{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,9]],"date-time":"2026-09-09T20:10:56Z","timestamp":1788984656798,"version":"build-2803163510"},"reference-count":52,"publisher":"Wiley","license":[{"start":{"date-parts":[[2014,1,1]],"date-time":"2014-01-01T00:00:00Z","timestamp":1388534400000},"content-version":"unspecified","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/3.0\/"}],"funder":[{"name":"Technology Agency of the Czech Republic","award":["TE01020028"],"award-info":[{"award-number":["TE01020028"]}]},{"name":"Technology Agency of the Czech Republic","award":["68378050"],"award-info":[{"award-number":["68378050"]}]},{"name":"Technology Agency of the Czech Republic","award":["61388963"],"award-info":[{"award-number":["61388963"]}]},{"name":"Technology Agency of the Czech Republic","award":["P208\/12\/G016"],"award-info":[{"award-number":["P208\/12\/G016"]}]},{"name":"Technology Agency of the Czech Republic","award":["CZ 1.05\/2.1.00\/03\/0058"],"award-info":[{"award-number":["CZ 1.05\/2.1.00\/03\/0058"]}]},{"DOI":"10.13039\/501100004240","name":"Academy of Sciences of the Czech Republic","doi-asserted-by":"crossref","award":["TE01020028"],"award-info":[{"award-number":["TE01020028"]}],"id":[{"id":"10.13039\/501100004240","id-type":"DOI","asserted-by":"crossref"}]},{"DOI":"10.13039\/501100004240","name":"Academy of Sciences of the Czech Republic","doi-asserted-by":"crossref","award":["68378050"],"award-info":[{"award-number":["68378050"]}],"id":[{"id":"10.13039\/501100004240","id-type":"DOI","asserted-by":"crossref"}]},{"DOI":"10.13039\/501100004240","name":"Academy of Sciences of the Czech Republic","doi-asserted-by":"crossref","award":["61388963"],"award-info":[{"award-number":["61388963"]}],"id":[{"id":"10.13039\/501100004240","id-type":"DOI","asserted-by":"crossref"}]},{"DOI":"10.13039\/501100004240","name":"Academy of Sciences of the Czech Republic","doi-asserted-by":"crossref","award":["P208\/12\/G016"],"award-info":[{"award-number":["P208\/12\/G016"]}],"id":[{"id":"10.13039\/501100004240","id-type":"DOI","asserted-by":"crossref"}]},{"DOI":"10.13039\/501100004240","name":"Academy of Sciences of the Czech Republic","doi-asserted-by":"crossref","award":["CZ 1.05\/2.1.00\/03\/0058"],"award-info":[{"award-number":["CZ 1.05\/2.1.00\/03\/0058"]}],"id":[{"id":"10.13039\/501100004240","id-type":"DOI","asserted-by":"crossref"}]},{"DOI":"10.13039\/501100004240","name":"Academy of Sciences of the Czech Republic","doi-asserted-by":"crossref","award":["TE01020028"],"award-info":[{"award-number":["TE01020028"]}],"id":[{"id":"10.13039\/501100004240","id-type":"DOI","asserted-by":"crossref"}]},{"DOI":"10.13039\/501100004240","name":"Academy of Sciences of the Czech Republic","doi-asserted-by":"crossref","award":["68378050"],"award-info":[{"award-number":["68378050"]}],"id":[{"id":"10.13039\/501100004240","id-type":"DOI","asserted-by":"crossref"}]},{"DOI":"10.13039\/501100004240","name":"Academy of Sciences of the Czech Republic","doi-asserted-by":"crossref","award":["61388963"],"award-info":[{"award-number":["61388963"]}],"id":[{"id":"10.13039\/501100004240","id-type":"DOI","asserted-by":"crossref"}]},{"DOI":"10.13039\/501100004240","name":"Academy of Sciences of the Czech Republic","doi-asserted-by":"crossref","award":["P208\/12\/G016"],"award-info":[{"award-number":["P208\/12\/G016"]}],"id":[{"id":"10.13039\/501100004240","id-type":"DOI","asserted-by":"crossref"}]},{"DOI":"10.13039\/501100004240","name":"Academy of Sciences of the Czech Republic","doi-asserted-by":"crossref","award":["CZ 1.05\/2.1.00\/03\/0058"],"award-info":[{"award-number":["CZ 1.05\/2.1.00\/03\/0058"]}],"id":[{"id":"10.13039\/501100004240","id-type":"DOI","asserted-by":"crossref"}]},{"DOI":"10.13039\/501100001824","name":"Grantov\u00e1 Agentura Cesk\u00e9 Republiky","doi-asserted-by":"publisher","award":["TE01020028"],"award-info":[{"award-number":["TE01020028"]}],"id":[{"id":"10.13039\/501100001824","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001824","name":"Grantov\u00e1 Agentura Cesk\u00e9 Republiky","doi-asserted-by":"publisher","award":["68378050"],"award-info":[{"award-number":["68378050"]}],"id":[{"id":"10.13039\/501100001824","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001824","name":"Grantov\u00e1 Agentura Cesk\u00e9 Republiky","doi-asserted-by":"publisher","award":["61388963"],"award-info":[{"award-number":["61388963"]}],"id":[{"id":"10.13039\/501100001824","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001824","name":"Grantov\u00e1 Agentura Cesk\u00e9 Republiky","doi-asserted-by":"publisher","award":["P208\/12\/G016"],"award-info":[{"award-number":["P208\/12\/G016"]}],"id":[{"id":"10.13039\/501100001824","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001824","name":"Grantov\u00e1 Agentura Cesk\u00e9 Republiky","doi-asserted-by":"publisher","award":["CZ 1.05\/2.1.00\/03\/0058"],"award-info":[{"award-number":["CZ 1.05\/2.1.00\/03\/0058"]}],"id":[{"id":"10.13039\/501100001824","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Research and Development for Innovations of the European Social Fund","award":["TE01020028"],"award-info":[{"award-number":["TE01020028"]}]},{"name":"Research and Development for Innovations of the European Social Fund","award":["68378050"],"award-info":[{"award-number":["68378050"]}]},{"name":"Research and Development for Innovations of the European Social Fund","award":["61388963"],"award-info":[{"award-number":["61388963"]}]},{"name":"Research and Development for Innovations of the European Social Fund","award":["P208\/12\/G016"],"award-info":[{"award-number":["P208\/12\/G016"]}]},{"name":"Research and Development for Innovations of the European Social Fund","award":["CZ 1.05\/2.1.00\/03\/0058"],"award-info":[{"award-number":["CZ 1.05\/2.1.00\/03\/0058"]}]},{"DOI":"10.13039\/100005564","name":"Gilead Sciences","doi-asserted-by":"publisher","award":["TE01020028"],"award-info":[{"award-number":["TE01020028"]}],"id":[{"id":"10.13039\/100005564","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100005564","name":"Gilead Sciences","doi-asserted-by":"publisher","award":["68378050"],"award-info":[{"award-number":["68378050"]}],"id":[{"id":"10.13039\/100005564","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100005564","name":"Gilead Sciences","doi-asserted-by":"publisher","award":["61388963"],"award-info":[{"award-number":["61388963"]}],"id":[{"id":"10.13039\/100005564","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100005564","name":"Gilead Sciences","doi-asserted-by":"publisher","award":["P208\/12\/G016"],"award-info":[{"award-number":["P208\/12\/G016"]}],"id":[{"id":"10.13039\/100005564","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100005564","name":"Gilead Sciences","doi-asserted-by":"publisher","award":["CZ 1.05\/2.1.00\/03\/0058"],"award-info":[{"award-number":["CZ 1.05\/2.1.00\/03\/0058"]}],"id":[{"id":"10.13039\/100005564","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Institute of Organic Chemistry and Biochemistry","award":["TE01020028"],"award-info":[{"award-number":["TE01020028"]}]},{"name":"Institute of Organic Chemistry and Biochemistry","award":["68378050"],"award-info":[{"award-number":["68378050"]}]},{"name":"Institute of Organic Chemistry and Biochemistry","award":["61388963"],"award-info":[{"award-number":["61388963"]}]},{"name":"Institute of Organic Chemistry and Biochemistry","award":["P208\/12\/G016"],"award-info":[{"award-number":["P208\/12\/G016"]}]},{"name":"Institute of Organic Chemistry and Biochemistry","award":["CZ 1.05\/2.1.00\/03\/0058"],"award-info":[{"award-number":["CZ 1.05\/2.1.00\/03\/0058"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["BioMed Research International"],"published-print":{"date-parts":[[2014]]},"abstract":"<jats:p>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-<jats:italic>closo<\/jats:italic>-dodecaborane at 1.0\u2009\u00c5 resolution and used this structure to model the 1-methylenesulfamide-1,2-dicarba-<jats:italic>closo<\/jats:italic>-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-<jats:italic>closo<\/jats:italic>-dodecaborane to CAII and CAIX, respectively.<\/jats:p>","DOI":"10.1155\/2014\/389869","type":"journal-article","created":{"date-parts":[[2014,9,18]],"date-time":"2014-09-18T21:06:15Z","timestamp":1411074375000},"page":"1-9","source":"Crossref","is-referenced-by-count":26,"title":["Carborane-Based Carbonic Anhydrase Inhibitors: Insight into CAII\/CAIX Specificity from a High-Resolution Crystal Structure, Modeling, and Quantum Chemical Calculations"],"prefix":"10.1155","volume":"2014","author":[{"given":"Pavel","family":"Mader","sequence":"first","affiliation":[{"name":"Institute of Molecular Genetics, Academy of Sciences of the Czech Republic, V\u00edde\u0148sk\u00e1 1083, 140 00 Prague 4, Czech Republic"},{"name":"Structural Genomics Consortium, University of Toronto, Toronto, ON, Canada M5G 1L7"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Adam","family":"Pecina","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Gilead Sciences and IOCB Research Center, Flemingovo nam. 2, 166 10 Prague 6, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Petr","family":"C\u00edgler","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Gilead Sciences and IOCB Research Center, Flemingovo nam. 2, 166 10 Prague 6, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Martin","family":"Lep\u0161\u00edk","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Gilead Sciences and IOCB Research Center, Flemingovo nam. 2, 166 10 Prague 6, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"V\u00e1clav","family":"\u0160\u00edcha","sequence":"additional","affiliation":[{"name":"Institute of Inorganic Chemistry, Academy of Sciences of the Czech Republic, v.v.i., Hlavn\u00ed 1001, 250 68 \u0158e\u017e near Prague, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Pavel","family":"Hobza","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Gilead Sciences and IOCB Research Center, Flemingovo nam. 2, 166 10 Prague 6, Czech Republic"},{"name":"Regional Center of Advanced Technologies and Materials, Department of Physical Chemistry, Palack\u00fd University, 77146 Olomouc, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bohum\u00edr","family":"Gr\u00fcner","sequence":"additional","affiliation":[{"name":"Institute of Inorganic Chemistry, Academy of Sciences of the Czech Republic, v.v.i., Hlavn\u00ed 1001, 250 68 \u0158e\u017e near Prague, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jind\u0159ich","family":"Fanfrl\u00edk","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Gilead Sciences and IOCB Research Center, Flemingovo nam. 2, 166 10 Prague 6, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ji\u0159\u00ed","family":"Brynda","sequence":"additional","affiliation":[{"name":"Institute of Molecular Genetics, Academy of Sciences of the Czech Republic, V\u00edde\u0148sk\u00e1 1083, 140 00 Prague 4, Czech Republic"},{"name":"Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Gilead Sciences and IOCB Research Center, Flemingovo nam. 2, 166 10 Prague 6, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Pavl\u00edna","family":"\u0158ez\u00e1\u010dov\u00e1","sequence":"additional","affiliation":[{"name":"Institute of Molecular Genetics, Academy of Sciences of the Czech Republic, V\u00edde\u0148sk\u00e1 1083, 140 00 Prague 4, Czech Republic"},{"name":"Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Gilead Sciences and IOCB Research Center, Flemingovo nam. 2, 166 10 Prague 6, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","reference":[{"key":"1","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M109.006478"},{"issue":"1","key":"2","doi-asserted-by":"crossref","first-page":"84","DOI":"10.18632\/oncotarget.422","volume":"3","year":"2012","journal-title":"Oncotarget"},{"key":"3","doi-asserted-by":"publisher","DOI":"10.1038\/onc.2012.550"},{"key":"4","doi-asserted-by":"publisher","DOI":"10.1007\/978-94-007-7359-2_12"},{"key":"5","doi-asserted-by":"publisher","DOI":"10.1517\/13543776.2013.798648"},{"key":"6","doi-asserted-by":"crossref","first-page":"291","DOI":"10.1007\/978-94-007-7359-2_15","volume":"75","year":"2014","journal-title":"Subcellular Biochemistry"},{"key":"7","doi-asserted-by":"crossref","first-page":"13760","DOI":"10.1002\/anie.201307583","volume":"52","year":"2013","journal-title":"Angewandte Chemie International Edition in English"},{"key":"8","year":"1963"},{"key":"9","doi-asserted-by":"publisher","DOI":"10.1021\/ic980110v"},{"key":"10","first-page":"3","year":"1997"},{"key":"11","doi-asserted-by":"publisher","DOI":"10.1016\/S0010-8545(02)00087-5"},{"key":"12","doi-asserted-by":"publisher","DOI":"10.1135\/cccc20071646"},{"key":"13","doi-asserted-by":"publisher","DOI":"10.1021\/cr00010a005"},{"key":"14","doi-asserted-by":"publisher","DOI":"10.1021\/jm030191r"},{"key":"15","doi-asserted-by":"publisher","DOI":"10.1021\/bc060047v"},{"key":"16","doi-asserted-by":"publisher","DOI":"10.1002\/cmdc.201000368"},{"key":"17","doi-asserted-by":"publisher","DOI":"10.1021\/cr2000866"},{"key":"18","doi-asserted-by":"publisher","DOI":"10.1021\/jm0701977"},{"key":"19","doi-asserted-by":"crossref","first-page":"15394","DOI":"10.1073\/pnas.0507577102","volume":"102","year":"2005","journal-title":"Proceedings of the National Academy of Sciences of the United States of America"},{"key":"20","doi-asserted-by":"publisher","DOI":"10.1021\/jm9011388"},{"key":"21","doi-asserted-by":"publisher","DOI":"10.1016\/S1074-5521(01)00016-3"},{"key":"22","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.0700316104"},{"key":"23","doi-asserted-by":"publisher","DOI":"10.1021\/ja208797n"},{"key":"24","doi-asserted-by":"publisher","DOI":"10.1021\/cr050262p"},{"key":"25","doi-asserted-by":"publisher","DOI":"10.1016\/j.drudis.2007.07.006"},{"key":"26","doi-asserted-by":"crossref","first-page":"921","DOI":"10.1002\/cplu.201300199","volume":"78","year":"2013","journal-title":"ChemPlusChem"},{"key":"27","doi-asserted-by":"crossref","first-page":"16096","DOI":"10.1021\/jp410216m","volume":"117","year":"2013","journal-title":"The Journal of Physical Chemistry B"},{"key":"28","doi-asserted-by":"publisher","DOI":"10.1107\/S0907444910006554"},{"key":"29","doi-asserted-by":"publisher","DOI":"10.1107\/S0909049512006395"},{"key":"30","doi-asserted-by":"publisher","DOI":"10.1107\/S0907444910048675"},{"key":"31","doi-asserted-by":"publisher","DOI":"10.1107\/S0907444905036693"},{"key":"32","doi-asserted-by":"publisher","DOI":"10.1038\/355472a0"},{"key":"33","doi-asserted-by":"publisher","DOI":"10.1002\/prot.10286"},{"key":"34","doi-asserted-by":"publisher","DOI":"10.1021\/jm9014026"},{"key":"35","doi-asserted-by":"publisher","DOI":"10.1107\/S0907444996012255"},{"key":"36","doi-asserted-by":"crossref","first-page":"760","DOI":"10.1107\/S0907444994003112","volume":"50","year":"1994","journal-title":"Acta Crystallographica D"},{"key":"37","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.20570"},{"key":"38","doi-asserted-by":"publisher","DOI":"10.1039\/b508541a"},{"issue":"3","key":"39","doi-asserted-by":"crossref","first-page":"165","DOI":"10.1016\/0009-2614(89)85118-8","volume":"162","year":"1989","journal-title":"Chemical Physics Letters"},{"key":"40","doi-asserted-by":"publisher","DOI":"10.1107\/S0907444904019158"},{"key":"41","year":"2002"},{"key":"42","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.0908301106"},{"key":"43","year":"2002"},{"issue":"50","key":"44","doi-asserted-by":"crossref","first-page":"19357","DOI":"10.1021\/jp962071j","volume":"100","year":"1996","journal-title":"The Journal of Physical Chemistry"},{"key":"45","doi-asserted-by":"publisher","DOI":"10.1135\/cccc2011035"},{"issue":"1","key":"46","doi-asserted-by":"crossref","first-page":"118","DOI":"10.2174\/1573409911309010011","volume":"9","year":"2013","journal-title":"Current Computer\u2014Aided Drug Design"},{"key":"47","doi-asserted-by":"crossref","first-page":"2484","DOI":"10.1021\/cb400526n","volume":"8","year":"2013","journal-title":"ACS Chemical Biology"},{"key":"48","doi-asserted-by":"crossref","first-page":"14973","DOI":"10.1021\/jp409604n","volume":"117","year":"2013","journal-title":"Journal of Physical Chemistry B"},{"issue":"8","key":"51","doi-asserted-by":"crossref","first-page":"3684","DOI":"10.1063\/1.448118","volume":"81","year":"1984","journal-title":"The Journal of Chemical Physics"},{"key":"52","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.20290"},{"key":"53","doi-asserted-by":"publisher","DOI":"10.1093\/protein\/12.4.271"},{"key":"55","doi-asserted-by":"publisher","DOI":"10.1021\/jm2000213"}],"container-title":["BioMed Research International"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/downloads.hindawi.com\/journals\/bmri\/2014\/389869.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/downloads.hindawi.com\/journals\/bmri\/2014\/389869.xml","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/downloads.hindawi.com\/journals\/bmri\/2014\/389869.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2020,8,24]],"date-time":"2020-08-24T17:01:12Z","timestamp":1598288472000},"score":1,"resource":{"primary":{"URL":"http:\/\/www.hindawi.com\/journals\/bmri\/2014\/389869\/"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2014]]},"references-count":52,"alternative-id":["389869","389869"],"URL":"https:\/\/doi.org\/10.1155\/2014\/389869","relation":{},"ISSN":["2314-6133","2314-6141"],"issn-type":[{"value":"2314-6133","type":"print"},{"value":"2314-6141","type":"electronic"}],"subject":[],"published":{"date-parts":[[2014]]}}}