Tritiation of azido-labeled diiodo cabazitaxel (Jevtana) and docetaxel (Taxotere) derivatives to generate3H-photoaffinity probes
| Autor: | Jens Atzrodt, Remo Weck, Seth Jones, Annina Burhop, Volker Derdau |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
010405 organic chemistry
Chemistry General problem Aryl Organic Chemistry 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences Analytical Chemistry Isotope exchange chemistry.chemical_compound Docetaxel Cabazitaxel Drug Discovery medicine Molecular targets Moiety Radiology Nuclear Medicine and imaging Azide Spectroscopy medicine.drug |
| Zdroj: | Journal of Labelled Compounds and Radiopharmaceuticals. 61:895-902 |
| ISSN: | 0362-4803 |
| DOI: | 10.1002/jlcr.3675 |
| Popis: | Radiolabelled azidophenyl analogues can make powerful photoaffinity probes for the identification of molecular targets. We describe our efforts to prepare tritiated azidophenyl analogues of the taxols cabazitaxel and docetaxel. Late-stage tritiation by isotope exchange with diiodo precursors resulted in reduction of the azide moiety, which could only be overcome by addition of high excess of a sacrificial azide. Iodine-deuterium exchange experiments on a model system established that deiodination with concomitant azide reduction is a general problem when performing such isotope-exchange reactions on azide-containing aryl iodides. |
| Databáze: | OpenAIRE |
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