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abstraction of the Cys-225 mercapto hydrogen by 2.7 to generate 2.8 in which the 3'-OH is deprotonated by Glu-441. The resulting enolate 2.9 evolves through partial protonation of the fluorine atom by Cys-439, which facilitates displacement of HF to give 2.10. Final abstraction of a hydrogen atom by the Cys-225 radical leads to the proposed final reaction product, the stable radical 2.11.

Gemcitabine (difluorodeoxycytidine, dFdC) is another nucleoside prodrug that has DNA polymerase inhibition as its primary mechanism of action (see Section 8.1), but it also has some activity as a RNR inhibitor.

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