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Literature summary for 4.2.1.1 extracted from

  • Isik, S.; Kockar, F.; Aydin, M.; Arslan, O.; Guler, O.O.; Innocenti, A.; Scozzafava, A.; Supuran, C.T.
    Carbonic anhydrase inhibitors: inhibition of the beta-class enzyme from the yeast Saccharomyces cerevisiae with sulfonamides and sulfamates (2009), Bioorg. Med. Chem., 17, 1158-1163.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli BL21 (DE3) cells Saccharomyces cerevisiae

Inhibitors

Inhibitors Comment Organism Structure
1-[(aminooxy)sulfinyl]-4-methylbenzene
-
Saccharomyces cerevisiae
1-[4-[(aminooxy)sulfinyl]phenyl]methanamine
-
Saccharomyces cerevisiae
2,4-bis[(aminooxy)sulfinyl]-5-(trifluoromethyl)aniline
-
Saccharomyces cerevisiae
2,4-bis[(aminooxy)sulfinyl]-5-chloroaniline
-
Saccharomyces cerevisiae
2-[(aminooxy)sulfinyl]-5-(2-chlorophenyl)-1,3,4-thiadiazole
-
Saccharomyces cerevisiae
2-[(aminooxy)sulfinyl]aniline
-
Saccharomyces cerevisiae
2-[4-[(aminooxy)sulfinyl]phenyl]ethanamine
-
Saccharomyces cerevisiae
2-[4-[(aminooxy)sulfinyl]phenyl]ethanol
-
Saccharomyces cerevisiae
3-[4-[(aminooxy)sulfinyl]phenyl]propanoic acid
-
Saccharomyces cerevisiae
4,5-dichloro-benzene-1,3-disulfonamide shows effective carbonic anhydrase inhibitory activity Saccharomyces cerevisiae
4-(2-amino-pyrimidin-4-yl)-benzenesulfonamide best inhibitor Saccharomyces cerevisiae
4-amino-N-[2-(4-sulfamoylphenyl)ethyl]benzenesulfonamide
-
Saccharomyces cerevisiae
4-amino-N-[4-[(aminooxy)sulfinyl]benzyl]benzenesulfonamide
-
Saccharomyces cerevisiae
4-[(aminooxy)sulfinyl]-2-bromoaniline
-
Saccharomyces cerevisiae
4-[(aminooxy)sulfinyl]-2-chloroaniline
-
Saccharomyces cerevisiae
4-[(aminooxy)sulfinyl]-2-fluoroaniline
-
Saccharomyces cerevisiae
4-[(aminooxy)sulfinyl]-2-iodoaniline
-
Saccharomyces cerevisiae
4-[(aminooxy)sulfinyl]aniline
-
Saccharomyces cerevisiae
4-[(aminooxy)sulfinyl]benzoic acid
-
Saccharomyces cerevisiae
5-[(aminooxy)sulfinyl]-1,3,4-thiadiazol-2-amine
-
Saccharomyces cerevisiae
5-[(aminooxy)sulfinyl]-3-methyl-1,3,4-thiadiazol-2(3H)-imine
-
Saccharomyces cerevisiae
5-[[(4-aminophenyl)sulfonyl]amino]-1,3,4-thiadiazole-2-sulfonamide
-
Saccharomyces cerevisiae
acetazolamide shows effective carbonic anhydrase inhibitory activity Saccharomyces cerevisiae
benzolamide shows effective carbonic anhydrase inhibitory activity Saccharomyces cerevisiae
brinzolamide shows effective carbonic anhydrase inhibitory activity Saccharomyces cerevisiae
celecoxib shows effective carbonic anhydrase inhibitory activity Saccharomyces cerevisiae
dorzolamide shows effective carbonic anhydrase inhibitory activity Saccharomyces cerevisiae
ethoxzolamide shows effective carbonic anhydrase inhibitory activity Saccharomyces cerevisiae
indisulam shows effective carbonic anhydrase inhibitory activity Saccharomyces cerevisiae
methazolamide shows effective carbonic anhydrase inhibitory activity Saccharomyces cerevisiae
saccharin shows effective carbonic anhydrase inhibitory activity Saccharomyces cerevisiae
sulpiride shows effective carbonic anhydrase inhibitory activity Saccharomyces cerevisiae
sulthiame shows effective carbonic anhydrase inhibitory activity Saccharomyces cerevisiae
topiramate shows effective carbonic anhydrase inhibitory activity Saccharomyces cerevisiae
valdecoxib shows effective carbonic anhydrase inhibitory activity Saccharomyces cerevisiae
zonisamide shows effective carbonic anhydrase inhibitory activity Saccharomyces cerevisiae
[4-[(aminooxy)sulfinyl]phenyl]methanol
-
Saccharomyces cerevisiae

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
CO2 + H2O Saccharomyces cerevisiae
-
H2CO3
-
r

Organism

Organism UniProt Comment Textmining
Saccharomyces cerevisiae
-
-
-

Purification (Commentary)

Purification (Comment) Organism
ammonium sulfate precipitation and Sephadex G-100 gel filtration Saccharomyces cerevisiae

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
CO2 + H2O
-
Saccharomyces cerevisiae H2CO3
-
r

Synonyms

Synonyms Comment Organism
beta-CA
-
Saccharomyces cerevisiae
beta-carbonic anhydrase
-
Saccharomyces cerevisiae
carbonic anhydrase
-
Saccharomyces cerevisiae

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
940000
-
CO2
-
Saccharomyces cerevisiae

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0000151
-
4-(2-amino-pyrimidin-4-yl)-benzenesulfonamide
-
Saccharomyces cerevisiae
0.0000826
-
acetazolamide
-
Saccharomyces cerevisiae
0.0000984
-
ethoxzolamide
-
Saccharomyces cerevisiae
0.000103
-
4,5-dichloro-benzene-1,3-disulfonamide
-
Saccharomyces cerevisiae
0.000106
-
zonisamide
-
Saccharomyces cerevisiae
0.000108
-
celecoxib
-
Saccharomyces cerevisiae
0.00011
-
topiramate
-
Saccharomyces cerevisiae
0.00011
-
dorzolamide
-
Saccharomyces cerevisiae
0.000111
-
benzolamide
-
Saccharomyces cerevisiae
0.000114
-
brinzolamide
-
Saccharomyces cerevisiae
0.000119
-
methazolamide
-
Saccharomyces cerevisiae
0.000124
-
sulpiride
-
Saccharomyces cerevisiae
0.000133
-
indisulam
-
Saccharomyces cerevisiae
0.000654
-
valdecoxib
-
Saccharomyces cerevisiae
0.00102
-
sulthiame
-
Saccharomyces cerevisiae
12.5
-
saccharin
-
Saccharomyces cerevisiae

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000151
-
-
Saccharomyces cerevisiae 2-[(aminooxy)sulfinyl]-5-(2-chlorophenyl)-1,3,4-thiadiazole
0.000124
-
-
Saccharomyces cerevisiae 4-amino-N-[5-[(aminooxy)sulfinyl]-1,3,4-thiadiazol-2-yl]benzenesulfonamide
0.000154
-
-
Saccharomyces cerevisiae 4-amino-N-(2-[4-[(aminooxy)sulfinyl]phenyl]ethyl)benzenesulfonamide
0.000163
-
-
Saccharomyces cerevisiae 2-[4-[(aminooxy)sulfinyl]phenyl]ethanamine
0.000165
-
-
Saccharomyces cerevisiae 3-[4-[(aminooxy)sulfinyl]phenyl]propanoic acid
0.000166
-
-
Saccharomyces cerevisiae 4-amino-N-[4-[(aminooxy)sulfinyl]benzyl]benzenesulfonamide
0.000169
-
-
Saccharomyces cerevisiae 2,4-bis[(aminooxy)sulfinyl]-5-chloroaniline
0.000223
-
-
Saccharomyces cerevisiae 2,4-bis[(aminooxy)sulfinyl]-5-(trifluoromethyl)aniline
0.000248
-
-
Saccharomyces cerevisiae 4-[(aminooxy)sulfinyl]-2-bromoaniline
0.00036
-
-
Saccharomyces cerevisiae 5-[(aminooxy)sulfinyl]-3-methyl-1,3,4-thiadiazol-2(3H)-imine
0.000389
-
-
Saccharomyces cerevisiae 4-[(aminooxy)sulfinyl]-2-fluoroaniline
0.000433
-
-
Saccharomyces cerevisiae 1-[4-[(aminooxy)sulfinyl]phenyl]methanamine
0.000447
-
-
Saccharomyces cerevisiae 5-[(aminooxy)sulfinyl]-1,3,4-thiadiazol-2-amine
0.000457
-
-
Saccharomyces cerevisiae 4-[(aminooxy)sulfinyl]-2-chloroaniline
0.000565
-
-
Saccharomyces cerevisiae [4-[(aminooxy)sulfinyl]phenyl]methanol
0.000976
-
-
Saccharomyces cerevisiae 4-[(aminooxy)sulfinyl]-2-iodoaniline
0.00754
-
-
Saccharomyces cerevisiae 4-[(aminooxy)sulfinyl]benzoic acid
0.00897
-
-
Saccharomyces cerevisiae 2-[4-[(aminooxy)sulfinyl]phenyl]ethanol
0.0123
-
-
Saccharomyces cerevisiae 2-[(aminooxy)sulfinyl]aniline
0.0161
-
-
Saccharomyces cerevisiae 1-[(aminooxy)sulfinyl]-4-methylbenzene
0.0185
-
-
Saccharomyces cerevisiae 4-[(aminooxy)sulfinyl]aniline