Characterization and inhibition of the recently discovered carbonic anhydrase isoforms CA XIII, XIV, and XV

Current Topics in Medicinal Chemistry

Volumn 7, Issue 9, 2007, Pages 893-899

  Hilvo, Mika ^a   Supuran, Claudiu T ^b   Parkkila, Seppo ^a,c  

^a UNIVERSITY OF TAMPERE   (Finland)

^b UNIVERSITY OF FLORENCE   (Italy)

^c UNIVERSITY OF OULU   (Finland)

Author keywords

Carbonic anhydrase XIII; Carbonic anhydrase XIV; Carbonic anhydrase XV; Characterization; Inhibition

Indexed keywords

ANION; BENZENESULFONAMIDE DERIVATIVE; BICARBONATE; CARBONATE DEHYDRATASE; CARBONATE DEHYDRATASE INHIBITOR; CARBONATE DEHYDRATASE XIII; CARBONATE DEHYDRATASE XIII INHIBITOR; CARBONATE DEHYDRATASE XIV; CARBONATE DEHYDRATASE XIV INHIBITOR; CARBONATE DEHYDRATASE XV; CHLORIDE ION; HYDROLYASE INHIBITOR; SULFONAMIDE; UNCLASSIFIED DRUG; VALDECOXIB;

ACID BASE BALANCE; AMINO ACID SEQUENCE; CATALYSIS; ENZYME ACTIVITY; ENZYME ANALYSIS; ENZYME INHIBITION; ENZYME KINETICS; ENZYME LOCALIZATION; ENZYME STRUCTURE; FERTILIZATION; GENITAL SYSTEM; HUMAN; NONHUMAN; ORGAN DISTRIBUTION; PROTEIN EXPRESSION; REVIEW; SEQUENCE ALIGNMENT; SPECIES DIFFERENCE;

CARBONIC ANHYDRASE INHIBITORS; CARBONIC ANHYDRASES; CELL COMPARTMENTATION; HUMANS; PROTEIN ISOFORMS; SULFONAMIDES; TISSUE DISTRIBUTION;

EID: 34249750070     PISSN: 15680266     EISSN: None     Source Type: Journal    
DOI: 10.2174/156802607780636672     Document Type: Review

References (46)

1. Sly, W. S.; Hu, P. Y. Human carbonic anhydrases and carbonic anhydrase deficiencies. Annu. Rev. Biochem., 1995, 64, 375-401.
2. Andersson, B.; Nyman, P. O.; Strid, L. Amino acid sequence of human erythrocyte carbonic anhydrase B. Biochem. Biophys. Res. Commun., 1972, 48, 670-677.
3. Lin, K. T.; Deutsch, H. F. Human carbonic anhydrases. XI. The complete primary structure of carbonic anhydrase B. J. Biol. Chem., 1973, 248, 1885-1893.
4. Henderson, L. E.; Henriksson, D.; Nyman, P. O. Amino acid sequence of human erythrocyte carbonic anhydrase C. Biochem. Biophys. Res. Commun., 1973, 52, 1388-1394.
5. Lin, K. T.; Deutsch, H. F. Human carbonic anhydrases. XII. The complete primary structure of the C isozyme. J. Biol. Chem., 1974, 249, 2329-2337.
6. Koester, M. K.; Register, A. M.; Noltmann, E. A. Basic muscle protein, a third genetic locus isoenzyme of carbonic anhydrase? Biochem. Biophys. Res. Commun., 1977, 76, 196-204.
7. Wistrand, P. J.; Knuuttila, K. G. Renal membrane-bound carbonic anhydrase. Purification and properties. Kidney Int., 1989, 35, 851-859.
8. Fernley, R. T.; Wright, R. D.; Coghlan, J. P. A novel carbonic anhydrase from the ovine parotid gland. FEBS Lett., 1979, 105, 299-302.
9. Fernley, R. T.; Wright, R. D.; Coghlan, J. P. Complete amino acid sequence of ovine salivary carbonic anhydrase. Biochemistry, 1988, 27, 2815-2820.
10. Montgomery, J. C.; Venta, P. J.; Eddy, R. L.; Fukushima, Y. S.; Shows, T. B.; Tashian, R. E. Characterization of the human gene for a newly discovered carbonic anhydrase, CA VII, and its localization to chromosome 16. Genomics, 1991, 11, 835-848.
11. Pastorekova, S.; Zavadova, Z.; Kostal, M.; Babusikova, O.; Zavada, J. A novel quasi-viral agent, MaTu, is a two-component system. Virology, 1992, 187, 620-626.
12. Opavsky, R.; Pastorekova, S.; Zelnik, V.; Gibadulinova, A.; Stanbridge, E. J.; Zavada, J.; Kettmann, R.; Pastorek, J. Human MN/CA9 gene, a novel member of the carbonic anhydrase family: Structure and exon to protein domain relationships. Genomics, 1996, 33, 480-487
13. Tureci, O.; Sahin, U.; Vollmar, E.; Siemer, S.; Gottert, E.; Seitz, G.; Parkkila, A. K.; Shah, G. N.; Grubb, J. H.; Pfreundschuh, M.; Sly, W. S. Human carbonic anhydrase XII: CDNA cloning, expression, and chromosomal localization of a carbonic anhydrase gene that is overexpressed in some renal cell cancers. Proc. Natl. Acad. Sci. USA, 1998, 95, 7608-7613.
14. Mori, K.; Ogawa, Y.; Ebihara, K.; Tamura, N.; Tashiro, K.; Kuwahara, T.; Mukoyama, M.; Sugawara, A.; Ozaki, S.; Tanaka, I.; Nakao, K. Isolation and characterization of CA XIV, a novel membrane-bound carbonic anhydrase from mouse kidney. J. Biol. Chem., 1999, 274, 15701-15705.
15. Fujikawa-Adachi, K.; Nishimori, I.; Taguchi, T.; Onishi, S. Human carbonic anhydrase XIV (CA14): CDNA cloning, mRNA expression, and mapping to chromosome 1. Genomics, 1999, 61, 74-81.
16. Dodgson, S. J.; Forster, R. E. 2nd; Storey, B. T.; Mela, L. Mitochondrial carbonic anhydrase. Proc. Natl. Acad. Sci. USA, 1980, 77, 5562-5566.
17. Fujikawa-Adachi, K.; Nishimori, I.; Taguchi, T.; Onishi, S. Human mitochondrial carbonic anhydrase VB. cDNA cloning, mRNA expression, subcellular localization, and mapping to chromosome x. J. Biol. Chem., 1999, 274, 21228-21233.
18. Lehtonen, J.; Shen, B.; Vihinen, M.; Casini, A.; Scozzafava, A.; Supuran, C. T.; Parkkila, A. K.; Saarnio, J.; Kivela, A. J.; Waheed, A.; Sly, W. S.; Parkkila, S. Characterization of CA XIII, a novel member of the carbonic anhydrase isozyme family. J. Biol. Chem., 2004, 279, 2719-2727.
19. Hilvo, M.; Tolvanen, M.; Clark, A.; Shen, B.; Shah, G. N.; Waheed, A.; Halmi, P.; Hanninen, M.; Hamalainen, J. M.; Vihinen, M.; Sly, W. S.; Parkkila, S. Characterization of CA XV, a new GPI-anchored form of carbonic anhydrase. Biochem. J., 2005, 392, 83-92
20. Notredame, C.; Higgins, D. G.; Heringa, J. T-Coffee: A novel method for fast and accurate multiple sequence alignment. J. Mol. Biol., 2000, 302, 205-217.
21. Kummola, L.; Hamalainen, J. M.; Kivela, J.; Kivela, A. J.; Saarnio, J.; Karttunen, T.; Parkkila S. Expression of a novel carbonic anhydrase, CA XIII, in normal and neoplastic colorectal mucosa. BMC Cancer, 2005, 5, 41.
22. Kaunisto, K.; Parkkila, S.; Tammela, T.; Ronnberg, L.; Rajaniemi, H. Immunohistochemical localization of carbonic anhydrase isoenzymes in the human male reproductive tract. Histochemistry, 1990, 94, 381-386.
23. Okamura, N.; Tajima, Y.; Soejima, A.; Masuda, H.; Sugita, Y. Sodium bicarbonate in seminal plasma stimulates the motility of mammalian spermatozoa through direct activation of adenylate cyclase. J. Biol. Chem., 1985, 260, 9699-9705.
24. Lehtonen, J. M.; Parkkila, S.; Vullo, D.; Casini, A.; Scozzafava, A.; Supuran, C. T.; Carbonic anhydrase inhibitors. Inhibition of cytosolic isozyme XIII with aromatic and heterocyclic sulfonamides: A novel target for the drug design. Bioorg. Med. Chem. Lett., 2004, 14, 3757-3762.
25. Innocenti, A.; Lehtonen, J. M.; Parkkila, S.; Scozzafava, A.; Supuran C. T. Carbonic anhydrase inhibitors. Inhibition of the newly isolated murine isozyme XIII with anions. Bioorg. Med. Chem. Lett., 2004, 14, 5435-5439.
26. Zimmerman, S.; Innocenti, A.; Casini, A.; Ferry, J. G.; Scozzafava, A.; Supuran, C. T. Carbonic anhydrase inhibitors. Inhibition of the prokariotic beta and gamma-class enzymes from Archaea with sulfonamides. Bioorg. Med. Chem. Lett., 2004, 14, 6001-6006.
27. Ferraroni, M.; Tilli, S.; Briganti, F.; Chegwidden, W. R.; Supuran, C. T.; Wiebauer, K. E.; Tashian, R. E.; Scozzafava, A. Crystal structure of a zinc-activated variant of human carbonic anhydrase I, CA I Michigan 1: evidence for a second zinc binding site involving arginine coordination. Biochemistry, 2002, 41, 6237-6244.
28. Behravan, G.; Jonsson, B. H.; Lindskog, S. Fine tuning of the catalytic properties of human carbonic anhydrase II. Effects of varying active-site residue 200. Eur. J. Biochem., 1991, 195, 393-396.
29. Sterling, D.; Reithmeier, R. A.; Casey, J. R. A transport metabolon. Functional interaction of carbonic anhydrase II and chloride/bicarbonate exchangers. J. Biol. Chem., 2001, 276, 47886-47894.
30. 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, 2003, 42, 12321-12329.
31. - cotransporter by carbonic anhydrase II and PKA. Am. J. Physiol. Cell. Physiol., 2004, 286, 1423-1433 .
32. Stams, T.; Nair, S. K.; Okuyama, T.; Waheed, A.; Sly, W. S.; Christianson D. W. Crystal structure of the secretory form of membrane-associated human carbonic anhydrase IV at 2.8-A resolution. Proc. Natl. Acad. Sci. USA, 1996, 93, 13589-13594
33. Kaunisto, K.; Parkkila, S.; Rajaniemi, H.; Waheed, A.; Grubb, J.; Sly, W. S. Carbonic anhydrase XIV: Luminal expression suggests key role in renal acidification. Kidney Int., 2002, 61, 2111-2118.
34. McKinley, D. N.; Whitney, P. L. Particulate carbonic anhydrase in homogenates of human kidney. Biochim. Biophys. Acta, 1976, 445, 780-790.
35. Wistrand, P. J.; Kinne, R. Carbonic anhydrase activity of isolated brush border and basal-lateral membranes of renal tubular cells. Pflugers Arch., 1977, 370, 121-126.
36. Parkkila, S.; Parkkila, A. K.; Rajaniemi, H.; Shah, G. N.; Grubb, J. H.; Waheed, A.; Sly, W. S. Expression of membrane-associated carbonic anhydrase XIV on neurons and axons in mouse and human brain. Proc. Natl. Acad. Sci. USA, 2001, 98, 1918-1923.
37. Chen, J. C.; Chesler, M. pH transients evoked by excitatory synaptic transmission are increased by inhibition of extracellular carbonic anhydrase. Proc. Natl. Acad. Sci. USA, 1992, 89, 7786-7790.
38. Shah, G. N.; Ulmasov, B.; Waheed, A.; Becker, T.; Makani, S.; Svichar, N.; Chesler, M.; Sly, W. S. Carbonic anhydrase IV and XIV knockout mice: roles of the respective carbonic anhydrases in buffering the extracellular space in brain. Proc. Natl. Acad. Sci. USA, 2005, 102, 16771-16776.
39. Nagelhus, E. A.; Mathiisen, T. M.; Bateman, A. C.; Haug, F. M.; Ottersen, O. P.; Grubb, J. H.; Waheed, A.; Sly, W.S. Carbonic anhydrase XIV is enriched in specific membrane domains of retinal pigment epithelium, Muller cells, and astrocytes. Proc. Natl. Acad. Sci. USA, 2005, 102, 8030-8035.
40. Ochrietor, J. D.; Clamp, M. F.; Moroz, T. P.; Grubb, J. H.; Shah, G. N.; Waheed, A.; Sly, W. S.; Linser, P. J. Carbonic anhydrase XIV identified as the membrane CA in mouse retina: Strong expression in Muller cells and the RPE. Exp. Eye. Res., 2005, 81, 492-500
41. Parkkila, S.; Kivela, A. J.; Kaunisto, K.; Parkkila, A. K.; Hakkola, J.; Rajaniemi, H.; Waheed, A.; Sly W. S. The plasma membrane carbonic anhydrase in murine hepatocytes identified as isozyme XIV. BMC Gastroenterol., 2002, 2, 13.
42. Hermo, L.; Chong, D. L.; Moffatt, P.; Sly, W. S.; Waheed, A.; Smith, C. E. Region- and cell-specific differences in the distribution of carbonic anhydrases II, III, XII, and XIV in the adult rat epididymis. J. Histochem. Cytochem., 2005, 53, 699-713.
43. Whittington, D. A.; Grubb, J. H.; Waheed, A.; Shah, G. N.; Sly, W. S.; Christianson, D. W. Expression, assay, and structure of the extracellular domain of murine carbonic anhydrase XIV: Implications for selective inhibition of membrane-associated isozymes. J. Biol. Chem., 2004, 279, 7223-7228.
44. Premkumar, L.; Greenblatt, H. M.; Bageshwar, U. K.; Savchenko, T.; Gokhman, I.; Sussman, J. L.; Zamir A. Three-dimensional structure of a halotolerant algal carbonic anhydrase predicts halotolerance of a mammalian homolog. Proc. Natl. Acad. Sci. USA, 2005, 102, 7493-7498.
45. Nishimori, I.; Vullo, D.; Innocenti, A.; Scozzafava, A.; Mastrolorenzo, A.; Supuran, C. T. Carbonic anhydrase inhibitors: Inhibition of the transmembrane isozyme XIV with sulfonamides. Bioorg. Med. Chem. Lett., 2005, 15, 3828-3833.
46. Ozensoy, O.; Nishimori, I.; Vullo, D.; Puccetti, L.; Scozzafava, A.; Supuran, C. T. Carbonic anhydrase inhibitors: Inhibition of the human transmembrane isozyme XIV with a library of aromatic/heterocyclic sulfonamides. Bioorg. Med. Chem., 2005, 13, 6089-6093.