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Literature summary for 4.2.1.1 extracted from

  • Nishimori, I.; Minakuchi, T.; Vullo, D.; Scozzafava, A.; Innocenti, A.; Supuran, C.T.
    Carbonic anhydrase inhibitors. Cloning, characterization, and inhibition studies of a new beta-carbonic anhydrase from Mycobacterium tuberculosis (2009), J. Med. Chem., 52, 3116-3120.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli Mycobacterium tuberculosis

Inhibitors

Inhibitors Comment Organism Structure
2-amino-pyrimidin-4-yl-sulfanilamide best inhibitor Mycobacterium tuberculosis
2-aminobenzenesulfonamide
-
Mycobacterium tuberculosis
3-(4-sulfamoylphenyl)propanoic acid
-
Mycobacterium tuberculosis
4-(2-aminoethyl)benzenesulfonamide
-
Mycobacterium tuberculosis
4-(2-hydroxyethyl)benzenesulfonamide
-
Mycobacterium tuberculosis
4-(aminomethyl)benzenesulfonamide
-
Mycobacterium tuberculosis
4-(hydroxymethyl)benzenesulfonamide
-
Mycobacterium tuberculosis
4-amino-3-bromobenzenesulfonamide
-
Mycobacterium tuberculosis
4-amino-3-chlorobenzenesulfonamide
-
Mycobacterium tuberculosis
4-amino-3-fluorobenzenesulfonamide
-
Mycobacterium tuberculosis
4-amino-3-iodobenzenesulfonamide
-
Mycobacterium tuberculosis
4-amino-6-(trifluoromethyl)benzene-1,3-disulfonamide
-
Mycobacterium tuberculosis
4-amino-6-chlorobenzene-1,3-disulfonamide
-
Mycobacterium tuberculosis
4-amino-N-(4-sulfamoylbenzyl)benzenesulfonamide
-
Mycobacterium tuberculosis
4-amino-N-[2-(4-sulfamoylphenyl)ethyl]benzenesulfonamide
-
Mycobacterium tuberculosis
4-Aminobenzenesulfonamide
-
Mycobacterium tuberculosis
4-methylbenzenesulfonamide
-
Mycobacterium tuberculosis
4-sulfamoylbenzoic acid
-
Mycobacterium tuberculosis
4-[(2-aminopyrimidin-4-yl)amino]benzenesulfonamide
-
Mycobacterium tuberculosis
5-(2-chlorophenyl)-1,3,4-thiadiazole-2-sulfonamide
-
Mycobacterium tuberculosis
5-amino-1,3,4-thiadiazole-2-sulfonamide
-
Mycobacterium tuberculosis
5-imino-4-methyl-4,5-dihydro-1,3,4-thiadiazole-2-sulfonamide
-
Mycobacterium tuberculosis
5-[[(4-aminophenyl)sulfonyl]amino]-1,3,4-thiadiazole-2-sulfonamide
-
Mycobacterium tuberculosis
acetazolamide effective, submicromolar inhibition Mycobacterium tuberculosis
benzolamide
-
Mycobacterium tuberculosis
brinzolamide effective, submicromolar inhibition Mycobacterium tuberculosis
celecoxib
-
Mycobacterium tuberculosis
dichlorophenamide effective, submicromolar inhibition Mycobacterium tuberculosis
dorzolamide effective, submicromolar inhibition Mycobacterium tuberculosis
ethoxzolamide effective, submicromolar inhibition Mycobacterium tuberculosis
indisulam
-
Mycobacterium tuberculosis
methazolamide effective, submicromolar inhibition Mycobacterium tuberculosis
saccharin
-
Mycobacterium tuberculosis
sulpiride
-
Mycobacterium tuberculosis
sulthiame
-
Mycobacterium tuberculosis
topiramate
-
Mycobacterium tuberculosis
valdecoxib
-
Mycobacterium tuberculosis
zonisamide effective, submicromolar inhibition Mycobacterium tuberculosis

Organism

Organism UniProt Comment Textmining
Mycobacterium tuberculosis
-
-
-
Mycobacterium tuberculosis H37Rv
-
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Mycobacterium tuberculosis

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
CO2 + H2O
-
Mycobacterium tuberculosis H2CO3
-
r
CO2 + H2O
-
Mycobacterium tuberculosis H37Rv H2CO3
-
r

Synonyms

Synonyms Comment Organism
CA 3
-
Mycobacterium tuberculosis
carbonic anhydrase
-
Mycobacterium tuberculosis

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
430000
-
CO2 at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.000091
-
2-amino-pyrimidin-4-yl-sulfanilamide at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis
0.000091
-
4-[(2-aminopyrimidin-4-yl)amino]benzenesulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.000104
-
acetazolamide at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis
0.000137
-
dorzolamide at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis
0.00017
-
4-amino-N-[2-(4-sulfamoylphenyl)ethyl]benzenesulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.000186
-
4-amino-3-bromobenzenesulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.000201
-
brinzolamide at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis
0.000208
-
zonisamide at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis
0.000338
-
benzolamide at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis
0.000562
-
methazolamide at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis
0.000594
-
ethoxzolamide at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis
0.000611
-
dichlorophenamide at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis
0.000612
-
4-amino-N-(4-sulfamoylbenzyl)benzenesulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00075
-
4-[(2-aminopyrimidin-4-yl)amino]benzenesulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.000853
-
4-amino-N-[2-(4-sulfamoylphenyl)ethyl]benzenesulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.000905
-
5-[[(4-aminophenyl)sulfonyl]amino]-1,3,4-thiadiazole-2-sulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00151
-
4-amino-3-chlorobenzenesulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00172
-
4-amino-6-chlorobenzene-1,3-disulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00221
-
4-amino-N-(4-sulfamoylbenzyl)benzenesulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00235
-
4-amino-6-(trifluoromethyl)benzene-1,3-disulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00251
-
4-(2-hydroxyethyl)benzenesulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00302
-
topiramate at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis
0.0031
-
5-[[(4-aminophenyl)sulfonyl]amino]-1,3,4-thiadiazole-2-sulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00342
-
4-(2-aminoethyl)benzenesulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00492
-
4-methylbenzenesulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00551
-
4-(2-hydroxyethyl)benzenesulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00581
-
4-amino-3-iodobenzenesulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00624
-
2-aminobenzenesulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00672
-
sulthiame at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis
0.00702
-
4-methylbenzenesulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00711
-
4-Aminobenzenesulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00715
-
saccharin at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis
0.00732
-
4-amino-3-bromobenzenesulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00733
-
4-(aminomethyl)benzenesulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.0074
-
4-sulfamoylbenzoic acid isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00748
-
5-(2-chlorophenyl)-1,3,4-thiadiazole-2-sulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00752
-
4-amino-3-chlorobenzenesulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.0076
-
5-(2-chlorophenyl)-1,3,4-thiadiazole-2-sulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00763
-
5-amino-1,3,4-thiadiazole-2-sulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00771
-
4-amino-3-iodobenzenesulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00776
-
celecoxib at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis
0.00781
-
valdecoxib at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis
0.00782
-
4-(hydroxymethyl)benzenesulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00783
-
3-(4-sulfamoylphenyl)propanoic acid isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00784
-
indisulam at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis
0.0079
-
4-amino-3-fluorobenzenesulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00792
-
sulpiride at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis
0.00792
-
5-imino-4-methyl-4,5-dihydro-1,3,4-thiadiazole-2-sulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00793
-
3-(4-sulfamoylphenyl)propanoic acid isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.0081
-
4-amino-6-(trifluoromethyl)benzene-1,3-disulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00821
-
4-sulfamoylbenzoic acid isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00869
-
4-(aminomethyl)benzenesulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00874
-
4-amino-3-fluorobenzenesulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00923
-
2-aminobenzenesulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00956
-
4-(2-aminoethyl)benzenesulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00956
-
4-(hydroxymethyl)benzenesulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.00984
-
4-Aminobenzenesulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.01154
-
5-amino-1,3,4-thiadiazole-2-sulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.01265
-
5-imino-4-methyl-4,5-dihydro-1,3,4-thiadiazole-2-sulfonamide isoform CA 1, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis
0.0217
-
4-amino-6-chlorobenzene-1,3-disulfonamide isoform CA 3, at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl Mycobacterium tuberculosis

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
40000
-
CO2 at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl Mycobacterium tuberculosis