured mass
25220
T157A mutant, native, measured mass
25220
V67A mutant, native, measured mass
25250
K224Q mutant, native, measured mass
25250
K226Q mutant, native, measured mass
25250
wild-type, native, measured mass
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D120A
site-directed mutant of CphA, generated and characterized
D120T
site-directed mutant of CphA, generated and characterized
H118A
site-directed mutant of CphA, generated and characterized, H118A and H196A mutations lead to a decrease of at least 1000fold in activity against carbapenems compared with the wild-type enzyme
H196A
site-directed mutant of CphA, generated and characterized, H118A and H196A mutations lead to a decrease of at least 1000fold in activity against carbapenems compared with the wild-type enzyme
H263A
site-directed mutant of CphA, generated and characterized
K224Q
site-directed mutant of CphA, generated and characterized
K226Q
site-directed mutant of CphA, generated and characterized
N116H/N220G/K224Q
site-directed mutant of CphA, generated and characterized
N220G
kinetic parameters of the wild-type and N220G mutant enzymes are not significantly different
T157A
site-directed mutant of CphA, generated and characterized
V67A
site-directed mutant of CphA, generated and characterized
V67D
site-directed mutant of CphA, generated and characterized
V67I
site-directed mutant of CphA, generated and characterized
V67LFKHV
site-directed mutant of CphA, generated and characterized
N116H/N220G
mutant enzyme with a broader specificity than wild type CphA
N116H/N220G
site-directed mutant of CphA, generated and characterized
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Sharma, N.; Toney, J.H.; Fitzgerald, P.M.
Expression, purification, crystallization and preliminary X-ray analysis of Aeromonas hydrophilia metallo-beta-lactamase
Acta Crystallogr. Sect. F
61
180-182
2005
Aeromonas hydrophila
brenda
Garau, G.; Bebrone, C.; Anne, C.; Galleni, M.; Frere, J.M.; Dideberg, O.
A metallo-beta-lactamase enzyme in action: crystal structures of the monozinc carbapenemase CphA and its complex with biapenem
J. Mol. Biol.
345
785-795
2005
Aeromonas hydrophila (P26918), Aeromonas hydrophila
brenda
Horsfall, L.E.; Garau, G.; Lienard, B.M.; Dideberg, O.; Schofield, C.J.; Frere, J.M.; Galleni, M.
Competitive inhibitors of the CphA metallo-beta-lactamase from Aeromonas hydrophila
Antimicrob. Agents Chemother.
51
2136-2142
2007
Aeromonas hydrophila (P26918), Aeromonas hydrophila
brenda
Bebrone, C.; Anne, C.; Kerff, F.; Garau, G.; De Vriendt, K.; Lantin, R.; Devreese, B.; Van Beeumen, J.; Dideberg, O.; Frere, J.; Galleni, M.
Mutational analysis of the zinc- and substrate-binding sites in the CphA metallo-beta -lactamase from Aeromonas hydrophila
Biochem. J.
414
151-159
2008
Aeromonas hydrophila (P26918), Aeromonas hydrophila
brenda