Designed inhibitors of horse liver alcohol dehydrogenase. Effect of active-site metal ion substitution.
3-(p-Butoxyphenyl)propionamide, -thioamide and -hydrazide and the formamide of p-butoxybenzylamine were tested as inhibitors of cadmium(II) and cobalt(II) active-site substituted alcohol dehydrogenase. The results agree with a direct coordination of these inhibitors except for the hydrazide to the active-site metal ion, in the enzyme-NADH-inhibitor complex. The hydrazide might be situated at some distance from the metal ion without a direct coordination bond.
D000429:Alcohol Oxidoreductases / Q000037:antagonists & inhibitors*; D000577:Amides / Q000494:pharmacology; D000818:Animals; D001665:Binding Sites / Q000187:drug effects; D002104:Cadmium / Q000494:pharmacology; D003035:Cobalt / Q000494:pharmacology; D005559:Formamides / Q000494:pharmacology; D006736:Horses; D006834:Hydrazines / Q000494:pharmacology; D008099:Liver / Q000201:enzymology*; D013329:Structure-Activity Relationship; D013854:Thioamides / Q000494:pharmacology; D015032:Zinc / Q000494:pharmacology
D000577:Amides; D005559:Formamides; D006834:Hydrazines; D013854:Thioamides; D002104:Cadmium; C047904:3(4-butoxyphenyl)propionamide; D003035:Cobalt; C039117:N-(4-butoxybenzyl)formamide; C047905:3-(4-butoxyphenyl)propyl thioamide; C047903:3-(4-butoxyphenyl)propionyl hydrazide; D000429:Alcohol Oxidoreductases; D015032:Zinc