Fluorine Replaces a Hydrogen Involved in the Catalytic Cycle

1 Fluorine Replaces a Hydrogen Involved in the Catalytic Cycle 

1 Inhibition of Thymidylato Synthase Discovery of the antitumor properties of 5-fluorouracil (5-FU) in the late 1950s, short time after that of fluorocorticoids, had an determining impact by showing the potential of fluorinated molecules in medicinal chemistry. 

Although the antitumor activity of 5 -fluorouracil (5 -FU) is mainly due to the inhibition of thymidylate synthase (after its in vivo glycosylation and its phosphorylation), it 

3 Inhibition of Chorismate Synthase Shikimic and quinic acids are used by microorganisms, fungi, and superior plants for the synthesis of essential aromatic amino acids from acyclic sugars. Fluorinated analogues of substrates and reaction intermediates have been synthesized in order to inhibit enzymes involved in 

Applications of the inhibition of enzymes of the shikimic pathway have given rise to the synthesis of numerous fluorinated derivatives of shikimic acid, especially for applications in crop sciences (bactericides, fungicides, herbicides). Due to the lack of precise data on the inhibition mechanism, these examples are not considered here. 

---