Literature DB >> 26221637

A two-step fluorinase enzyme mediated (18)F labelling of an RGD peptide for positron emission tomography.

S Thompson1, M Onega, S Ashworth, I N Fleming, J Passchier, D O'Hagan.   

Abstract

A two-step radiolabelling protocol of a cancer relevant cRGD peptide is described where the fluorinase enzyme is used to catalyse a transhalogenation reaction to generate [(18)F]-5'-fluoro-5'-deoxy-2-ethynyladenosine, [(18)F]FDEA, followed by a 'click' reaction to an azide tethered cRGD peptide. This protocol offers efficient radiolabelling of a biologically relevant peptide construct in water at pH 7.8, 37 °C in 2 hours, which was metabolically stable in rats and retained high affinity for αVβ3 integrin.

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Year:  2015        PMID: 26221637     DOI: 10.1039/c5cc05013h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  5 in total

Review 1.  Halogenase engineering and its utility in medicinal chemistry.

Authors:  Amy E Fraley; David H Sherman
Journal:  Bioorg Med Chem Lett       Date:  2018-04-30       Impact factor: 2.823

2.  Fast indirect fluorine-18 labeling of protein/peptide using the useful 6-fluoronicotinic acid-2,3,5,6-tetrafluorophenyl prosthetic group: A method comparable to direct fluorination.

Authors:  Falguni Basuli; Xiang Zhang; Carolyn C Woodroofe; Elaine M Jagoda; Peter L Choyke; Rolf E Swenson
Journal:  J Labelled Comp Radiopharm       Date:  2017-02-01       Impact factor: 1.921

3.  A coupled chlorinase-fluorinase system with a high efficiency of trans-halogenation and a shared substrate tolerance.

Authors:  H Sun; H Zhao; E L Ang
Journal:  Chem Commun (Camb)       Date:  2018-08-21       Impact factor: 6.222

4.  18F-Trifluoromethanesulfinate Enables Direct C-H 18F-Trifluoromethylation of Native Aromatic Residues in Peptides.

Authors:  Choon Wee Kee; Osman Tack; Florian Guibbal; Thomas C Wilson; Patrick G Isenegger; Mateusz Imiołek; Stefan Verhoog; Michael Tilby; Giulia Boscutti; Sharon Ashworth; Juliette Chupin; Roxana Kashani; Adeline W J Poh; Jane K Sosabowski; Sven Macholl; Christophe Plisson; Bart Cornelissen; Michael C Willis; Jan Passchier; Benjamin G Davis; Véronique Gouverneur
Journal:  J Am Chem Soc       Date:  2020-01-13       Impact factor: 15.419

Review 5.  Closing the gap between 19F and 18F chemistry.

Authors:  Javier Ajenjo; Gianluca Destro; Bart Cornelissen; Véronique Gouverneur
Journal:  EJNMMI Radiopharm Chem       Date:  2021-09-25
  5 in total

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