606 2, ANALOGS OF ENZYME REACTION COMPONENTS 



Table 2-39 (continued) 



Analog 



Structure 



Relative - AF 



of binding 



(kcal/mole) 



Phenol 



HO 



1.84' 



2, 4-Dihydroxybenzoate 



HO 



COO 



OH 



1.84' 



Benzoate 



COO 



< 1.84' 



w -Hydroxybenzoate 



HO 



<Q>-coo- 



< 1.84^^ 



HO 



3, 5-Dihydroxybenzoate 



COO' 



< 1.84' 



Salicylate 



<Q^coo- 



OH 



< 1.84' 



«From Balinsky and Davies (1961b). 



f> The value for shikimate was obtained from K,,, assuming that this is a true substrate 



constant. 

 '"Values calculated on the basis of inhibitions reported and are very approximate. 



pH 9 where the phenolic groups are partially ionized, and this may account 

 for some of the differences in inhibitory activity between the compounds. 

 Variation of the inhibition with pH might provide some interesting infor- 

 mation. 



