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Literature summary for 4.2.1.1 extracted from

  • Winum, J.Y.; Vullo, D.; Casini, A.; Montero, J.L.; Scozzafava, A.; Supuran, C.T.
    Carbonic anhydrase inhibitors: Inhibition of transmembrane, tumor-associated isozyme IX, and cytosolic isozymes I and II with aliphatic sulfamates (2003), J. Med. Chem., 46, 5471-5477.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
CA I and CA II cDNA expressed in Escherichia coli BL21 (DE3) Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
1H,1H,2H,2H-perfluorodecyl sulfamate
-
Homo sapiens
1H,1H,2H,2H-perfluorooctyl sulfamate
-
Homo sapiens
1H,1H-perfluoroethyl sulfamate
-
Homo sapiens
1H-perfluoroisopropyl sulfamate
-
Homo sapiens
2-phenylethyl sulfamate
-
Homo sapiens
3-chloropropyl sulfamate
-
Homo sapiens
7-alpha-hydroxydehydroepiandrosterone sulfamate
-
Homo sapiens
7-oxodehydroepiandrosterone sulfamate
-
Homo sapiens
7alpha-hydroxyepiandrosterone sulfamate
-
Homo sapiens
acetazolamide
-
Homo sapiens
benzyl sulfamate
-
Homo sapiens
but-3-enyl sulfamate
-
Homo sapiens
but-3-ynyl sulfamate
-
Homo sapiens
cholesteryl sulfamate
-
Homo sapiens
cyclohexyl sulfamate
-
Homo sapiens
cyclopentyl sulfamate
-
Homo sapiens
dehydroepiandrosterone sulfamate CA II inhibitor Homo sapiens
ethoxzolamide
-
Homo sapiens
ethyl sulfamate
-
Homo sapiens
fluorenylmethyl sulfamate
-
Homo sapiens
isopropyl sulfamate
-
Homo sapiens
methazolamide
-
Homo sapiens
methyl sulfamate
-
Homo sapiens
n-butyl sulfamate
-
Homo sapiens
n-decyl sulfamate CA II inhibitor Homo sapiens
n-dodecyl sulfamate
-
Homo sapiens
n-hexadecyl sulfamate
-
Homo sapiens
n-octadecyl sulfamate
-
Homo sapiens
n-octyl sulfamate inhibition of hCA I, hCA II, and hCA IX Homo sapiens
n-pentyl sulfamate
-
Homo sapiens
n-propyl sulfamate
-
Homo sapiens
n-tetradecyl sulfamate most potent CA I inhibitor Homo sapiens
n-undecyl sulfamate
-
Homo sapiens
p-biphenylmethyl sulfamate
-
Homo sapiens
p-methylbenzyl sulfamate
-
Homo sapiens
phenyl sulfamate
-
Homo sapiens

Localization

Localization Comment Organism GeneOntology No. Textmining
cytosol isozymes I and II Homo sapiens 5829
-
membrane transmembrane tumor-associated isozyme IX Homo sapiens 16020
-

Metals/Ions

Metals/Ions Comment Organism Structure
Zn2+ zinc enzyme Homo sapiens

Natural Substrates/ Products (Substrates)

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

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Purification (Commentary)

Purification (Comment) Organism
recombinant enzymes Homo sapiens

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
H2CO3
-
Homo sapiens CO2 + H2O
-
r

Synonyms

Synonyms Comment Organism
CA
-
Homo sapiens
CA I
-
Homo sapiens
CA II
-
Homo sapiens
CA IX
-
Homo sapiens
carbonic anhydrase
-
Homo sapiens
carbonic anhydrase isozyme I
-
Homo sapiens
carbonic anhydrase isozyme II
-
Homo sapiens
carbonic anhydrase isozyme IX
-
Homo sapiens
hCA I
-
Homo sapiens
HCA II
-
Homo sapiens
hCA IX
-
Homo sapiens

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0000007
-
n-decyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.0000011
-
2-phenylethyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.0000027
-
p-methylbenzyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.0000034
-
benzyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.0000047
-
n-undecyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.000008
-
ethoxzolamide pH 7.5, 20°C, HCA II Homo sapiens
0.000009
-
n-dodecyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.00001
-
n-dodecyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.000012
-
acetazolamide pH 7.5, 20°C, HCA II Homo sapiens
0.000012
-
2-phenylethyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.000013
-
7alpha-hydroxyepiandrosterone sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.000013
-
p-methylbenzyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.000014
-
methazolamide pH 7.5, 20°C, HCA II Homo sapiens
0.000014
-
benzyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.000015
-
n-tetradecyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.000017
-
n-undecyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.000022
-
n-hexadecyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.000023
-
7-oxodehydroepiandrosterone sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.000023
-
n-decyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.000025
-
ethoxzolamide pH 7.5, 20°C, HCA I Homo sapiens
0.000025
-
acetazolamide pH 7.5, 20°C, HCA IX Homo sapiens
0.000027
-
methazolamide pH 7.5, 20°C, HCA IX Homo sapiens
0.000034
-
ethoxzolamide pH 7.5, 20°C, HCA IX Homo sapiens
0.000058
-
n-pentyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.00006
-
cyclohexyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.000065
-
7alpha-hydroxyepiandrosterone sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.00007
-
n-butyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.000076
-
7-oxodehydroepiandrosterone sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.000087
-
n-tetradecyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.000097
-
n-hexadecyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.00012
-
n-octadecyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.000126
-
n-pentyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.000129
-
n-octadecyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.000142
-
1H,1H,2H,2H-perfluorodecyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.00015
-
n-tetradecyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.00027
-
n-dodecyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.000279
-
1H-perfluoroisopropyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.000335
-
1H,1H,2H,2H-perfluorooctyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.000386
-
but-3-enyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.00043
-
n-undecyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.000458
-
1H,1H-perfluoroethyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.00053
-
n-decyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.00057
-
3-chloropropyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.000633
-
but-3-ynyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.00071
-
n-pentyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.00075
-
n-propyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.00078
-
methazolamide pH 7.5, 20°C, HCA I Homo sapiens
0.000845
-
1H,1H-perfluoroethyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.000883
-
but-3-enyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.0009
-
acetazolamide pH 7.5, 20°C, HCA I Homo sapiens
0.001
-
p-methylbenzyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.001
-
methyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.001
-
ethyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.001
-
n-propyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.001
-
isopropyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.001
-
n-butyl sulfamate pH 7.5, 20°C, HCA IX Homo sapiens
0.00158
-
1H-perfluoroisopropyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.0031
-
n-butyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.00354
-
1H-perfluoroisopropyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.0037
-
n-propyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.004
-
7alpha-hydroxyepiandrosterone sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.0041
-
2-phenylethyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.0041
-
7-oxodehydroepiandrosterone sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.0045
-
fluorenylmethylsulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.00462
-
3-chloropropyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.0055
-
ethyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.0059
-
but-3-ynyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.006
-
methyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.0076
-
benzyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.0078
-
1H,1H-perfluoroethyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.008
-
1H,1H,2H,2H-perfluorooctyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.009
-
1H,1H,2H,2H-perfluorodecyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.01
-
isopropyl sulfamate pH 7.5, 20°C, HCA II Homo sapiens
0.038
-
ethyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.038
-
fluorenylmethyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.04
-
methyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.058
-
n-hexadecyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.059
-
cyclohexyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.065
-
n-octadecyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.4
-
1H,1H,2H,2H-perfluorooctyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.69
-
isopropyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.8
-
but-3-enyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
0.99
-
but-3-ynyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens
1
-
1H,1H,2H,2H-perfluorodecyl sulfamate pH 7.5, 20°C, HCA I Homo sapiens