4-Nitrophenyl activated esters are superior synthons for indirect radiofluorination of biomolecules† †Electronic supplementary information (ESI) available. See DOI: 10.1039/d0md00140f
| Autor: | Craig A. Hutton, Mohammad B. Haskali, Ashleigh L. Farnsworth, Peter Roselt |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Pharmacology
chemistry.chemical_classification inorganic chemicals 010405 organic chemistry Chemistry Biomolecule Organic Chemistry Kinetics Synthon Pharmaceutical Science 02 engineering and technology 021001 nanoscience & nanotechnology 01 natural sciences Biochemistry Combinatorial chemistry digestive system 0104 chemical sciences Acylation enzymes and coenzymes (carbohydrates) Drug Discovery Molecular Medicine heterocyclic compounds 0210 nano-technology |
| Zdroj: | RSC Medicinal Chemistry |
| ISSN: | 2632-8682 |
| Popis: | A comparative study of PNP- and TFP-activated esters of radiolabelled prosthetic groups demonstrates the superiority of PNP esters in terms of stability and yields for use in one-step radiolabelling of small molecules and peptides. Indirect radiolabelling has for a long time been the mainstay strategy for radiofluorination of biomolecules. Acylation of biomolecules through the use of an 18F-labelled activated ester is a standard method for indirect radiolabelling. However, the preparation of 18F-labelled activated esters is typically a complex and multistep procedure. Herein, we describe the use of 4-nitrophenyl (PNP) activated esters to rapidly prepare 18F-labelled acylation synthons in one step. Furthermore, we present a comparative study of PNP activated esters and the commonly utilised 2,3,5,6-tetrafluorphenyl (TFP) activated esters under direct radiofluorination conditions and demonstrate their relative acylation behaviour. We demonstrate the superiority of PNP esters under direct radiofluorination conditions with favourable acylation kinetics. |
| Databáze: | OpenAIRE |
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