Title: Application of Decafluorobiphenyl (DFBP) Moiety as a Linker in Bioconjugation
Authors: Alapour S, de la Torre BG, Ramjugernath D, Koorbanally NA, Albericio F.
Journal: Bioconjug Chem,29(2):225-233. doi: 10.1021/acs.bioconjchem.7b00800: (2018)
Considerable attention has been devoted to fluorinated compounds due to their unique and interesting properties. Many modern pharmaceuticals contain fluorinated substituents, which are commonly synthesized using selective fluorinating reagents. Decafluorobiphenyl (DFBP) as a fluorinated linker is susceptible to nucleophilic attack.
This nucleophilic reaction has been widely studied using various nucleophiles. Sulfur and nitrogen containing nucleophiles have been of particular interest, especially in bioconjugated reactions. This review focuses on the SNAr reactivity of DFBP in formation of C-X (X = S, N) bonds, to be applied in bioconjugation in organic chemistry.
The review aims to highlight the crucial factors that govern the chemistry behind the activation of F-CAr-CAr-F bonds as a linker in the synthesis of novel peptides, proteins, and biologics.