Phosphonodithioester-amine coupling in water: a fast reaction to modify the surface of liposomes.
Montassar KhalilDany Jeanne Dit FouqueMathieu BerchelAurore FraixAurélien DupontSalvatore SortinoAntony MemboeufPaul-Alain JaffrèsPublished in: Organic & biomolecular chemistry (2022)
The incorporation of lipophilic phosphonodithioesters in phospholipid formulations generates clickable liposomes that react with amines. The kinetics of this metal free phosphonodithioester-amine coupling (PAC) on liposomes in water is reported and can be classified as a fast reaction with a second order rate constant of k ≈ 8 × 102 M-1 s-1. The PAC reaction represents a versatile strategy to functionalize liposomes.