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Literature summary for 4.2.1.1 extracted from

  • Joseph, P.; Ouahrani-Bettache, S.; Montero, J.L.; Nishimori, I.; Minakuchi, T.; Vullo, D.; Scozzafava, A.; Winum, J.Y.; Koehler, S.; Supuran, C.T.
    A new beta-carbonic anhydrase from Brucella suis, its cloning, characterization, and inhibition with sulfonamides and sulfamates, leading to impaired pathogen growth (2011), Bioorg. Med. Chem., 19, 1172-1178.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
beta class isozymes bsCA I and bsCA II, DNA and amino acid sequence determination and analysis, phylogenetic analysis, recombinant expression of His-tagged bsCA II in Escherichia coli Brucella suis

Inhibitors

Inhibitors Comment Organism Structure
2-aminobenzenesulfonamide
-
Brucella suis
2-hydrazinylbenzenesulfonamide
-
Brucella suis
4-(2-aminoethyl)benzenesulfonamide
-
Brucella suis
4-(2-hydroxyethyl)benzenesulfonamide
-
Brucella suis
4-(aminomethyl)benzenesulfonamide
-
Brucella suis
4-(hydroxymethyl)benzenesulfonamide
-
Brucella suis
4-amino-3,5-dibromobenzenesulfonamide
-
Brucella suis
4-amino-3,5-diiodobenzenesulfonamide
-
Brucella suis
4-amino-3-chlorobenzenesulfonamide
-
Brucella suis
4-amino-3-fluorobenzenesulfonamide
-
Brucella suis
4-amino-6-(trifluoromethyl)benzene-1,3-disulfonamide
-
Brucella suis
4-amino-6-chlorobenzene-1,3-disulfonamide
-
Brucella suis
4-amino-N-(4-sulfamoylbenzyl)benzenesulfonamide
-
Brucella suis
4-amino-N-[2-(4-sulfamoylphenyl)ethyl]benzenesulfonamide
-
Brucella suis
4-Aminobenzenesulfonamide
-
Brucella suis
4-chlorophenyl sulfamate
-
Brucella suis
4-hydrazinylbenzenesulfonamide
-
Brucella suis
4-methylbenzenesulfonamide
-
Brucella suis
4-sulfamoyl-N-[2-(4-sulfamoylphenyl)ethyl]benzamide
-
Brucella suis
4-sulfamoylbenzoic acid
-
Brucella suis
4-[(2-aminopyrimidin-4-yl)amino]benzenesulfonamide
-
Brucella suis
5-(2-chlorophenyl)-1,3,4-thiadiazole-2-sulfonamide
-
Brucella suis
5-amino-1,3,4-thiadiazole-2-sulfonamide
-
Brucella suis
5-imino-4-methyl-4,5-dihydro-1,3,4-thiadiazole-2-sulfonamide
-
Brucella suis
5-[[(4-amino-3-chloro-5-fluorophenyl)sulfonyl]amino]-4,5-dihydro-1,3,4-thiadiazole-2-sulfonamide
-
Brucella suis
5-[[(4-aminophenyl)sulfonyl]amino]-1,3,4-thiadiazole-2-sulfonamide
-
Brucella suis
6-deoxy-N-(4-sulfamoylphenyl)-alpha-L-mannopyranosylamine
-
Brucella suis
6-hydroxy-1,3-benzothiazole-2-sulfonamide
-
Brucella suis
acetazolamide
-
Brucella suis
heptane-1,7-diyl disulfamate
-
Brucella suis
additional information best bsCA II inhibitors are some glycosylated sulfanilamides, aliphatic sulfamates, and halogenated sulfanilamides Brucella suis
N-(4-sulfamoylphenyl)-beta-D-galactopyranosylamine
-
Brucella suis
N-(4-sulfamoylphenyl)-beta-D-idopyranosylamine
-
Brucella suis

Metals/Ions

Metals/Ions Comment Organism Structure
Zn2+ beta class CAs contain four protein zinc ligands, one His, two Cys, and one Asp coordinated to Zn(II). At pH 8.0, no water is coordinated to the metal ion Brucella suis

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
25000
-
x * 25000, recombinant bsCA II, SDS-PAGE Brucella suis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
H2CO3 Brucella suis
-
CO2 + H2O
-
r
H2CO3 Brucella suis 1330
-
CO2 + H2O
-
r

Organism

Organism UniProt Comment Textmining
Brucella suis A0A0H3GB68 two beta class isozymes bsCA I and bsCA II, gene BR1829
-
Brucella suis 1330 A0A0H3GB68 two beta class isozymes bsCA I and bsCA II, gene BR1829
-

Purification (Commentary)

Purification (Comment) Organism
recombinant His-tagged bsCA II from Escherichia coli by cobalt affinityy chromatography Brucella suis

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
H2CO3
-
Brucella suis CO2 + H2O
-
r
H2CO3
-
Brucella suis 1330 CO2 + H2O
-
r

Subunits

Subunits Comment Organism
? x * 25000, recombinant bsCA II, SDS-PAGE Brucella suis
More bsCA II shows pH-dependent closed or open conformation, overview Brucella suis

Synonyms

Synonyms Comment Organism
beta-carbonic anhydrase
-
Brucella suis
bsCA I
-
Brucella suis
bsCA II
-
Brucella suis

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
11000
-
CO2 isozyme bsCAII, pH 8.3, temperature not specified in the publication Brucella suis
64000
-
CO2 isozyme bsCAI, pH 8.3, temperature not specified in the publication Brucella suis

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
8.3
-
assay at Brucella suis

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0000073
-
6-deoxy-N-(4-sulfamoylphenyl)-alpha-L-mannopyranosylamine pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.0000089
-
N-(4-sulfamoylphenyl)-beta-D-idopyranosylamine pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.0000092
-
N-(4-sulfamoylphenyl)-beta-D-galactopyranosylamine pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.0000101
-
N-(4-sulfamoylphenyl)-beta-D-galactopyranosylamine pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.0000112
-
5-imino-4-methyl-4,5-dihydro-1,3,4-thiadiazole-2-sulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.0000146
-
N-(4-sulfamoylphenyl)-beta-D-idopyranosylamine pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.000019
-
6-deoxy-N-(4-sulfamoylphenyl)-alpha-L-mannopyranosylamine pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.000021
-
4-[(2-aminopyrimidin-4-yl)amino]benzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.000027
-
4-sulfamoyl-N-[2-(4-sulfamoylphenyl)ethyl]benzamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.000033
-
5-(2-chlorophenyl)-1,3,4-thiadiazole-2-sulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.000048
-
6-hydroxy-1,3-benzothiazole-2-sulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.00006
-
4-amino-3,5-dibromobenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.000063
-
acetazolamide isozyme bsCAI, pH 8.3, temperature not specified in the publication Brucella suis
0.000068
-
4-amino-N-[2-(4-sulfamoylphenyl)ethyl]benzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.00007
-
5-[[(4-aminophenyl)sulfonyl]amino]-1,3,4-thiadiazole-2-sulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.000075
-
heptane-1,7-diyl disulfamate pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.000079
-
4-chlorophenyl sulfamate pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.000079
-
4-amino-3-chlorobenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.000083
-
4-amino-3-fluorobenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.000083
-
6-hydroxy-1,3-benzothiazole-2-sulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.000084
-
4-amino-3,5-diiodobenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.000087
-
4-amino-6-(trifluoromethyl)benzene-1,3-disulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.00009
-
4-sulfamoyl-N-[2-(4-sulfamoylphenyl)ethyl]benzamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.000094
-
4-amino-N-(4-sulfamoylbenzyl)benzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.000108
-
5-[[(4-aminophenyl)sulfonyl]amino]-1,3,4-thiadiazole-2-sulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.000166
-
5-(2-chlorophenyl)-1,3,4-thiadiazole-2-sulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.000186
-
5-[[(4-amino-3-chloro-5-fluorophenyl)sulfonyl]amino]-4,5-dihydro-1,3,4-thiadiazole-2-sulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.000193
-
heptane-1,7-diyl disulfamate pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.000215
-
4-chlorophenyl sulfamate pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.000243
-
4-amino-3,5-dibromobenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.000303
-
acetazolamide isozyme bsCAII, pH 8.3, temperature not specified in the publication Brucella suis
0.00034
-
4-sulfamoylbenzoic acid pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.000345
-
4-amino-3,5-diiodobenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.000663
-
5-[[(4-amino-3-chloro-5-fluorophenyl)sulfonyl]amino]-4,5-dihydro-1,3,4-thiadiazole-2-sulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.000691
-
4-amino-6-chlorobenzene-1,3-disulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.000697
-
4-sulfamoylbenzoic acid pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.000745
-
4-amino-N-[2-(4-sulfamoylphenyl)ethyl]benzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.000754
-
4-(hydroxymethyl)benzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.000758
-
4-(hydroxymethyl)benzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.000768
-
4-(aminomethyl)benzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.000769
-
4-[(2-aminopyrimidin-4-yl)amino]benzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.0008
-
4-amino-3-chlorobenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.000847
-
5-amino-1,3,4-thiadiazole-2-sulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.000865
-
4-(2-hydroxyethyl)benzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.00088
-
4-(2-aminoethyl)benzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.00094
-
4-amino-6-chlorobenzene-1,3-disulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.001035
-
2-hydrazinylbenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.00105
-
4-amino-N-(4-sulfamoylbenzyl)benzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.00107
-
4-amino-3-fluorobenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.00121
-
5-amino-1,3,4-thiadiazole-2-sulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.00143
-
5-imino-4-methyl-4,5-dihydro-1,3,4-thiadiazole-2-sulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.00158
-
4-methylbenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.0024
-
4-hydrazinylbenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.0025
-
4-Aminobenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.004763
-
4-hydrazinylbenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.00483
-
4-amino-6-(trifluoromethyl)benzene-1,3-disulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.005048
-
2-aminobenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.00508
-
4-Aminobenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.00513
-
4-(2-hydroxyethyl)benzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.00556
-
4-methylbenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.005639
-
2-hydrazinylbenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.00587
-
2-aminobenzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA I Brucella suis
0.00591
-
4-(aminomethyl)benzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis
0.00856
-
4-(2-aminoethyl)benzenesulfonamide pH 8.3, temperature not specified in the publication, isozyme bsCA II Brucella suis

General Information

General Information Comment Organism
evolution evolutionary tree of some bacterial beta-CAs among which the two Brucella suis isozymes bsCA I and bsCA II, phylogenetic analysis, overview Brucella suis

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
3900
-
CO2 isozyme bsCAI, pH 8.3, temperature not specified in the publication Brucella suis
8900
-
CO2 isozyme bsCAII, pH 8.3, temperature not specified in the publication Brucella suis