Novel chemoselective (18)F-radiolabeling of thiol-containing biomolecules under mild aqueous conditions

Aristeidis Chiotellis; Filippo Sladojevich; Linjing Mu; Adrienne Müller Herde; Ibai E Valverde; Vladimir Tolmachev; Roger Schibli; Simon M Ametamey; Thomas L Mindt

doi:10.1039/c6cc01982j

Novel chemoselective (18)F-radiolabeling of thiol-containing biomolecules under mild aqueous conditions

Chem Commun (Camb). 2016 May 4;52(36):6083-6. doi: 10.1039/c6cc01982j. Epub 2016 Apr 4.

Authors

Aristeidis Chiotellis¹, Filippo Sladojevich, Linjing Mu, Adrienne Müller Herde, Ibai E Valverde, Vladimir Tolmachev, Roger Schibli, Simon M Ametamey, Thomas L Mindt

Affiliation

¹ Center for Radiopharmaceutical Sciences ETH-PSI-USZ, Institute of Pharmaceutical Sciences ETH, Vladimir-Prelog Weg 4, CH-8093 Zurich, Switzerland. t.mindt@gmx.ch.

PMID: 27043419
DOI: 10.1039/c6cc01982j

Abstract

We report a novel prosthetic group based on a heterocyclic methylsulfone derivative for the rapid, stable, and chemoselective (18)F-labeling of thiol-containing (bio)molecules under mild aqueous reaction conditions. Compared to established maleimide approaches, the new methodology displays some clear advantages for imaging probe development.

MeSH terms

Animals
Cell Line, Tumor
Fluorine Radioisotopes / chemistry
Humans
Isotope Labeling
Maleimides / chemistry
Mice
Mice, Nude
Neoplasms / diagnosis
Neoplasms / diagnostic imaging
Positron-Emission Tomography
Radiopharmaceuticals / chemical synthesis
Radiopharmaceuticals / chemistry*
Radiopharmaceuticals / metabolism
Sulfhydryl Compounds / chemistry*
Tissue Distribution
Transplantation, Heterologous
Water / chemistry*

Substances

Fluorine Radioisotopes
Maleimides
Radiopharmaceuticals
Sulfhydryl Compounds
Water
maleimide