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Sequence of CAH2_HUMAN

EC Number:4.2.1.69

EC Number
Recommended Name
Accession Code
Organism
No of amino acids
Molecular Weight [Da]
Source
cyanamide hydratase
P00918
Homo sapiens
260
29246
Reaction
urea = cyanamide + H2O
Other sequences found for EC No. 4.2.1.69

General information:

Sequence
show sequence in fasta format
  0 MSHHWGYGKH NGPEHWHKDF PIAKGERQSP VDIDTHTAKY DPSLKPLSVS YDQATSLRIL
 60 NNGHAFNVEF DDSQDKAVLK GGPLDGTYRL IQFHFHWGSL DGQGSEHTVD KKKYAAELHL
120 VHWNTKYGDF GKAVQQPDGL AVLGIFLKVG SAKPGLQKVV DVLDSIKTKG KSADFTNFDP
180 RGLLPESLDY WTYPGSLTTP PLLECVTWIV LKEPISVSSE QVLKFRKLNF NGEGEPEELM
240 VDNWRPAQPL KNRQIKASFK
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Sequence related references
Sequence Reference
Authors
Title
Journal
Volume
Pages
Year
PubMed ID
397376
Montgomery J.C.,Venta P.J.,Tashian R.E.,Hewett-Emmett D.
Nucleotide sequence of human liver carbonic anhydrase II cDNA.
Nucleic Acids Res.
15
4687-4687
1987
397377
Murakami H.,Marelich G.P.,Grubb J.H.,Kyle J.W.,Sly W.S.
Cloning, expression, and sequence homologies of cDNA for human carbonic anhydrase II.
Genomics
1
159-166
1987
397379
Ota T.,Suzuki Y.,Nishikawa T.,Otsuki T.,Sugiyama T.,Irie R.,Wakamatsu A.,Hayashi K.,Sato H.,Nagai K.,Kimura K.,Makita H.,Sekine M.,Obayashi M.,Nishi T.,Shibahara T.,Tanaka T.,Ishii S.,Yamamoto J.,Saito K.,Kawai Y.,Isono Y.,Nakamura Y.,Nagahari K.,Murakami K.,Yasuda T.,Iwayanagi T.,Wagatsuma M.,Shiratori A.,Sudo H.,Hosoiri T.,Kaku Y.,Kodaira H.,Kondo H.,Sugawara M.,Takahashi M.,Kanda K.,Yokoi T.,Furuya T.,Kikkawa E.,Omura Y.,Abe K.,Kamihara K.,Katsuta N.,Sato K.,Tanikawa M.,Yamazaki M.,Ninomiya K.,Ishibashi T.,Yamashita H.,Murakawa K.,Fujimori K.,Tanai H.,Kimata M.,Watanabe M.,Hiraoka S.,Chiba Y.,Ishida S.,Ono Y.,Takiguchi S.,Watanabe S.,Yosida M.,Hotuta T.,Kusano J.,Kanehori K.,Takahashi-Fujii A.,Hara H.,Tanase T.-O.,Nomura Y.,Togiya S.,Komai F.,Hara R.,Takeuchi K.,Arita M.,Imose N.,Musashino K.,Yuuki H.,Oshima A.,Sasaki N.,Aotsuka S.,Yoshikawa Y.,Matsunawa H.,Ichihara T.,Shiohata N.,Sano S.,Moriya S.,Momiyama H.,Satoh N.,Takami S.,Terashima Y.,Suzuki O.,Nakagawa S.,Senoh A.,Mizoguchi H.,Goto Y.,Shimizu F.,Wakebe H.,Hishigaki H.,Watanabe T.,Sugiyama A.,Takemoto M.,Kawakami B.,Yamazaki M.,Watanabe K.,Kumagai A.,Itakura S.,Fukuzumi Y.,Fujimori Y.,Komiyama M.,Tashiro H.,Tanigami A.,Fujiwara T.,Ono T.,Yamada K.,Fujii Y.,Ozaki K.,Hirao M.,Ohmori Y.,Kawabata A.,Hikiji T.,Kobatake N.,Inagaki H.,Ikema Y.,Okamoto S.,Okitani R.,Kawakami T.,Noguchi S.,Itoh T.,Shigeta K.,Senba T.,Matsumura K.,Nakajima Y.,Mizuno T.,Morinaga M.,Sasaki M.,Togashi T.,Oyama M.,Hata H.,Watanabe M.,Komatsu T.,Mizushima-Sugano J.,Satoh T.,Shirai Y.,Takahashi Y.,Nakagawa K.,Okumura K.,Nagase T.,Nomura N.,Kikuchi H.,Masuho Y.,Yamashita R.,Nakai K.,Yada T.,Nakamura Y.,Ohara O.,Isogai T.,Sugano S.
Complete sequencing and characterization of 21,243 full-length human cDNAs.
Nat. Genet.
36
40-45
2004
397381
The status, quality, and expansion of the NIH full-length cDNA project: the Mammalian Gene Collection (MGC).
Genome Res.
14
2121-2127
2004
397382
Lin K.-T.D.,Deutsch H.F.
Human carbonic anhydrases. XII. The complete primary structure of the C isozyme.
J. Biol. Chem.
249
2329-2337
1974
397383
Henderson L.E.,Henriksson D.,Nyman P.O.
Primary structure of human carbonic anhydrase C.
J. Biol. Chem.
251
5457-5463
1976
397384
Venta P.J.,Montgomery J.C.,Hewett-Emmett D.,Tashian R.E.
Comparison of the 5' regions of human and mouse carbonic anhydrase II genes and identification of possible regulatory elements.
Biochim. Biophys. Acta
826
195-201
1985
397385
Alvarez B.V.,Loiselle F.B.,Supuran C.T.,Schwartz G.J.,Casey J.R.
Direct extracellular interaction between carbonic anhydrase IV and the human NBC1 sodium/bicarbonate co-transporter.
Biochemistry
42
12321-12329
2003
397386
Loiselle F.B.,Morgan P.E.,Alvarez B.V.,Casey J.R.
Regulation of the human NBC3 Na+/HCO3- cotransporter by carbonic anhydrase II and PKA.
Am. J. Physiol.
286
0-0
2004
397387
Pushkin A.,Abuladze N.,Gross E.,Newman D.,Tatishchev S.,Lee I.,Fedotoff O.,Bondar G.,Azimov R.,Ngyuen M.,Kurtz I.
Molecular mechanism of kNBC1-carbonic anhydrase II interaction in proximal tubule cells.
J. Physiol. (Lond.)
559
55-65
2004
397388
Alvarez B.V.,Vilas G.L.,Casey J.R.
Metabolon disruption: a mechanism that regulates bicarbonate transport.
EMBO J.
24
2499-2511
2005
397389
Temperini C.,Innocenti A.,Guerri A.,Scozzafava A.,Rusconi S.,Supuran C.T.
Phosph(on)ate as a zinc-binding group in metalloenzyme inhibitors: X-ray crystal structure of the antiviral drug foscarnet complexed to human carbonic anhydrase I.
Bioorg. Med. Chem. Lett.
17
2210-2215
2007
397390
Di Fiore A.,Monti S.M.,Hilvo M.,Parkkila S.,Romano V.,Scaloni A.,Pedone C.,Scozzafava A.,Supuran C.T.,De Simone G.
Crystal structure of human carbonic anhydrase XIII and its complex with the inhibitor acetazolamide.
Proteins
74
164-175
2009
397391
Burkard T.R.,Planyavsky M.,Kaupe I.,Breitwieser F.P.,Buerckstuemmer T.,Bennett K.L.,Superti-Furga G.,Colinge J.
Initial characterization of the human central proteome.
BMC Syst. Biol.
5
17-17
2011
397392
Bian Y.,Song C.,Cheng K.,Dong M.,Wang F.,Huang J.,Sun D.,Wang L.,Ye M.,Zou H.
An enzyme assisted RP-RPLC approach for in-depth analysis of human liver phosphoproteome.
J. Proteomics
96
253-262
2014
397393
Liljas A.,Kannan K.K.,Bergsten P.-C.,Waara I.,Fridborg K.,Strandberg B.,Carlbom U.,Jaerup L.,Loevgren S.,Petef M.
Crystal structure of human carbonic anhydrase C.
Nature New Biol.
235
131-137
1972
397394
Eriksson A.E.,Jones T.A.,Liljas A.
Refined structure of human carbonic anhydrase II at 2.0-A resolution.
Proteins
4
274-282
1988
397395
Eriksson A.E.,Kylsten P.M.,Jones T.A.,Liljas A.
Crystallographic studies of inhibitor binding sites in human carbonic anhydrase II: a pentacoordinated binding of the SCN-ion to the zinc at high pH.
Proteins
4
283-293
1988
397396
Krebs J.F.,Fierke C.A.,Alexander R.S.,Christianson D.W.
Conformational mobility of His-64 in the Thr-200TO: human carbonic anhydrase II.
Biochemistry
30
9153-9160
1991
397397
Alexander R.S.,Nair S.K.,Christianson D.W.
Engineering the hydrophobic pocket of carbonic anhydrase II.
Biochemistry
30
11064-11072
1991
397398
Nair S.K.,Calderone T.L.,Christianson D.W.,Fierke C.A.
Altering the mouth of a hydrophobic pocket. Structure and kinetics of human carbonic anhydrase II mutants at residue Val-121.
J. Biol. Chem.
266
17320-17325
1991
397399
Mangani S.,Haakansson K.
Crystallographic studies of the binding of protonated and unprotonated inhibitors to carbonic anhydrase using hydrogen sulphide and nitrate anions.
Eur. J. Biochem.
210
867-871
1992
397400
Haakansson K.,Carlsson M.,Svensson L.A.,Liljas A.
Structure of native and apo carbonic anhydrase II and structure of some of its anion-ligand complexes.
J. Mol. Biol.
227
1192-1204
1992
397401
Haakansson K.,Wehnert A.
Structure of cobalt carbonic anhydrase complexed with bicarbonate.
J. Mol. Biol.
228
1212-1218
1992
397402
Alexander R.S.,Kiefer L.L.,Fierke C.A.,Christianson D.W.
Engineering the zinc binding site of human carbonic anhydrase II: structure of the His-94-->Cys apoenzyme in a new crystalline form.
Biochemistry
32
1510-1518
1993
397403
Nair S.K.,Christianson D.W.
Structural consequences of hydrophilic amino acid substitutions in the hydrophobic pocket of human carbonic anhydrase II.
Biochemistry
32
4506-4514
1993
397404
Ippolito J.A.,Christianson D.W.
Structure of an engineered His3Cys zinc binding site in human carbonic anhydrase II.
Biochemistry
32
9901-9905
1993
397405
Tweedy N.B.,Nair S.K.,Paterno S.A.,Fierke C.A.,Christianson D.W.
Structure and energetics of a non-proline cis-peptidyl linkage in a proline-202-->alanine carbonic anhydrase II variant.
Biochemistry
32
10944-10949
1993
397406
Joensson B.M.,Haakansson K.,Liljas A.
The structure of human carbonic anhydrase II in complex with bromide and azide.
FEBS Lett.
322
186-190
1993
397407
Krebs J.F.,Ippolito J.A.,Christianson D.W.,Fierke C.A.
Structural and functional importance of a conserved hydrogen bond network in human carbonic anhydrase II.
J. Biol. Chem.
268
27458-27466
1993
397408
Mangani S.,Liljas A.
Crystal structure of the complex between human carbonic anhydrase II and the aromatic inhibitor 1,2,4-triazole.
J. Mol. Biol.
232
9-14
1993
397409
Xue Y.,Vidgren J.,Svensson L.A.,Liljas A.,Jonsson B.H.,Lindskog S.
Crystallographic analysis of Thr-200-->His human carbonic anhydrase II and its complex with the substrate, HCO3-.
Proteins
15
80-87
1993
397410
Xue Y.,Liljas A.,Jonsson B.H.,Lindskog S.
Structural analysis of the zinc hydroxide-Thr-199-Glu-106 hydrogen-bond network in human carbonic anhydrase II.
Proteins
17
93-106
1993
397411
Haakansson K.,Wehnert A.,Liljas A.
X-ray analysis of metal-substituted human carbonic anhydrase II derivatives.
Acta Crystallogr. D
50
93-100
1994
397412
Haakansson K.,Briand C.,Zaitsev V.,Xue Y.,Liljas A.
Wild-type and E106Q mutant carbonic anhydrase complexed with acetate.
Acta Crystallogr. D
50
101-104
1994
397413
Ippolito J.A.,Christianson D.W.
Structural consequences of redesigning a protein-zinc binding site.
Biochemistry
33
15241-15249
1994
397414
Haakansson K.,Liljas A.
The structure of a complex between carbonic anhydrase II and a new inhibitor, trifluoromethane sulphonamide.
FEBS Lett.
350
319-322
1994
397415
Smith G.M.,Alexander R.S.,Christianson D.W.,McKeever B.M.,Ponticello G.S.,Springer J.P.,Randall W.C.,Baldwin J.J.,Habecker C.N.
Positions of His-64 and a bound water in human carbonic anhydrase II upon binding three structurally related inhibitors.
Protein Sci.
3
118-125
1994
397416
Nair S.K.,Krebs J.F.,Christianson D.W.,Fierke C.A.
Structural basis of inhibitor affinity to variants of human carbonic anhydrase II.
Biochemistry
34
3981-3989
1995
397417
Boriack P.A.,Christianson D.W.,Kingery-Wood J.,Whitesides G.M.
Secondary interactions significantly removed from the sulfonamide binding pocket of carbonic anhydrase II influence inhibitor binding constants.
J. Med. Chem.
38
2286-2291
1995
397418
Ippolito J.A.,Baird T.T. Jr.,McGee S.A.,Christianson D.W.,Fierke C.A.
Structure-assisted redesign of a protein-zinc-binding site with femtomolar affinity.
Proc. Natl. Acad. Sci. U.S.A.
92
5017-5021
1995
397419
Huang C.C.,Lesburg C.A.,Kiefer L.L.,Fierke C.A.,Christianson D.W.
Reversal of the hydrogen bond to zinc ligand histidine-119 dramatically diminishes catalysis and enhances metal equilibration kinetics in carbonic anhydrase II.
Biochemistry
35
3439-3446
1996
397420
Scolnick L.R.,Christianson D.W.
X-ray crystallographic studies of alanine-65 variants of carbonic anhydrase II reveal the structural basis of compromised proton transfer in catalysis.
Biochemistry
35
16429-16434
1996
397421
Nair S.K.,Elbaum D.,Christianson D.W.
Unexpected binding mode of the sulfonamide fluorophore 5-dimethylamino-1-naphthalene sulfonamide to human carbonic anhydrase II. Implications for the development of a zinc biosensor.
J. Biol. Chem.
271
1003-1007
1996
397422
Briganti F.,Mangani S.,Orioli P.,Scozzafava A.,Vernaglione G.,Supuran C.T.
Carbonic anhydrase activators: X-ray crystallographic and spectroscopic investigations for the interaction of isozymes I and II with histamine.
Biochemistry
36
10384-10392
1997
397423
Lesburg C.A.,Huang C.,Christianson D.W.,Fierke C.A.
Histidine --> carboxamide ligand substitutions in the zinc binding site of carbonic anhydrase II alter metal coordination geometry but retain catalytic activity.
Biochemistry
36
15780-15791
1997
397424
Stams T.,Chen Y.,Boriack-Sjodin P.A.,Hurt J.D.,Liao J.,May J.A.,Dean T.,Laipis P.,Silverman D.N.,Christianson D.W.
Structures of murine carbonic anhydrase IV and human carbonic anhydrase II complexed with brinzolamide: molecular basis of isozyme-drug discrimination.
Protein Sci.
7
556-563
1998
397425
Boriack-Sjodin P.A.,Zeitlin S.,Chen H.H.,Crenshaw L.,Gross S.,Dantanarayana A.,Delgado P.,May J.A.,Dean T.,Christianson D.W.
Structural analysis of inhibitor binding to human carbonic anhydrase II.
Protein Sci.
7
2483-2489
1998
397426
Briganti F.,Mangani S.,Scozzafava A.,Vernaglione G.,Supuran C.T.
Carbonic anhydrase catalyzes cyanamide hydration to urea: is it mimicking the physiological reaction?
J. Biol. Inorg. Chem.
4
528-536
1999
397427
Guerri A.,Briganti F.,Scozzafava A.,Supuran C.T.,Mangani S.
Mechanism of cyanamide hydration catalyzed by carbonic anhydrase II suggested by cryogenic X-ray diffraction.
Biochemistry
39
12391-12397
2000
397428
Cox J.D.,Hunt J.A.,Compher K.M.,Fierke C.A.,Christianson D.W.
Structural influence of hydrophobic core residues on metal binding and specificity in carbonic anhydrase II.
Biochemistry
39
13687-13694
2000
397429
Duda D.,Tu C.,Qian M.,Laipis P.,Agbandje-McKenna M.,Silverman D.N.,McKenna R.
Structural and kinetic analysis of the chemical rescue of the proton transfer function of carbonic anhydrase II.
Biochemistry
40
1741-1748
2001
397430
Kim C.Y.,Chandra P.P.,Jain A.,Christianson D.W.
Fluoroaromatic-fluoroaromatic interactions between inhibitors bound in the crystal lattice of human carbonic anhydrase II.
J. Am. Chem. Soc.
123
9620-9627
2001
397431
Recacha R.,Costanzo M.J.,Maryanoff B.E.,Chattopadhyay D.
Crystal structure of human carbonic anhydrase II complexed with an anti-convulsant sugar sulphamate.
Biochem. J.
361
437-441
2002
397432
Huang S.,Sjoeblom B.,Sauer-Eriksson A.E.,Jonsson B.H.
Organization of an efficient carbonic anhydrase: implications for the mechanism based on structure-function studies of a T199P/C206S mutant.
Biochemistry
41
7628-7635
2002
397433
Tu C.,Qian M.,An H.,Wadhwa N.R.,Duda D.,Yoshioka C.,Pathak Y.,McKenna R.,Laipis P.J.,Silverman D.N.
Kinetic analysis of multiple proton shuttles in the active site of human carbonic anhydrase.
J. Biol. Chem.
277
38870-38876
2002
397434
Kim C.Y.,Whittington D.A.,Chang J.S.,Liao J.,May J.A.,Christianson D.W.
Structural aspects of isozyme selectivity in the binding of inhibitors to carbonic anhydrases II and IV.
J. Med. Chem.
45
888-893
2002
397435
Grueneberg S.,Stubbs M.T.,Klebe G.
Successful virtual screening for novel inhibitors of human carbonic anhydrase: strategy and experimental confirmation.
J. Med. Chem.
45
3588-3602
2002
397436
Grzybowski B.A.,Ishchenko A.V.,Kim C.Y.,Topalov G.,Chapman R.,Christianson D.W.,Whitesides G.M.,Shakhnovich E.I.
Combinatorial computational method gives new picomolar ligands for a known enzyme.
Proc. Natl. Acad. Sci. U.S.A.
99
1270-1273
2002
397437
Duda D.,Govindasamy L.,Agbandje-McKenna M.,Tu C.,Silverman D.N.,McKenna R.
The refined atomic structure of carbonic anhydrase II at 1.05 A resolution: implications of chemical rescue of proton transfer.
Acta Crystallogr. D
59
93-104
2003
397438
Weber A.,Casini A.,Heine A.,Kuhn D.,Supuran C.T.,Scozzafava A.,Klebe G.
Unexpected nanomolar inhibition of carbonic anhydrase by COX-2-selective celecoxib: new pharmacological opportunities due to related binding site recognition.
J. Med. Chem.
47
550-557
2004
397439
Lloyd M.D.,Pederick R.L.,Natesh R.,Woo L.W.,Purohit A.,Reed M.J.,Acharya K.R.,Potter B.V.
Crystal structure of human carbonic anhydrase II at 1.95 A resolution in complex with 667-coumate, a novel anti-cancer agent.
Biochem. J.
385
715-720
2005
397440
Fisher Z.,Hernandez Prada J.A.,Tu C.,Duda D.,Yoshioka C.,An H.,Govindasamy L.,Silverman D.N.,McKenna R.
Structural and kinetic characterization of active-site histidine as a proton shuttle in catalysis by human carbonic anhydrase II.
Biochemistry
44
1097-1105
2005
397441
Lloyd M.D.,Thiyagarajan N.,Ho Y.T.,Woo L.W.,Sutcliffe O.B.,Purohit A.,Reed M.J.,Acharya K.R.,Potter B.V.
First crystal structures of human carbonic anhydrase II in complex with dual aromatase-steroid sulfatase inhibitors.
Biochemistry
44
6858-6866
2005
397442
Temperini C.,Scozzafava A.,Puccetti L.,Supuran C.T.
Carbonic anhydrase activators: X-ray crystal structure of the adduct of human isozyme II with L-histidine as a platform for the design of stronger activators.
Bioorg. Med. Chem. Lett.
15
5136-5141
2005
397443
Menchise V.,De Simone G.,Alterio V.,Di Fiore A.,Pedone C.,Scozzafava A.,Supuran C.T.
Carbonic anhydrase inhibitors: stacking with Phe131 determines active site binding region of inhibitors as exemplified by the X-ray crystal structure of a membrane-impermeant antitumor sulfonamide complexed with isozyme II.
J. Med. Chem.
48
5721-5727
2005
397444
Bhatt D.,Tu C.,Fisher S.Z.,Hernandez Prada J.A.,McKenna R.,Silverman D.N.
Proton transfer in a Thr200His mutant of human carbonic anhydrase II.
Proteins
61
239-245
2005
397445
Budayova-Spano M.,Fisher S.Z.,Dauvergne M.T.,Agbandje-McKenna M.,Silverman D.N.,Myles D.A.,McKenna R.
Production and X-ray crystallographic analysis of fully deuterated human carbonic anhydrase II.
Acta Crystallogr. F
62
6-9
2006
397446
Fisher S.Z.,Govindasamy L.,Boyle N.,Agbandje-McKenna M.,Silverman D.N.,Blackburn G.M.,McKenna R.
X-ray crystallographic studies reveal that the incorporation of spacer groups in carbonic anhydrase inhibitors causes alternate binding modes.
Acta Crystallogr. F
62
618-622
2006
397447
Di Fiore A.,Pedone C.,D'Ambrosio K.,Scozzafava A.,De Simone G.,Supuran C.T.
Carbonic anhydrase inhibitors: Valdecoxib binds to a different active site region of the human isoform II as compared to the structurally related cyclooxygenase II 'selective' inhibitor celecoxib.
Bioorg. Med. Chem. Lett.
16
437-442
2006
397448
Temperini C.,Innocenti A.,Scozzafava A.,Supuran C.T.
N-hydroxyurea -- a versatile zinc binding function in the design of metalloenzyme inhibitors.
Bioorg. Med. Chem. Lett.
16
4316-4320
2006
397449
Menchise V.,De Simone G.,Di Fiore A.,Scozzafava A.,Supuran C.T.
Carbonic anhydrase inhibitors: X-ray crystallographic studies for the binding of 5-amino-1,3,4-thiadiazole-2-sulfonamide and 5-(4-amino-3-chloro-5-fluorophenylsulfonamido)-1,3,4-thiadiazole-2-sulfonamide to human isoform II.
Bioorg. Med. Chem. Lett.
16
6204-6208
2006
397450
Temperini C.,Scozzafava A.,Vullo D.,Supuran C.T.
Carbonic anhydrase activators. Activation of isozymes I, II, IV, VA, VII, and XIV with l- and d-histidine and crystallographic analysis of their adducts with isoform II: engineering proton-transfer processes within the active site of an enzyme.
Chemistry
12
7057-7066
2006
397451
Jude K.M.,Banerjee A.L.,Haldar M.K.,Manokaran S.,Roy B.,Mallik S.,Srivastava D.K.,Christianson D.W.
Ultrahigh resolution crystal structures of human carbonic anhydrases I and II complexed with 'two-prong' inhibitors reveal the molecular basis of high affinity.
J. Am. Chem. Soc.
128
3011-3018
2006
397452
Alterio V.,Vitale R.M.,Monti S.M.,Pedone C.,Scozzafava A.,Cecchi A.,De Simone G.,Supuran C.T.
Carbonic anhydrase inhibitors: X-ray and molecular modeling study for the interaction of a fluorescent antitumor sulfonamide with isozyme II and IX.
J. Am. Chem. Soc.
128
8329-8335
2006
397453
Temperini C.,Scozzafava A.,Vullo D.,Supuran C.T.
Carbonic anhydrase activators. Activation of isoforms I, II, IV, VA, VII, and XIV with L- and D-phenylalanine and crystallographic analysis of their adducts with isozyme II: stereospecific recognition within the active site of an enzyme and its consequences for the drug design.
J. Med. Chem.
49
3019-3027
2006
397454
De Simone G.,Vitale R.M.,Di Fiore A.,Pedone C.,Scozzafava A.,Montero J.-L.,Winum J.-Y.,Supuran C.T.
Carbonic anhydrase inhibitors: Hypoxia-activatable sulfonamides incorporating disulfide bonds that target the tumor-associated isoform IX.
J. Med. Chem.
49
5544-5551
2006
397455
Winum J.Y.,Temperini C.,El Cheikh K.,Innocenti A.,Vullo D.,Ciattini S.,Montero J.-L.,Scozzafava A.,Supuran C.T.
Carbonic anhydrase inhibitors: clash with Ala65 as a means for designing inhibitors with low affinity for the ubiquitous isozyme II, exemplified by the crystal structure of the topiramate sulfamide analogue.
J. Med. Chem.
49
7024-7031
2006
397456
Leese M.P.,Leblond B.,Smith A.,Newman S.P.,Di Fiore A.,De Simone G.,Supuran C.T.,Purohit A.,Reed M.J.,Potter B.V.
2-substituted estradiol bis-sulfamates, multitargeted antitumor agents: synthesis, in vitro SAR, protein crystallography, and in vivo activity.
J. Med. Chem.
49
7683-7696
2006
397457
Koehler K.,Hillebrecht A.,Schulze Wischeler J.,Innocenti A.,Heine A.,Supuran C.T.,Klebe G.
Saccharin inhibits carbonic anhydrases: possible explanation for its unpleasant metallic aftertaste.
Angew. Chem. Int. Ed. Engl.
46
7697-7699
2007
397458
Fisher S.Z.,Maupin C.M.,Budayova-Spano M.,Govindasamy L.,Tu C.,Agbandje-McKenna M.,Silverman D.N.,Voth G.A.,McKenna R.
Atomic crystal and molecular dynamics simulation structures of human carbonic anhydrase II: insights into the proton transfer mechanism.
Biochemistry
46
2930-2937
2007
397459
Fisher S.Z.,Tu C.,Bhatt D.,Govindasamy L.,Agbandje-McKenna M.,McKenna R.,Silverman D.N.
Speeding up proton transfer in a fast enzyme: kinetic and crystallographic studies on the effect of hydrophobic amino acid substitutions in the active site of human carbonic anhydrase II.
Biochemistry
46
3803-3813
2007
397460
Temperini C.,Innocenti A.,Scozzafava A.,Mastrolorenzo A.,Supuran C.T.
Carbonic anhydrase activators: L-Adrenaline plugs the active site entrance of isozyme II, activating better isoforms I, IV, VA, VII, and XIV.
Bioorg. Med. Chem. Lett.
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Di Fiore A.,Scozzafava A.,Winum J.-Y.,Montero J.-L.,Pedone C.,Supuran C.T.,De Simone G.
Carbonic anhydrase inhibitors: binding of an antiglaucoma glycosyl-sulfanilamide derivative to human isoform II and its consequences for the drug design of enzyme inhibitors incorporating sugar moieties.
Bioorg. Med. Chem. Lett.
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Temperini C.,Winum J.Y.,Montero J.L.,Scozzafava A.,Supuran C.T.
Carbonic anhydrase inhibitors: the X-ray crystal structure of the adduct of N-hydroxysulfamide with isozyme II explains why this new zinc binding function is effective in the design of potent inhibitors.
Bioorg. Med. Chem. Lett.
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Alterio V.,De Simone G.,Monti S.M.,Scozzafava A.,Supuran C.T.
Carbonic anhydrase inhibitors: inhibition of human, bacterial, and archaeal isozymes with benzene-1,3-disulfonamides -- solution and crystallographic studies.
Bioorg. Med. Chem. Lett.
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2007
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Temperini C.,Innocenti A.,Mastrolorenzo A.,Scozzafava A.,Supuran C.T.
Carbonic anhydrase inhibitors. Interaction of the antiepileptic drug sulthiame with twelve mammalian isoforms: kinetic and X-ray crystallographic studies.
Bioorg. Med. Chem. Lett.
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Bhatt D.,Fisher S.Z.,Tu C.,McKenna R.,Silverman D.N.
Location of binding sites in small molecule rescue of human carbonic anhydrase II.
Biophys. J.
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Srivastava D.K.,Jude K.M.,Banerjee A.L.,Haldar M.,Manokaran S.,Kooren J.,Mallik S.,Christianson D.W.
Structural analysis of charge discrimination in the binding of inhibitors to human carbonic anhydrases I and II.
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Barrese A.A. III,Genis C.,Fisher S.Z.,Orwenyo J.N.,Kumara M.T.,Dutta S.K.,Phillips E.,Kiddle J.J.,Tu C.,Silverman D.N.,Govindasamy L.,Agbandje-McKenna M.,McKenna R.,Tripp B.C.
Inhibition of carbonic anhydrase II by thioxolone: a mechanistic and structural study.
Biochemistry
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397468
Zheng J.,Avvaru B.S.,Tu C.,McKenna R.,Silverman D.N.
Role of hydrophilic residues in proton transfer during catalysis by human carbonic anhydrase II.
Biochemistry
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2008
397469
Guezel O.,Temperini C.,Innocenti A.,Scozzafava A.,Salman A.,Supuran C.T.
Carbonic anhydrase inhibitors. Interaction of 2-(hydrazinocarbonyl)-3-phenyl-1H-indole-5-sulfonamide with 12 mammalian isoforms: kinetic and X-ray crystallographic studies.
Bioorg. Med. Chem. Lett.
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2008
397470
Temperini C.,Cecchi A.,Boyle N.A.,Scozzafava A.,Cabeza J.E.,Wentworth P. Jr.,Blackburn G.M.,Supuran C.T.
Carbonic anhydrase inhibitors. Interaction of 2-N,N-dimethylamino-1,3,4-thiadiazole-5-methanesulfonamide with 12 mammalian isoforms: kinetic and X-ray crystallographic studies.
Bioorg. Med. Chem. Lett.
18
999-1005
2008
397471
Temperini C.,Cecchi A.,Scozzafava A.,Supuran C.T.
Carbonic anhydrase inhibitors. Interaction of indapamide and related diuretics with 12 mammalian isozymes and X-ray crystallographic studies for the indapamide-isozyme II adduct.
Bioorg. Med. Chem. Lett.
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2008
397472
Di Fiore A.,Pedone C.,Antel J.,Waldeck H.,Witte A.,Wurl M.,Scozzafava A.,Supuran C.T.,De Simone G.
Carbonic anhydrase inhibitors: the X-ray crystal structure of ethoxzolamide complexed to human isoform II reveals the importance of thr200 and gln92 for obtaining tight-binding inhibitors.
Bioorg. Med. Chem. Lett.
18
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2008
397473
Temperini C.,Innocenti A.,Scozzafava A.,Supuran C.T.
Carbonic anhydrase inhibitors. Interaction of the antitumor sulfamate EMD 486019 with twelve mammalian carbonic anhydrase isoforms: Kinetic and X-ray crystallographic studies.
Bioorg. Med. Chem. Lett.
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397474
D'Ambrosio K.,Masereel B.,Thiry A.,Scozzafava A.,Supuran C.T.,De Simone G.
Carbonic anhydrase inhibitors: binding of indanesulfonamides to the human isoform II.
ChemMedChem
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2008
397475
Aaron J.A.,Chambers J.M.,Jude K.M.,Di Costanzo L.,Dmochowski I.J.,Christianson D.W.
Structure of a (129)Xe-cryptophane biosensor complexed with human carbonic anhydrase II.
J. Am. Chem. Soc.
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397476
Domsic J.F.,Avvaru B.S.,Kim C.U.,Gruner S.M.,Agbandje-McKenna M.,Silverman D.N.,McKenna R.
Entrapment of carbon dioxide in the active site of carbonic anhydrase II.
J. Biol. Chem.
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Leese M.P.,Jourdan F.L.,Gaukroger K.,Mahon M.F.,Newman S.P.,Foster P.A.,Stengel C.,Regis-Lydi S.,Ferrandis E.,Di Fiore A.,De Simone G.,Supuran C.T.,Purohit A.,Reed M.J.,Potter B.V.
Structure-activity relationships of C-17 cyano-substituted estratrienes as anticancer agents.
J. Med. Chem.
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397478
D'Ambrosio K.,Vitale R.-M.,Dogne J.-M.,Masereel B.,Innocenti A.,Scozzafava A.,De Simone G.,Supuran C.T.
Carbonic anhydrase inhibitors: bioreductive nitro-containing sulfonamides with selectivity for targeting the tumor associated isoforms IX and XII.
J. Med. Chem.
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2008
397479
Woo L.W.L.,Fischer D.S.,Sharland C.M.,Trusselle M.,Foster P.A.,Chander S.K.,Di Fiore A.,Supuran C.T.,De Simone G.,Purohit A.,Reed M.J.,Potter B.V.L.
Anticancer steroid sulfatase inhibitors: synthesis of a potent fluorinated second-generation agent, in vitro and in vivo activities, molecular modeling, and protein crystallography.
Mol. Cancer Ther.
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397480
Genis C.,Sippel K.H.,Case N.,Cao W.,Avvaru B.S.,Tartaglia L.J.,Govindasamy L.,Tu C.,Agbandje-McKenna M.,Silverman D.N.,Rosser C.J.,McKenna R.
Design of a carbonic anhydrase IX active-site mimic to screen inhibitors for possible anticancer properties.
Biochemistry
48
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397481
Avvaru B.S.,Busby S.A.,Chalmers M.J.,Griffin P.R.,Venkatakrishnan B.,Agbandje-McKenna M.,Silverman D.N.,McKenna R.
Apo-human carbonic anhydrase II revisited: implications of the loss of a metal in protein structure, stability, and solvent network.
Biochemistry
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397482
Crocetti L.,Maresca A.,Temperini C.,Hall R.A.,Scozzafava A.,Muehlschlegel F.A.,Supuran C.T.
A thiabendazole sulfonamide shows potent inhibitory activity against mammalian and nematode alpha-carbonic anhydrases.
Bioorg. Med. Chem. Lett.
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397483
Maresca A.,Temperini C.,Vu H.,Pham N.B.,Poulsen S.-A.,Scozzafava A.,Quinn R.J.,Supuran C.T.
Non-zinc mediated inhibition of carbonic anhydrases: coumarins are a new class of suicide inhibitors.
J. Am. Chem. Soc.
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397484
Temperini C.,Cecchi A.,Scozzafava A.,Supuran C.T.
Carbonic anhydrase inhibitors. Comparison of chlorthalidone and indapamide X-ray crystal structures in adducts with isozyme II: when three water molecules and the keto-enol tautomerism make the difference.
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Vitale R.M.,Alterio V.,Innocenti A.,Winum J.-Y.,Monti S.M.,De Simone G.,Supuran C.T.
Carbonic anhydrase inhibitors. Comparison of aliphatic sulfamate/bis-sulfamate adducts with isozymes II and IX as a platform for designing tight-binding, more isoform-selective inhibitors.
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397486
Lopez M.,Paul B.,Hofmann A.,Morizzi J.,Wu Q.K.,Charman S.A.,Innocenti A.,Vullo D.,Supuran C.T.,Poulsen S.-A.
S-glycosyl primary sulfonamides--a new structural class for selective inhibition of cancer-associated carbonic anhydrases.
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Ciani L.,Cecchi A.,Temperini C.,Supuran C.T.,Ristori S.
Dissecting the inhibition mechanism of cytosolic versus transmembrane carbonic anhydrases by ESR.
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Sjoeblom B.,Polentarutti M.,Djinovic-Carugo K.
Structural study of X-ray induced activation of carbonic anhydrase.
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397489
Jones G.L.,Sofro A.S.M.,Shaw D.C.
Chemical and enzymological characterization of an Indonesian variant of human erythrocyte carbonic anhydrase II, CAII Jogjakarta (17 Lys leads to Glu).
Biochem. Genet.
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Jones G.L.,Shaw D.C.
A chemical and enzymological comparison of the common major human erythrocyte carbonic anhydrase II, its minor component, and a new genetic variant, CA II Melbourne (237 Pro leads to His).
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Venta P.J.,Welty R.J.,Johnson T.M.,Sly W.S.,Tashian R.E.
Carbonic anhydrase II deficiency syndrome in a Belgian family is caused by a point mutation at an invariant histidine residue (107 His-->Tyr): complete structure of the normal human CA II gene.
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Roth D.E.,Venta P.J.,Tashian R.E.,Sly W.S.
Molecular basis of human carbonic anhydrase II deficiency.
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Soda H.,Yukizane S.,Yoshida I.,Koga Y.,Aramaki S.,Kato H.
A point mutation in exon 3 (His 107-->Tyr) in two unrelated Japanese patients with carbonic anhydrase II deficiency with central nervous system involvement.
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Seven novel mutations in carbonic anhydrase II deficiency syndrome identified by SSCP and direct sequencing analysis.
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Shah G.N.,Bonapace G.,Hu P.Y.,Strisciuglio P.,Sly W.S.
Carbonic anhydrase II deficiency syndrome (osteopetrosis with renal tubular acidosis and brain calcification): novel mutations in CA2 identified by direct sequencing expand the opportunity for genotype-phenotype correlation.
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