Chemoselective F-18-incorporation into pyridyl acyltrifluoroborates for rapid radiolabelling of peptides and proteins at room temperature

A new prosthetic group is reported for F-18-labelling of peptides and proteins based on the chemoselective ligation of potassium acyltrifluoroborates (KATs) and hydroxylamines without any detectable F-18/F-19 isotope exchange at the acyltrifluoroborate moiety. The new building block is appended via...

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Bibliographic Details
Published inChemical communications (Cambridge, England) Vol. 56; no. 5; pp. 723 - 726
Main Authors Chiotellis, Aristeidis, Ahmed, Hazem, Betzel, Thomas, Tanriver, Matthias, White, Christopher J., Song, Haewon, Da Ros, Sara, Schibli, Roger, Bode, Jeffrey W., Ametamey, Simon M.
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 16.01.2020
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
ORGANOTRIFLUOROBORATE
DESIGN
RADIOCHEMISTRY
LIGATION
CLICK-CHEMISTRY
BIOMOLECULES
EXCHANGE
WATER
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Summary:A new prosthetic group is reported for F-18-labelling of peptides and proteins based on the chemoselective ligation of potassium acyltrifluoroborates (KATs) and hydroxylamines without any detectable F-18/F-19 isotope exchange at the acyltrifluoroborate moiety. The new building block is appended via a common amide bond at room temperature with no need for protecting groups which enables an effective orthogonal F-18-radiolabelling.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc08645e