Inhibition studies on a panel of human carbonic anhydrases with N1-substituted secondary sulfonamides incorporating thiazolinone or imidazolone-indole tails

4-amino-substituted benzenesulfonamides as inhibitors of human carbonic anhydrases.

A series of N-aryl-β-alanine derivatives and diazobenzenesulfonamides containing aliphatic rings were designed, synthesized, and their binding to carbonic anhydrases (CA) I, II, VI, VII, XII, and XIII was studied by the fluorescent thermal shift assay and isothermal titration calorimetry. The results showed that 4-substituted diazobenzenesulfonamides were more potent CA binders than N-aryl-β-al...

Human Carbonic Anhydrases

Sequence studies of human erythrocyte carbonic anhydrase B show that it contains 256 residues. A series of relatively small peptides soluble in aqueous solutions obtained by chymotryptic and tryptic digestion of the enzyme, large peptides containing only COOH-terminal lysine or arginine as well as those resulting from more limited cleavage of the enzyme, and cyanogen bromide cleavage products s...

Kinetic Studies of Human Carbonic Anhydrases B and C.

Inhibition of carbonic anhydrase isozymes with benzene sulfonamides incorporating thio, sulfinyl and sulfonyl glycoside moieties.

A series of benzene sulfonamides incorporating thio, sulfinyl or sulfonyl glycoside moieties were synthesized. These glycoconjugates were investigated for their ability to inhibit the enzymatic activity of four human carbonic anhydrases (hCA): isozymes I, II and tumour-associated isozymes IX and XII. The oxidation state of the sulfur in the carbohydrate tail moiety did not influence either enzy...

Acid Difference Spectra of Human Carbonic Anhydrases.

Human carbonic anhydrase B loses enzymatic activity as it undergoes an irreversible conformational change near pH 4 (1). Riddiford (2) further found that seven of the eleven histidyl groups, which are unreactive in the native protein, become titratable during this change. Also, five or six of the eight tyrosyl groups do not ionize freely and reversibly in the native protein (2, 3). Human carbon...