Cited by 827Enzyme function and inhibitionCancer, Hypoxia, and MetabolismCancer and biochemical research

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Hypoxia activates the capacity of tumor-associated carbonic anhydrase IX to acidify extracellular pH

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Švastová, Eliška, Hulı́ková, Alžbeta, Rafajová, Monika, Zat'ovičová, Miriam, Gibadulinová, Adriana, Casini, Angela, Cecchi, Alessandro, Scozzafava, Andrea, Supuran, Claudiu T., Pastorek, Jaromı́r, Pastoreková, Silvia·2004·FEBS Letters

DOI 10.1016/j.febslet.2004.10.043

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Abstract

Acidic extracellular pH (pHe) is a typical attribute of a tumor microenvironment, which has an impact on cancer development and treatment outcome. It was believed to result from an accumulation of lactic acid excessively produced by glycolysis. However, metabolic profiles of glycolysis-impaired tumors have revealed that CO2 is a significant source of acidity, thereby indicating a contribution of carbonic anhydrase (CA). The tumor-associated CA IX isoform is the best candidate, because its extracellular enzyme domain is highly active, expression is induced by hypoxia and correlates with poor prognosis. This study provides the first evidence for the role of CA IX in the control of pHe. We show that CA IX can acidify the pH of the culture medium in hypoxia but not in normoxia. This acidification can be perturbed by deletion of the enzyme active site and inhibited by CA IX-selective sulfonamides, which bind only to hypoxic cells containing CA IX. Our findings suggest that hypoxia regulates both expression and activity of CA IX in order to enhance the extracellular acidification, which may have important implications for tumor progression.

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Carbonic anhydrase inhibitors
Supuran, C. T., Scozzafava, A., & Casini, A. (2002) · Medicinal Research Reviews · doi:10.1002/med.10025 · Cited by 1,477
Self-citation
Hypoxia-inducible expression of tumor-associated carbonic anhydrases.
Wykoff, C. C., Beasley, N. J. P., Watson, P. H., Turner, K., Pastorek, J., Sibtain, A., Wilson, G. D., Turley, H., Talks, K., Maxwell, P. H., et al. (2000) · PubMed · Cited by 1,260
Self-citation
Causes and consequences of tumour acidity and implications for treatment
Stubbs, M., McSheehy, P. M. J., Griffiths, J. R., & Bashford, C. L. (2000) · Molecular Medicine Today · doi:10.1016/s1357-4310(99)01615-9 · Cited by 781
Acidic pH enhances the invasive behavior of human melanoma cells
Mart�nez-Zaguil�n, R., Seftor, E. A., Seftor, R. E. B., Chu, Y.-W., Gillies, R. J., & Hendrix, M. J. C. (1996) · Clinical & Experimental Metastasis · doi:10.1007/bf00121214 · Cited by 507
Hypoxia and acidosis independently up-regulate vascular endothelial growth factor transcription in brain tumors in vivo.
Fukumura, D., Xu, L., Chen, Y., Gohongi, T., Seed, B., & Jain, R. K. (2001) · PubMed · Cited by 438
Acid production in glycolysis-impaired tumors provides new insights into tumor metabolism.
Helmlinger, G., Sckell, A., Dellian, M., Forbes, N. S., & Jain, R. K. (2002) · PubMed · Cited by 417
Down-regulation of transmembrane carbonic anhydrases in renal cell carcinoma cell lines by wild-type von Hippel-Lindau transgenes
Ivanov, S. V., Kuzmin, I., Wei, M.-H., Pack, S., Geil, L., Johnson, B. E., Stanbridge, E. J., & Lerman, M. I. (1998) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.95.21.12596 · Cited by 394
HumanMN/CA9Gene, a Novel Member of the Carbonic Anhydrase Family: Structure and Exon to Protein Domain Relationships
Opavský, R., Pastoreková, S., Zelnı́k, V., Gibadulinová, A., Stanbridge, E. J., Závada, J., Kettmann, R., & Pastorek, J. (1996) · Genomics · doi:10.1006/geno.1996.0223 · Cited by 383
Self-citation
A Transport Metabolon
Sterling, D., Reithmeier, R. A. F., & Casey, J. R. (2001) · Journal of Biological Chemistry · doi:10.1074/jbc.m105959200 · Cited by 367
Carbonic Anhydrase: Its Inhibitors and Activators
Supuran, C. T., Scozzafava, A., & Conway, J. D. (2007) · Medical Entomology and Zoology · Cited by 349
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Research works printed but not linked: 7

Fukumura D., 2001, Cancer Res, 61, 6020
Helmlinger G., 2002, Clin. Cancer Res, 8, 1284
Pastorek J., 1994, Oncogene, 9, 2788
Wykoff C., 2000, Cancer Res, 60, 7075
10.1021/jm990479 · DOI
Semenza G.L., 2003, Nat. Rev, Cancer, 3, 721
Teicher B.A., 1993, Anticancer Res, 13, 1549

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BindingDB Entry 50038172: Inhibition of carbonic anhydrases with glycosyltriazole benzene sulfonamides.
BindingDB (2012) · UC San Diego · doi:10.7270/q28p61cm
BindingDB Entry 50037880: Carbonic anhydrase and matrix metalloproteinase inhibitors. Inhibition of human tumor-associated isozymes IX and cytosolic isozyme I and II with sulfonylated hydroxamates.
BindingDB (2012) · UC San Diego · doi:10.7270/q2vx0hbc
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BindingDB Entry 50037419: Carbonic anhydrase inhibitors: synthesis and inhibition of cytosolic/tumor-associated carbonic anhydrase isozymes I, II, and IX with bis-sulfamates.
BindingDB (2012) · UC San Diego · doi:10.7270/q2z038xv
BindingDB Entry 50033695: Sulfonamides incorporating 1,3,5-triazine moieties selectively and potently inhibit carbonic anhydrase transmembrane isoforms IX, XII and XIV over cytosolic isoforms I and II: Solution and X-ray crystallographic studies.
BindingDB (2012) · UC San Diego · doi:10.7270/q2ff3sq6
BindingDB Entry 50016296: Carbonic anhydrase inhibitors. Inhibition of cytosolic/tumor-associated carbonic anhydrase isozymes I, II, IX, and XII with Schiff's bases incorporating chromone and aromatic sulfonamide moieties, and their zinc complexes.
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BindingDB Entry 50038422: 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.
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BindingDB Entry 50032620: 7,8-disubstituted- but not 6,7-disubstituted coumarins selectively inhibit the transmembrane, tumor-associated carbonic anhydrase isoforms IX and XII over the cytosolic ones I and II in the low nanomolar/subnanomolar range.
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BindingDB Entry 50033948: Phenylethynylbenzenesulfonamide regioisomers strongly and selectively inhibit the transmembrane, tumor-associated carbonic anhydrase isoforms IX and XII over the cytosolic isoforms I and II.
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BindingDB Entry 50022099: Harnessing Nitric Oxide-Donating Benzofuroxans for Targeted Inhibition of Carbonic Anhydrase IX in Cancer.
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BindingDB Entry 5734: Design of a carbonic anhydrase IX active-site mimic to screen inhibitors for possible anticancer properties.
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BindingDB Entry 5621: Carbonic anhydrase inhibitors. Biphenylsulfonamides with inhibitory action towards the transmembrane, tumor-associated isozymes IX possess cytotoxic activity against human colon, lung and breast cancer cell lines.
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BindingDB Entry 50005736: Inhibition of human carbonic anhydrase isoforms I-XIV with sulfonamides incorporating fluorine and 1,3,5-triazine moieties.
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BindingDB Entry 1363: Carbonic Anhydrase Inhibitors: Hypoxia-Activatable Sulfonamides Incorporating Disulfide Bonds that Target the Tumor-Associated Isoform IX.
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BindingDB (2006) · UC San Diego · doi:10.7270/q2zs2tqb
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BindingDB (2010) · UC San Diego · doi:10.7270/q25x2939
BindingDB Entry 1656: 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.
BindingDB (2007) · UC San Diego · doi:10.7270/q24t6gkt
BindingDB Entry 50033097: Design, synthesis, and biological evaluation of novel carbohydrate-based sulfamates as carbonic anhydrase inhibitors.
BindingDB (2011) · UC San Diego · doi:10.7270/q25t3ksx
BindingDB Entry 50039003: Deciphering the mechanism of carbonic anhydrase inhibition with coumarins and thiocoumarins.
BindingDB (2012) · UC San Diego · doi:10.7270/q2ms3tp5
BindingDB Entry 2895: Carbonic anhydrase inhibitors. Interaction of indapamide and related diuretics with 12 mammalian isozymes and X-ray crystallographic studies for the indapamide-isozyme II adduct.
BindingDB (2008) · UC San Diego · doi:10.7270/q23n21p7
BindingDB Entry 50010536: Azidothymidine "Clicked" into 1,2,3-Triazoles: First Report on Carbonic Anhydrase-Telomerase Dual-Hybrid Inhibitors.
BindingDB (2021) · UC San Diego · doi:10.7270/q2f47snq
BindingDB Entry 50032999: (R)-/(S)-10-camphorsulfonyl-substituted aromatic/heterocyclic sulfonamides selectively inhibit mitochondrial over cytosolic carbonic anhydrases.
BindingDB (2011) · UC San Diego · doi:10.7270/q2930tf6
BindingDB Entry 1929: Carbonic anhydrase inhibitors: inhibition of isozymes I, II, and IX with triazole-linked O-glycosides of benzene sulfonamides.
BindingDB (2007) · UC San Diego · doi:10.7270/q2668bfj
BindingDB Entry 50049052: Synthesis and carbonic anhydrase isoenzymes I, II, IX, and XII inhibitory effects of dimethoxybromophenol derivatives incorporating cyclopropane moieties.
BindingDB (2019) · UC San Diego · doi:10.7270/q2pr7z6b
BindingDB Entry 2893: Carbonic anhydrase inhibitors. Interaction of the antitumor sulfamate EMD 486019 with twelve mammalian carbonic anhydrase isoforms: Kinetic and X-ray crystallographic studies.
BindingDB (2008) · UC San Diego · doi:10.7270/q27d2sf1
BindingDB Entry 1481: 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.
BindingDB (2006) · UC San Diego · doi:10.7270/q2st7n2f
BindingDB Entry 50025843: Recent developments of carbonic anhydrase inhibitors as potential anticancer drugs.
BindingDB (2010) · UC San Diego · doi:10.7270/q2kh0n4q
BindingDB Entry 50039066: Carbonic anhydrase inhibitors. Inhibition of mammalian isoforms I-XIV with a series of natural product polyphenols and phenolic acids.
BindingDB (2012) · UC San Diego · doi:10.7270/q2gq6zp1
BindingDB Entry 1639: A Novel Class of Carbonic Anhydrase Inhibitors: Glycoconjugate Benzene Sulfonamides Prepared by "Click-Tailing".
BindingDB (2007) · UC San Diego · doi:10.7270/q2x928hw
BindingDB Entry 50030562: In vivo targeting of tumor-associated carbonic anhydrases using acetazolamide derivatives.
BindingDB (2010) · UC San Diego · doi:10.7270/q298871j
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BindingDB (2012) · UC San Diego · doi:10.7270/q2kp82mq
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BindingDB (2012) · UC San Diego · doi:10.7270/q20002vn
BindingDB Entry 50016038: Carbonic anhydrase inhibitors: X-ray crystal structure of a benzenesulfonamide strong CA II and CA IX inhibitor bearing a pentafluorophenylaminothioureido tail in complex with isozyme II.
BindingDB (2009) · UC San Diego · doi:10.7270/q24749cf
BindingDB Entry 50044942: 4-Functionalized 1,3-diarylpyrazoles bearing 6-aminosulfonylbenzothiazole moiety as potent inhibitors of carbonic anhydrase isoforms hCA I, II, IX and XII.
BindingDB (2016) · UC San Diego · doi:10.7270/q20v8fck
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BindingDB (2016) · UC San Diego · doi:10.7270/q29w0hb2
BindingDB Entry 50005697: Carbonic anhydrase inhibitors. Synthesis of heterocyclic 4-substituted pyridine-3-sulfonamide derivatives and their inhibition of the human cytosolic isozymes I and II and transmembrane tumor-associated isozymes IX and XII.
BindingDB (2020) · UC San Diego · doi:10.7270/q2w3808b
BindingDB Entry 50000385: Dual-tail approach to discovery of novel carbonic anhydrase IX inhibitors by simultaneously matching the hydrophobic and hydrophilic halves of the active site.
BindingDB (2019) · UC San Diego · doi:10.7270/q2ws8wnx
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BindingDB Entry 2899: Carbonic anhydrase inhibitors: synthesis and inhibition studies against mammalian isoforms I-XV with a series of 2-(hydrazinocarbonyl)-3-substituted-phenyl-1H-indole-5-sulfonamides.
BindingDB (2008) · UC San Diego · doi:10.7270/q2zw1j7d
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BindingDB (2020) · UC San Diego · doi:10.7270/q2bv7kj6
BindingDB Entry 50047677: N-Nitrosulfonamides: A new chemotype for carbonic anhydrase inhibition.
BindingDB (2017) · UC San Diego · doi:10.7270/q25q4z1z
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BindingDB (2015) · UC San Diego · doi:10.7270/q2ns0wf1
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BindingDB (2009) · UC San Diego · doi:10.7270/q21g0ks3
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BindingDB (2009) · UC San Diego · doi:10.7270/q29886pn
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BindingDB (2012) · UC San Diego · doi:10.7270/q2d21zkm
BindingDB Entry 50037426: Carbonic anhydrase inhibitors. Inhibition of the transmembrane isozyme XII with sulfonamides-a new target for the design of antitumor and antiglaucoma drugs?
BindingDB (2012) · UC San Diego · doi:10.7270/q29887rz
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BindingDB (2017) · UC San Diego · doi:10.7270/q2ht2r80
BindingDB Entry 3508: Carbonic anhydrase inhibitors. The nematode alpha-carbonic anhydrase of Caenorhabditis elegans CAH-4b is highly inhibited by 2-(hydrazinocarbonyl)-3-substituted-phenyl-1H-indole-5-sulfonamides.
BindingDB (2009) · UC San Diego · doi:10.7270/q2ms3r3q
BindingDB Entry 50030839: The proteoglycan region of the tumor-associated carbonic anhydrase isoform IX acts as anintrinsic buffer optimizing CO2 hydration at acidic pH values characteristic of solid tumors.
BindingDB (2010) · UC San Diego · doi:10.7270/q2c24wj5
BindingDB Entry 50039640: Flavones and structurally related 4-chromenones inhibit carbonic anhydrases by a different mechanism of action compared to coumarins.
BindingDB (2013) · UC San Diego · doi:10.7270/q2j1045t
BindingDB Entry 50044054: Discovery of new potent inhibitors for carbonic anhydrase IX by structure-based virtual screening.
BindingDB (2014) · UC San Diego · doi:10.7270/q2gh9kfd
BindingDB Entry 50033945: Targeting hypoxic tumor cell viability with carbohydrate-based carbonic anhydrase IX and XII inhibitors.
BindingDB (2012) · UC San Diego · doi:10.7270/q2bg2pdz
BindingDB Entry 50009234: Discovery of new ureido benzenesulfonamides incorporating 1,3,5-triazine moieties as carbonic anhydrase I, II, IX and XII inhibitors.
BindingDB (2021) · UC San Diego · doi:10.7270/q20c5060

Authors: Švastová, E., Hulı́ková, A., Rafajová, M., Zat'ovičová, M., Gibadulinová, A., Casini, A., Cecchi, A., Scozzafava, A., Supuran, C. T., Pastorek, J., & Pastoreková, S.
Affiliations: Slovak Academy of Sciences (SK)
University of Florence (IT)
ORCID: Švastová, Eliška
Hulı́ková, Alžbeta
Casini, Angela
Scozzafava, Andrea
Supuran, Claudiu T.
Pastorek, Jaromı́r
Pastoreková, Silvia
Venue: FEBS Letters
Publisher: Wiley
Published: 2004-10-28
Volume: 577
Issue: 3
Pages: 439-445
ISSN: 0014-5793 (ISSN-L)
1873-3468
DOI: 10.1016/j.febslet.2004.10.043
OpenAlex: W1990331048
Cited by: 711
References: 32
Citations by year: 2026: 10 · 2025: 11 · 2024: 17 · 2023: 31 · 2022: 22 · 2021: 33 · 2020: 37 · 2019: 27 · 2018: 35 · 2017: 39 · 2016: 22 · 2015: 47 · 2014: 46 · 2013: 43 · 2012: 36
FWCI: 12.82
Type: journal article
Language: en
Open access: bronze
doi.org
Licence: onlinelibrary.wiley.com/termsAndConditions#vor (vor)
Locations: FEBS Letters (publishedVersion)
PubMed (publishedVersion)
Florence Research (University of Florence) (submittedVersion)
ORCA Online Research @Cardiff (Cardiff University) (submittedVersion)
Funders: Bayer HealthCare
Vedecká Grantová Agentúra MŠVVaŠ SR a SAV
Topics: Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Enzyme function and inhibition
Life Sciences › Biochemistry, Genetics and Molecular Biology › Cancer Research › Cancer, Hypoxia, and Metabolism
Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Cancer and biochemical research
Keywords: carbonic anhydrase IX, tumor hypoxia, extracellular pH, tumor acidosis, sulfonamide inhibitors, glycolysis, tumor progression
MeSH terms: Carbonic Anhydrase IX, Acidosis, Animals, Antigens, Neoplasm, Binding Sites, Carbonic Anhydrases, Cell Line, Cloning, Molecular, Culture Media, Dogs, Enzyme Inhibitors, HeLa Cells, Humans, Hydrogen-Ion Concentration, Isoenzymes, Precipitin Tests, Sulfonamides, Time Factors, Biomarkers, Tumor, Molecular Structure, Cell Hypoxia, Gene Expression Regulation, Neoplastic, Sequence Deletion, Protein Structure, Tertiary, Biotinylation

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Hypoxia activates the capacity of tumor-associated carbonic anhydrase IX to acidify extracellular pH

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