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
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(478 views) Menchise V, De Simone G, Alterio V, Di Fiore A, Pedone C, Scozzafava A, Supuran CT
Keywords: 1 N (4 Sulfamoylphenylethyl) 2, 6 Trimethylpyridinium Perchlorate, Carbonate Dehydratase Ii, Carbonate Dehydratase Inhibitor, Carbonate Dehydratase Xii, Glutamine, Isoenzyme, Leucine, Phenylalanine, Sulfonamide, Threonine, Unclassified Drug, Valine, Amino Acid Sequence, Antineoplastic Activity, Article, Complex Formation, Crystal Structure, Drug Binding Site, Drug Structure, Hydrophilicity, Hydrophobicity, Protein Expression, Protein Targeting, Structure Analysis, X Ray Crystallography, Antigens, Antineoplastic Agents, Carbonic Anhydrase Ii, Cell Membrane Permeability, X-Ray, Humans, Models, Molecular, Molecular Structure, Protein Binding, Pyridinium Compounds, Quantitative Structure-Activity Relationship, Recombinant Proteins, Tumor Markers, Biological,
Affiliations: *** IBB - CNR ***
Istituto di Biostrutture e Bioimmagini, CNR, via Mezzocannone 16, 80134 Naples, Italy
Bioindustry Park del Canavese Spa, Via Ribes 5, 10010 Colleretto Giacosa (Torino), Italy
Dipartimento delle Scienze Biologiche, Sezione Biostrutture, University of Naples Federico II, via Mezzocannone 16, 80134 Naples, Italy
Università degli Studi di Firenze, Polo Scientifico, Laboratorio di Chimica Bioinorganica, Via della Lastruccia 3, 50019 Sesto Fiorentino (Florence), Italy
Universit degli Studi di Firenze, Polo Scientifico, Laboratorio di Chimica Bioinorganica, Via della Lastruccia 3, 50019 Sesto Fiorentino (Florence), Italy
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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 (2004) Am. J. Physiol. Cell Physiol., 286, pp. C1423-C1433
Lyons, K. E., Pahwa, R., Cornelia, C. L., Eisa, M. S., Elble, R. J., Fahn, S., Jankovic, J., Watts, R. L., Benefits and risks of pharmacological treatments for essential tremor (2003) Drug Saf., 26, pp. 461-481
Garske, L. A., Brown, M. G., Morrison, S. C., Acetazolamide reduces exercise capacity and increases leg fatigue under hypoxic conditions (2003) J. Appl. Physiol., 94, pp. 991-996
Winum, J. Y., Scozzafava, A., Montera, J. L., Supuran, C. T., Sulfamates and their therapeutic potential (2005) Med. Res. Rev., 25, pp. 186-228
Winum, J. Y., Pastorekova, S., Jakubickova, L., Montero, J. L., Scozzafava, A., Pastorek, J., Vullo, D., Supuran, C. T., Carbonic anhydrase inhibitors: Synthesis and inhibition of cytosolic/tumor-associated carbonic anhydrase isozymes I, II, and IX with bis-sulfamates (2005) Bioorg. Med. Chem. Lett., 15, pp. 579-584
Eriksson, A. E., Jones, T. A., Liljas, A., Refined structure of human carbonic anhydrase II at 2. 0 resolution (1988) Proteins Struct. Funct., 4, pp. 274-282
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 (1995) J. Med. Chem., 38, pp. 2286-2291
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 (2001) J. Am. Chem. Soc., 123, pp. 9620-9627
Casey, J. R., Morgan, P. E., Vullo, D., Scozzafava, A., Mastrolorenzo, A., Supuran, C. T., Carbonic anhydrase inhibitors. Design of selective, membrane-impermeant inhibitors targeting the human tumor-associated isozyme IX (2004) J. Med. Chem., 47, pp. 2337-2347
Balaban, A. T., Dinculescu, A., Dorofeenko, G. N., Fischer, G. W., Koblik, A. V., Mezheritskii, V. V., Schroth, W., Pyrylium salts: Syntheses, reactions and physical properties (1982) Advances in Heterocyclic Chemistry, pp. 8-360. , Katritzky, A. R. (Ed.). Academic Press: New York
Supuran, C. T., Manole, G., Dinculescu, A., Schiketanz, A., Gheorghiu, M. D., Puscas, I., Balaban, A. T., Carbonic anhydrase inhibitors. V: Pyrylium salts in the synthesis of isozyme-specific inhibitors (1992) J. Pharm. Sci., 81, pp. 716-719
Khalifah, R. G., The carbon dioxide hydration activity of carbonic anhydrase (1971) J. Biol. Chem., 246, pp. 2561-2573
Brimger, A. T., Adams, P. D., Clore, G. M., De Lano, W. L., Gros, P., Grosse-Kunstleve, R. W., Jiang, J. S., Warren, G. L., Crystallography & NMR System: A new software suite for macromolecular structure determination (1998) Acta Crystallogr. Sect. D, 54, pp. 905-921
Jones, T. A., Zou, J. Y., Cowan, S. W., Kjeldgaard, M., Improved methods for building protein models in electron density maps and the location of errors in these models (1991) Acta Crystallogr. Sect. A, 47, pp. 110-119
Engh, R. A., Huber, R., Accurate bond and angle parameters for X-ray protein structure refinement (1991) Acta Crystallogr. Sect. A, 47, pp. 392-400
Laskowski, R. A., MacArthur, M. W., Moss, D. S., Thornton, J. M., PROCHECK: A program to check the stereochemical quality of protein structures (1993) J. Appl. Crystallogr., 26, pp. 283-291
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
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
No results.
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