The DOI matches its Crossref record; 29 of the 29 references it cites were found in a registry or an index.
The structure of a complex between carbonic anhydrase II and a new inhibitor, trifluoromethane sulphonamide
Open accessAbstract
It has recently been shown that aliphatic sulphonamides are good inhibitors of carbonic anhydrase (CA) provided that the pK of the sulphonamide is low. We have determined the structure of the complex between CAII and CF 3 SO 2 NH 2 by X‐ray crystallographic methods. The nitrogen of the sulphonamide is bound to the zinc ion of the enzyme in the usual manner. The other parts of the inhibitor show a different mode of binding from aromatic sulphonamides since the trifluoromethyl group is bound at the hydrophobic part of the active site instead of pointing out from the active site. It should be possible to design new inhibitors specific for the different isoenzymes, starting from the present structure.
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“Moreover, some high potency inhibitors coordinate Zn2+ via uncharged nitrogens with electron lone pairs, such as those found in sulfonamides18 and imidazoles6 (see Figure 13), that seem to interact more strongly than negatively charged nitro groups.7”
From AutoDock4Zn: An Improved AutoDock Force Field for Small-Molecule Docking to Zinc Metalloproteins (2014) · cites this paper as [18]
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The protein data bank: A computer-based archival file for macromolecular structures
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Traitement statistique des erreurs dans la determination des structures cristallines
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Stereochemically restrained refinement of macromolecular structures
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Håkansson, K., Carlsson, M., Svensson, L. A., & Liljas, A. (1992) · Journal of Molecular Biology · doi:10.1016/0022-2836(92)90531-n · Cited by 512
Self-citationThe use of an imaging proportional counter in macromolecular crystallography
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Crystal Structure of Human Carbonic Anhydrase C
Liljas, A., Kannan, K. K., Bergstén, P.-C., Vaara, I., Fridborg, K., Strandberg, B., Carlbom, U., Järup, L., Lövgren, S., & Petef, M. (1972) · Nature New Biology · doi:10.1038/newbio235131a0 · Cited by 452
Self-citationSteiner, H., Jonsson, B., & Lindskog, S. F. (1975) · European Journal of Biochemistry · doi:10.1111/j.1432-1033.1975.tb02449.x · Cited by 426
The Carbonic anhydrases : cellular physiology and molecular genetics
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- 1984 Clarendon Press Oxford J.W. Pflugrath M.A. Saper F.A. Quicho S. Hall T. Ashida Methods in Applied Crystallography and Computing 404 407
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Fluorine in medicinal chemistry
Purser, S., Moore, P. R., Swallow, S., & Gouverneur, V. (2007) · Chemical Society Reviews · doi:10.1039/b610213c · Cited by 7,678
Alterio, V., Fiore, A. D., D’Ambrosio, K., Supuran, C. T., & Simone, G. D. (2012) · Chemical Reviews · doi:10.1021/cr200176r · Cited by 1,281
Structure and mechanism of carbonic anhydrase
Lindskog, S. (1997) · Pharmacology & Therapeutics · doi:10.1016/s0163-7258(96)00198-2 · Cited by 1,022
Krishnamurthy, V. M., Kaufman, G. K., Urbach, A. R., Gitlin, I., Gudiksen, K. L., Weibel, D. B., & Whitesides, G. M. (2008) · Chemical Reviews · doi:10.1021/cr050262p · Cited by 775
Weber, A., Casini, A., Heine, A., Kühn, D., Supuran, C. T., Scozzafava, A., & Klebe, G. (2003) · Journal of Medicinal Chemistry · doi:10.1021/jm030912m · Cited by 458
Metadata
- Authors
- Håkansson, K., & Liljas, A.
- Affiliations
- Lund University (SE)
- Corresponding author
- Liljas, A.
- ORCID
- Liljas, A.
- Venue
- FEBS Letters
- Publisher
- Wiley
- Published
- 1994-08-22
- Volume
- 350
- Issue
- 2-3
- Pages
- 319-322
- ISSN
- 0014-5793 (ISSN-L)
- 1873-3468
- OpenAlex
- W2020999457
- Cited by
- 36
- References
- 29
- Citations by year
- 2021: 3 · 2018: 1 · 2015: 1 · 2014: 2 · 2012: 2
- FWCI
- 1.27
- Type
- journal article
- Language
- en
- Open access
- bronze
- doi.org
- Locations
- FEBS Letters (publishedVersion)
- PubMed (publishedVersion)
- Funders
- Knut och Alice Wallenbergs Stiftelse
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Enzyme function and inhibition
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Structural Biology › Enzyme Structure and Function
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Biochemical and Molecular Research
- Keywords
- carbonic anhydrase II, enzyme-inhibitor complex, zinc binding, hydrophobic binding, active site, inhibitor design, isozymes
- MeSH terms
- Binding Sites, Carbonic Anhydrases, Carbonic Anhydrase Inhibitors, Chlorofluorocarbons, Methane, Humans, Models, Molecular, Sulfonamides, Crystallography, X-Ray
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