Organic & biomolecular chemistry.
2019 ;
17 (47) :
10097-10102.
[pub] 20191204
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.
- MeSH
- alkylace MeSH
- fluorované uhlovodíky chemická syntéza chemie MeSH
- indikátory a reagencie chemická syntéza chemie MeSH
- jod chemie MeSH
- molekulární struktura MeSH
- rozpustnost MeSH
- sulfhydrylové sloučeniny chemie MeSH
- voda chemie MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
