24210-46-6Relevant academic research and scientific papers
Synthesis of water-soluble hypervalent iodine reagents for fluoroalkylation of biological thiols
Klimánková, Iveta,Hubálek, Martin,Matou?ek, Václav,Beier, Petr
, p. 10097 - 10102 (2019)
New open-chain and water-soluble hypervalent iodine reagents were synthesized and used for the transfer of fluoroalkyl groups to sulfur atoms of cysteine and cysteine-containing peptides under biocompatible conditions. Some of the reagents displayed excellent reactivity despite their limited stability in aqueous media. In reactions with a short cysteine-containing peptide, in addition to the expected S-fluoroalkylated product, a range of side-products were obtained. The amount of side-products depended on the conditions used (type of reagent, concentration, and pH). With highly activated hypervalent iodine reagents, a new reactive mode was observed-reaction with disulfides to form fluoroalkyl thiols.
