4-Nitrophenyl activated esters are superior synthons for indirect radiofluorination of biomolecules. Issue 8 (7th July 2020)

• Record Type: Journal Article
• Authors: Haskali, Mohammad B.; Farnsworth, Ashleigh L.; Roselt, Peter D.; Hutton, Craig A.
• Is Part Of: RSC medicinal chemistry. Volume 11:Issue 8(2020)
• Page Start: 919
• Page End: 922
• Publication Date: 2020-07-07
• Subjects: Pharmaceutical chemistry -- Periodicals; 615.19005
• DOI: 10.1039/d0md00140f
• Languages: English
• ISSNs: 2632-8682

Abstract

Abstract : 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. Abstract : Indirect radiolabelling has for a long time been the mainstay strategy for radiofluorination of biomolecules. Acylation of biomolecules through the use of an 18 F-labelled activated ester is a standard method for indirect radiolabelling. However, the preparation of 18 F-labelled activated esters is typically a complex and multistep procedure. Herein, we describe the use of 4-nitrophenyl (PNP) activated esters to rapidly prepare 18 F-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.