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Information on EC 4.2.1.1 - carbonic anhydrase and Organism(s) Mycobacterium tuberculosis and UniProt Accession P96878

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EC Tree
     4 Lyases
         4.2 Carbon-oxygen lyases
             4.2.1 Hydro-lyases
                4.2.1.1 carbonic anhydrase
IUBMB Comments
The enzyme catalyses the reversible hydration of gaseous CO2 to carbonic acid, which dissociates to give hydrogencarbonate above neutral pH. It is widespread and found in archaea, bacteria, and eukaryotes. Three distinct classes exist, and appear to have evolved independently. Contains zinc.
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This record set is specific for:
Mycobacterium tuberculosis
UNIPROT: P96878
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Word Map
The taxonomic range for the selected organisms is: Mycobacterium tuberculosis
The enzyme appears in selected viruses and cellular organisms
Reaction Schemes
Synonyms
carbonic anhydrase, ca ix, ca ii, hca ii, hca i, carbonic anhydrase ix, carbonic anhydrase ii, hca ix, ca iv, anhydrase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
beta-carbonic anhydrase
-
anhydrase
-
-
-
-
beta-carbonic anhydrase
-
-
CA
-
-
-
-
CA-IX
-
-
-
-
CA-VA
-
-
-
-
CA-VB
-
-
-
-
CA-VI
-
-
-
-
CA-VII
-
-
-
-
CA-XII
-
-
-
-
CA-XIV
-
-
-
-
CA1
-
-
-
-
CA2
-
-
-
-
CAIX
-
-
-
-
carbonate anhydrase
-
-
-
-
Carbonate dehydratase
-
-
-
-
Carbonate dehydratase IX
-
-
-
-
Carbonate dehydratase VA
-
-
-
-
Carbonate dehydratase VB
-
-
-
-
Carbonate dehydratase VI
-
-
-
-
Carbonate dehydratase VII
-
-
-
-
Carbonate dehydratase XII
-
-
-
-
Carbonate dehydratase XIV
-
-
-
-
carbonic acid anhydrase
-
-
-
-
carbonic anhydrase
carbonic dehydratase
-
-
-
-
carboxyanhydrase
-
-
-
-
dehydratase, carbonate
-
-
-
-
Membrane antigen MN
-
-
-
-
P54/58N
-
-
-
-
pMW1
-
-
-
-
RCC-associated antigen G250
-
-
-
-
Renal cell carcinoma-associated antigen G250
-
-
-
-
Salivary carbonic anhydrase
-
-
-
-
Secreted carbonic anhydrase
-
-
-
-
Tumor antigen HOM-RCC-3.1.3
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
elimination
-
-
-
-
addition
-
-
-
-
PATHWAY SOURCE
PATHWAYS
-
-, -, -, -, -, -, -, -, -
SYSTEMATIC NAME
IUBMB Comments
carbonic acid hydro-lyase (carbon-dioxide-forming)
The enzyme catalyses the reversible hydration of gaseous CO2 to carbonic acid, which dissociates to give hydrogencarbonate above neutral pH. It is widespread and found in archaea, bacteria, and eukaryotes. Three distinct classes exist, and appear to have evolved independently. Contains zinc.
CAS REGISTRY NUMBER
COMMENTARY hide
9001-03-0
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
H2CO3
CO2 + H2O
show the reaction diagram
-
-
-
r
CO2 + H2O
H2CO3
show the reaction diagram
-
-
-
-
r
additional information
?
-
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
H2CO3
CO2 + H2O
show the reaction diagram
-
-
-
r
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Zn2+
required, metalloenzyme
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
-
(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
-
2-(3-hydroxyphenyl)ethyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
-
2-(3-hydroxyphenyl)ethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
-
2-(4-hydroxyphenyl)ethyl (2E)-3-(3-hydroperoxy-4-hydroxyphenyl)prop-2-enoate
-
2-(4-hydroxyphenyl)ethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
-
2-[3-[2-(3-hydroxyphenyl)ethoxy]phenyl]ethyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
2-[4-[2-(4-hydroxyphenyl)ethoxy]phenyl]ethyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
-
benzyl (2E)-3-(3-hydroperoxy-4-hydroxyphenyl)prop-2-enoate
-
2-amino-pyrimidin-4-yl-sulfanilamide
-
best inhibitor
2-aminobenzenesulfonamide
-
-
3-(4-sulfamoylphenyl)propanoic acid
-
-
3-bromosulfanilamide
-
-
4,5-dichloro-benzene-1,3-disulfonamide
-
-
4-(2-aminoethyl)benzenesulfonamide
-
-
4-(2-hydroxyethyl)benzenesulfonamide
-
-
4-(aminomethyl)benzenesulfonamide
-
-
4-(hydroxymethyl)benzenesulfonamide
-
-
4-amino-3-bromobenzenesulfonamide
-
-
4-amino-3-chlorobenzenesulfonamide
-
-
4-amino-3-fluorobenzenesulfonamide
-
-
4-amino-3-iodobenzenesulfonamide
-
-
4-amino-6-(trifluoromethyl)benzene-1,3-disulfonamide
-
-
4-amino-6-chlorobenzene-1,3-disulfonamide
-
-
4-amino-N-(4-sulfamoylbenzyl)benzenesulfonamide
-
-
4-amino-N-[2-(4-sulfamoylphenyl)ethyl]benzenesulfonamide
-
-
4-Aminobenzenesulfonamide
-
-
4-methylbenzenesulfonamide
-
-
4-sulfamoylbenzoic acid
-
-
4-[(2-aminopyrimidin-4-yl)amino]benzenesulfonamide
-
-
5-(2-chlorophenyl)-1,3,4-thiadiazole-2-sulfonamide
-
-
5-amino-1,3,4-thiadiazole-2-sulfonamide
-
-
5-imino-4-methyl-4,5-dihydro-1,3,4-thiadiazole-2-sulfonamide
-
-
5-[[(4-aminophenyl)sulfonyl]amino]-1,3,4-thiadiazole-2-sulfonamide
-
-
acetazolamide
brinzolamide
dichlorophenamide
-
effective, submicromolar inhibition
dorzolamide
ethoxzolamide
methazolamide
zonisamide
additional information
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
390000 - 430000
CO2
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
37000 - 40000
CO2
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00536 - 0.0067
(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
0.0024 - 0.00713
(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
0.00232 - 0.0054
2-(3-hydroxyphenyl)ethyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
0.0023 - 0.00609
2-(3-hydroxyphenyl)ethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
0.0032 - 0.00726
2-(4-hydroxyphenyl)ethyl (2E)-3-(3-hydroperoxy-4-hydroxyphenyl)prop-2-enoate
0.00187 - 0.00513
2-(4-hydroxyphenyl)ethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
0.00395 - 0.00803
2-[3-[2-(3-hydroxyphenyl)ethoxy]phenyl]ethyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
0.0051 - 0.00713
2-[4-[2-(4-hydroxyphenyl)ethoxy]phenyl]ethyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
0.00269 - 0.00605
4-coumaric acid
0.00319 - 0.00705
benzyl (2E)-3-(3-hydroperoxy-4-hydroxyphenyl)prop-2-enoate
0.00184 - 0.00504
benzyl 4-coumarate
0.000091
2-amino-pyrimidin-4-yl-sulfanilamide
-
at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl
0.00624 - 0.00923
2-aminobenzenesulfonamide
0.00783 - 0.00793
3-(4-sulfamoylphenyl)propanoic acid
0.000872
4,5-dichloro-benzene-1,3-disulfonamide
-
at 20°C and pH 8.3, in 20 mM Tris-HCl buffer and 20 mM NaCl
0.00342 - 0.00956
4-(2-aminoethyl)benzenesulfonamide
0.00251 - 0.00551
4-(2-hydroxyethyl)benzenesulfonamide
0.00733 - 0.00869
4-(aminomethyl)benzenesulfonamide
0.00782 - 0.00956
4-(hydroxymethyl)benzenesulfonamide
0.000186 - 0.00732
4-amino-3-bromobenzenesulfonamide
0.00151 - 0.00752
4-amino-3-chlorobenzenesulfonamide
0.0079 - 0.00874
4-amino-3-fluorobenzenesulfonamide
0.00581 - 0.00771
4-amino-3-iodobenzenesulfonamide
0.00235 - 0.0081
4-amino-6-(trifluoromethyl)benzene-1,3-disulfonamide
0.00172 - 0.0217
4-amino-6-chlorobenzene-1,3-disulfonamide
0.000612 - 0.00221
4-amino-N-(4-sulfamoylbenzyl)benzenesulfonamide
0.00017 - 0.000853
4-amino-N-[2-(4-sulfamoylphenyl)ethyl]benzenesulfonamide
0.00711 - 0.00984
4-Aminobenzenesulfonamide
0.00492 - 0.00702
4-methylbenzenesulfonamide
0.0074 - 0.00821
4-sulfamoylbenzoic acid
0.000091 - 0.00075
4-[(2-aminopyrimidin-4-yl)amino]benzenesulfonamide
0.00748 - 0.0076
5-(2-chlorophenyl)-1,3,4-thiadiazole-2-sulfonamide
0.00763 - 0.01154
5-amino-1,3,4-thiadiazole-2-sulfonamide
0.00792 - 0.01265
5-imino-4-methyl-4,5-dihydro-1,3,4-thiadiazole-2-sulfonamide
0.000905 - 0.0031
5-[[(4-aminophenyl)sulfonyl]amino]-1,3,4-thiadiazole-2-sulfonamide
0.000104 - 0.000481
acetazolamide
0.000338 - 0.00081
benzolamide
0.000201 - 0.000839
brinzolamide
0.00776 - 0.01035
celecoxib
0.000611
dichlorophenamide
-
at 20°C, pH 8.3, in 20 mM Tris-HCl and 20 mM NaCl
0.000137 - 0.000744
dorzolamide
0.000594 - 0.00103
ethoxzolamide
0.000097 - 0.00784
indisulam
0.000562 - 0.000781
methazolamide
0.00715 - 0.00796
saccharin
0.0023 - 0.00792
sulpiride
0.00516 - 0.00672
sulthiame
0.000612 - 0.00302
topiramate
0.00781 - 0.01297
valdecoxib
0.000208 - 0.02868
zonisamide
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dimer
beta-CAs act as dimeric structures
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
glutathione Sepharose 4B column chromatography and sulfonamide affinity chromatography
-
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli
-
expressed in Escherichia coli BL21(DE3) cells
-
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Minakuchi, T.; Nishimori, I.; Vullo, D.; Scozzafava, A.; Supuran, C.T.
Molecular cloning, characterization, and inhibition studies of the Rv1284 beta-carbonic anhydrase from Mycobacterium tuberculosis with sulfonamides and a sulfamate
J. Med. Chem.
52
2226-2232
2009
Mycobacterium tuberculosis
Manually annotated by BRENDA team
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
J. Med. Chem.
52
3116-3120
2009
Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv
Manually annotated by BRENDA team
Cau, Y.; Mori, M.; Supuran, C.T.; Botta, M.
Mycobacterial carbonic anhydrase inhibition with phenolic acids and esters kinetic and computational investigations
Org. Biomol. Chem.
14
8322-8330
2016
Mycobacterium tuberculosis (P96878), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P96878), Mycobacterium tuberculosis ATCC 25618 (P96878)
Manually annotated by BRENDA team