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J Am Chem Soc. 2018 Feb 7;140(5):1572-1575. doi: 10.1021/jacs.7b10227. Epub 2018 Jan 22.

18F-Trifluoromethylation of Unmodified Peptides with 5-18F-(Trifluoromethyl)dibenzothiophenium Trifluoromethanesulfonate.

Author information

1
Chemistry Research Laboratory, University of Oxford , 12 Mansfield Road, Oxford OX1 3TA, United Kingdom.
2
Oxford Institute for Radiation Oncology, University of Oxford , Roosevelt Drive, Oxford OX3 7DQ, United Kingdom.

Abstract

The 18F-labeling of 5-(trifluoromethyl)-dibenzothiophenium trifluoromethanesulfonate, commonly referred to as the Umemoto reagent, has been accomplished applying a halogen exchange 18F-fluorination with 18F-fluoride, followed by oxidative cyclization with Oxone and trifluoromethanesulfonic anhydride. This new 18F-reagent allows for the direct chemoselective 18F-labeling of unmodified peptides at the thiol cysteine residue.

PMID:
29301394
DOI:
10.1021/jacs.7b10227
[Indexed for MEDLINE]

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