1970
DOI: 10.1021/bi00822a007
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Influence of pH on the kinetics of complex formation between aromatic sulfonamides and human carbonic anhydrase

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Cited by 84 publications
(94 citation statements)
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“…The observation that for this isoenzyme pKapp is close to 6.5 (Fig. 2), while pKa is close to 9 (14,17), is thus quite consistent with the mechanism. No data are presently available for the carboxyketoethyl C isoenzyme water-ligand ionization to make such a comparison, but one would predict from the above treatment that pKa should be about 7.9 or greater.…”
Section: Resultssupporting
confidence: 80%
“…The observation that for this isoenzyme pKapp is close to 6.5 (Fig. 2), while pKa is close to 9 (14,17), is thus quite consistent with the mechanism. No data are presently available for the carboxyketoethyl C isoenzyme water-ligand ionization to make such a comparison, but one would predict from the above treatment that pKa should be about 7.9 or greater.…”
Section: Resultssupporting
confidence: 80%
“…The charges calculations were performed on model systems including the ligand, the zinc ion and the side chains of the three coordinating histidine residues. Since literature data suggest that the sulphamate and sulphamide groups, similarly to sulphonamides 36,37 , bind the zinc ion in a deprotonated form, the total charge for ligands was set at À1 e. A charge of 1.5 e was obtained for the zinc ion, whereas a high negative charge was derived for the deprotonated nitrogen atom N1 ($ À1.7 e) in all the three ligands. A complete list of the partial charges computed for the ligands atoms is reported in Table 2.…”
Section: Systems Preparationmentioning
confidence: 99%
“…[1,26,27] Although an exceptionally simple process in principle, the mechanism of interaction of CA with sulfonamides is still a matter of debate: both displacement of the Zn II -bound water by the sulfonamide anion [Eq. (1)] and displacement of the Zn II -bound hydroxide by the neutral sulfonamide [Eq.…”
Section: Thermodynamic Framework and Backgroundmentioning
confidence: 99%
“…Although King and co-workers suggested that the mechanism involves three states (with an intermediate state that is weakly populated and has only hydrophobic contacts between CA and the ligand), [27,28] the details of the mechanism do not concern us here because we are only interested in the equilibrium between the separated reactants and the end-product complex, and because no intermediate in the pathway has been detected experimentally. [28] We only want to remove the dependence of the equilibrium thermodynam-ic parameters on the fractions of arylsulfonamide and CA that are present in their active, charged forms (see next section).…”
Section: Thermodynamic Framework and Backgroundmentioning
confidence: 99%