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†

Journal of Medicinal Chemistry ◽

10.1021/jm060807n ◽

2006 ◽

Vol 49 (24) ◽

pp. 7024-7031 ◽

Author(s):

Jean-Yves Winum ◽

Claudia Temperini ◽

Khaled El Cheikh ◽

Alessio Innocenti ◽

Daniela Vullo ◽

...

Keyword(s):

Crystal Structure ◽

Carbonic Anhydrase ◽

Carbonic Anhydrase Inhibitors

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ZINC COMPLEXES OF CARBONIC ANHYDRASE INHIBITORS. CRYSTAL STRUCTURE OF [Zn(5-AMINO-1,3,4-THIADIAZOLE- 2-SULFONAMIDATE)2(NH3)].H2O. CARBONIC ANHYDRASE INHIBITORY ACTIVITY

Main Group Metal Chemistry ◽

10.1515/mgmc.1998.21.5.279 ◽

1998 ◽

Vol 21 (5) ◽

Author(s):

P. Borja ◽

G. Alzuet ◽

J. Casanova ◽

J. Server-Carrio ◽

J. Borras ◽

...

Keyword(s):

Crystal Structure ◽

Carbonic Anhydrase ◽

Inhibitory Activity ◽

Zinc Complexes ◽

Carbonic Anhydrase Inhibitors

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Carborane-Based Carbonic Anhydrase Inhibitors: Insight into CAII/CAIX Specificity from a High-Resolution Crystal Structure, Modeling, and Quantum Chemical Calculations

BioMed Research International ◽

10.1155/2014/389869 ◽

2014 ◽

Vol 2014 ◽

pp. 1-9 ◽

Author(s):

Pavel Mader ◽

Adam Pecina ◽

Petr Cígler ◽

Martin Lepšík ◽

Václav Šícha ◽

...

Keyword(s):

Crystal Structure ◽

High Resolution ◽

Carbonic Anhydrase ◽

Quantum Chemical Calculations ◽

Quantum Chemical ◽

Computational Analysis ◽

Structure Modeling ◽

Carbonic Anhydrases ◽

Carbonic Anhydrase Inhibitors ◽

Carborane-based compounds are promising lead structures for development of inhibitors of carbonic anhydrases (CAs). Here, we report structural and computational analysis applicable to structure-based design of carborane compounds with selectivity toward the cancer-specific CAIX isoenzyme. We determined the crystal structure of CAII in complex with 1-methylenesulfamide-1,2-dicarba-closo-dodecaborane at 1.0 Å resolution and used this structure to model the 1-methylenesulfamide-1,2-dicarba-closo-dodecaborane interactions with CAIX. A virtual glycine scan revealed the contributions of individual residues to the energy of binding of 1-methylenesulfamide-1,2-dicarba-closo-dodecaborane to CAII and CAIX, respectively.

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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

Bioorganic & Medicinal Chemistry Letters ◽

10.1016/j.bmcl.2008.03.023 ◽

2008 ◽

Vol 18 (8) ◽

pp. 2669-2674 ◽

Author(s):

Anna Di Fiore ◽

Carlo Pedone ◽

Jochen Antel ◽

Harald Waldeck ◽

Andreas Witte ◽

...

Keyword(s):

Crystal Structure ◽

Carbonic Anhydrase ◽

Tight Binding ◽

Carbonic Anhydrase Inhibitors ◽

X Ray ◽

Binding Inhibitors

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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

Journal of Medicinal Chemistry ◽

10.1021/jm050333c ◽

2005 ◽

Vol 48 (18) ◽

pp. 5721-5727 ◽

Author(s):

Valeria Menchise ◽

Giuseppina De Simone ◽

Vincenzo Alterio ◽

Anna Di Fiore ◽

Carlo Pedone ◽

...

Keyword(s):

Crystal Structure ◽

Carbonic Anhydrase ◽

Active Site ◽

Binding Region ◽

Carbonic Anhydrase Inhibitors ◽

X Ray ◽

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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

Bioorganic & Medicinal Chemistry Letters ◽

10.1016/j.bmcl.2005.01.086 ◽

2005 ◽

Vol 15 (7) ◽

pp. 1937-1942 ◽

Author(s):

Anna Di Fiore ◽

Giuseppina De Simone ◽

Valeria Menchise ◽

Carlo Pedone ◽

Angela Casini ◽

...

Keyword(s):

Crystal Structure ◽

Carbonic Anhydrase ◽

Carbonic Anhydrase Inhibitors ◽

X Ray ◽

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Carbonic anhydrase inhibitors. The X-ray crystal structure of human isoform II in adduct with an adamantyl analogue of acetazolamide resides in a less utilized binding pocket than most hydrophobic inhibitors

Bioorganic & Medicinal Chemistry Letters ◽

10.1016/j.bmcl.2010.06.082 ◽

2010 ◽

Vol 20 (15) ◽

pp. 4376-4381 ◽

Author(s):

Balendu Sankara Avvaru ◽

Jason M. Wagner ◽

Alfonso Maresca ◽

Andrea Scozzafava ◽

Arthur H. Robbins ◽

...

Keyword(s):

Crystal Structure ◽

Carbonic Anhydrase ◽

Binding Pocket ◽

Carbonic Anhydrase Inhibitors ◽

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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

Bioorganic & Medicinal Chemistry Letters ◽

10.1016/j.bmcl.2007.02.068 ◽

2007 ◽

Vol 17 (10) ◽

pp. 2795-2801 ◽

Author(s):

Claudia Temperini ◽

Jean-Yves Winum ◽

Jean-Louis Montero ◽

Andrea Scozzafava ◽

Claudiu T. Supuran

Keyword(s):

Crystal Structure ◽

Carbonic Anhydrase ◽

Zinc Binding ◽

Carbonic Anhydrase Inhibitors ◽

X Ray ◽

Binding Function

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Faculty Opinions recommendation of Amplification of screening sensitivity through selective destruction: theory and screening of a library of carbonic anhydrase inhibitors.

Faculty Opinions – Post-Publication Peer Review of the Biomedical Literature ◽

10.3410/f.1006393.90570 ◽

2002 ◽

Author(s):

Makoto Komiyama

Keyword(s):

Carbonic Anhydrase ◽

Carbonic Anhydrase Inhibitors ◽

Selective Destruction ◽

Screening Sensitivity

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Faculty Opinions recommendation of Amplification of screening sensitivity through selective destruction: theory and screening of a library of carbonic anhydrase inhibitors.

Faculty Opinions – Post-Publication Peer Review of the Biomedical Literature ◽

10.3410/f.1006393.79563 ◽

2002 ◽

Author(s):

Morten Meldal

Keyword(s):

Carbonic Anhydrase ◽

Carbonic Anhydrase Inhibitors ◽

Selective Destruction ◽

Screening Sensitivity

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Synthesis and Biological Evaluation of New 4-Thiazolidinone Derivatives as Carbonic Anhydrase Inhibitors

Letters in Organic Chemistry ◽

10.2174/1570178614666161230121658 ◽

2017 ◽

Vol 14 (2) ◽

pp. 80-85 ◽

Author(s):

Hayriye Genc ◽

Busra Ceken ◽

Cigdem Bilen ◽

Zubeyde Sackes ◽

Nahit Gencer ◽

...

Keyword(s):

Carbonic Anhydrase ◽

Biological Evaluation ◽

Carbonic Anhydrase Inhibitors ◽

Synthesis And Biological Evaluation

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