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@ARTICLE{Dudutien:166502,
author = {Dudutienė, Virginija and Zubrienė, Asta and Smirnov,
Alexey and Gylytė, Joana and Timm, David and Manakova,
Elena and Gražulis, Saulius and Matulis, Daumantas},
title = {4-{S}ubstituted-2,3,5,6-tetrafluorobenzenesulfonamides as
inhibitors of carbonic anhydrases {I}, {II}, {VII}, {XII},
and {XIII}},
journal = {Bioorganic $\&$ medicinal chemistry},
volume = {21},
number = {7},
issn = {0968-0896},
address = {Amsterdam [u.a.]},
publisher = {Elsevier},
reportid = {DESY-2014-01384},
pages = {2093 - 2106},
year = {2013},
note = {© Elsevier Ltd. ; Post referee fulltext in progress;
Embargo 12 months from publication},
abstract = {A series of
4-substituted-2,3,5,6-tetrafluorobenezenesulfonamides were
synthesized and their binding potencies as inhibitors of
recombinant human carbonic anhydrase isozymes I, II, VII,
XII, and XIII were determined by the thermal shift assay,
isothermal titration calorimetry, and stop-flow CO2
hydration assay. All fluorinated benzenesulfonamides
exhibited nanomolar binding potency toward tested CAs and
fluorinated benzenesulfonamides posessed higher binding
potency than non-fluorinated compounds. The crystal
structures of
4-[(4,6-dimethylpyrimidin-2-yl)thio]-2,3,5,6-tetrafluorobenzenesulfonamide
in complex with CA II and CA XII, and
2,3,5,6-tetrafluoro-4-[(2-hydroxyethyl)sulfonyl]benzenesulfonamide
in complex with CA XIII were determined. The observed
dissociation constants for several fluorinated compounds
reached subnanomolar range for CA I isozyme. The affinity
and the selectivity of the compounds towards tested isozymes
are presented.},
cin = {EMBL-User},
ddc = {540},
cid = {I:(DE-H253)EMBL-User-20120814},
pnm = {DORIS Beamline K1.1 (POF2-54G13) / DORIS Beamline K1.3
(POF2-54G13)},
pid = {G:(DE-H253)POF2-K1.1-20130405 /
G:(DE-H253)POF2-K1.3-20130405},
experiment = {EXP:(DE-H253)D-K1.1-20150101 /
EXP:(DE-H253)D-K1.3-20150101},
typ = {PUB:(DE-HGF)16},
UT = {WOS:000316770300052},
pubmed = {pmid:23394791},
doi = {10.1016/j.bmc.2013.01.008},
url = {https://bib-pubdb1.desy.de/record/166502},
}