Literature DB >> 21989864

Cryptate mediated nucleophilic 18F-fluorination without azeotropic drying.

S H Wessmann1, G Henriksen, H-J Wester.   

Abstract

UNLABELLED: The radiosynthesis of the vast majority of 18F-labeled tracers rely on azeotropic drying of [18F]fluoride and subsequent cryptate mediated introduction of [18F]fluoride by nucleophilic substitution. THE AIM of this study was to develop a method for simplification of this process, based on preparation of reactive [K(+) is a subset of 2.2.2]18F(-) by solvent drying of [18F]fluoride adsorbed onto an anion exchange resin.
METHODS: Aqueous [18F]fluoride (0.5-1 ml) obtained from the 18O(p,n)18F nuclear reaction was trapped on a strong anion-exchange (SAX) cartridge. After washing the cartridge with dry CH3CN, [18F]fluoride was eluted with an anhydrous solution of [K(+) is a subset of 2.2.2]OH(-) in CH3CN and directly used for nucleophilic fluorination reactions.
RESULTS: [18F]Fluoride from target water was quantitatively retained by the SAX cartridge, and water-free [18F]fluoride recovered in an overall yield of 92±5% (n = 10). [18F]Fluoride obtained by this procedure led to radiochemical yields of 70-90% for [18F]FDG, [18F]FET, [18F]FLT, [18F]FAZA and [18F]Fallypride.
CONCLUSION: SAX-resin adsorbed [18F]fluoride can be dried with non-aqueous solvents and eluted with [K(+) is a subset of 2.2.2]OH(-) in CH3CN. The reactivity of [K(+) is a subset of 2.2.2]F(-) generated by the new method is comparable to that of [18F]fluoride obtained by azeotropic drying. The described procedure facilitates the automated production of 18F-radiopharmaceuticals in general, and may also simplify the use of microfluidic devices for 18F-radiotracer production.

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Year:  2011        PMID: 21989864     DOI: 10.3413/Nukmed-0425-11-08

Source DB:  PubMed          Journal:  Nuklearmedizin        ISSN: 0029-5566            Impact factor:   1.379


  14 in total

1.  Optimization of nucleophilic ¹⁸F radiofluorinations using a microfluidic reaction approach.

Authors:  Giancarlo Pascali; Lidia Matesic; Thomas L Collier; Naomi Wyatt; Benjamin H Fraser; Tien Q Pham; Piero A Salvadori; Ivan Greguric
Journal:  Nat Protoc       Date:  2014-07-31       Impact factor: 13.491

2.  One-step (18)F-labeling of peptides for positron emission tomography imaging using the SiFA methodology.

Authors:  Carmen Wängler; Sabrina Niedermoser; Joshua Chin; Katy Orchowski; Esther Schirrmacher; Klaus Jurkschat; Liuba Iovkova-Berends; Alexey P Kostikov; Ralf Schirrmacher; Björn Wängler
Journal:  Nat Protoc       Date:  2012-10-04       Impact factor: 13.491

3.  Synthesis of [(18)F]SiFB: a prosthetic group for direct protein radiolabeling for application in positron emission tomography.

Authors:  Alexey P Kostikov; Joshua Chin; Katy Orchowski; Esther Schirrmacher; Sabrina Niedermoser; Klaus Jurkschat; Liuba Iovkova-Berends; Carmen Wängler; Björn Wängler; Ralf Schirrmacher
Journal:  Nat Protoc       Date:  2012-10-04       Impact factor: 13.491

4.  Biodistribution and first clinical results of 18F-SiFAlin-TATE PET: a novel 18F-labeled somatostatin analog for imaging of neuroendocrine tumors.

Authors:  Harun Ilhan; S Lindner; A Todica; C C Cyran; R Tiling; C J Auernhammer; C Spitzweg; S Boeck; M Unterrainer; F J Gildehaus; G Böning; K Jurkschat; C Wängler; B Wängler; R Schirrmacher; P Bartenstein
Journal:  Eur J Nucl Med Mol Imaging       Date:  2019-09-06       Impact factor: 9.236

5.  Radiosynthesis of [18F]SiFAlin-TATE for clinical neuroendocrine tumor positron emission tomography.

Authors:  Simon Lindner; Carmen Wängler; Björn Wängler; Ralf Schirrmacher; Justin J Bailey; Klaus Jurkschat; Peter Bartenstein
Journal:  Nat Protoc       Date:  2020-11-23       Impact factor: 13.491

Review 6.  18F-labelled intermediates for radiosynthesis by modular build-up reactions: newer developments.

Authors:  Johannes Ermert
Journal:  Biomed Res Int       Date:  2014-06-23       Impact factor: 3.411

Review 7.  ¹⁸F-labeled silicon-based fluoride acceptors: potential opportunities for novel positron emitting radiopharmaceuticals.

Authors:  Vadim Bernard-Gauthier; Carmen Wängler; Esther Schirrmacher; Alexey Kostikov; Klaus Jurkschat; Bjoern Wängler; Ralf Schirrmacher
Journal:  Biomed Res Int       Date:  2014-07-24       Impact factor: 3.411

8.  Development of Customized [18F]Fluoride Elution Techniques for the Enhancement of Copper-Mediated Late-Stage Radiofluorination.

Authors:  Andrew V Mossine; Allen F Brooks; Naoko Ichiishi; Katarina J Makaravage; Melanie S Sanford; Peter J H Scott
Journal:  Sci Rep       Date:  2017-03-22       Impact factor: 4.379

Review 9.  The Search for an Alternative to [68Ga]Ga-DOTA-TATE in Neuroendocrine Tumor Theranostics: Current State of 18F-labeled Somatostatin Analog Development.

Authors:  Christopher M Waldmann; Andreea D Stuparu; R Michael van Dam; Roger Slavik
Journal:  Theranostics       Date:  2019-02-14       Impact factor: 11.556

10.  Design, Synthesis, In Vitro and In Vivo Evaluation of Heterobivalent SiFAlin-Modified Peptidic Radioligands Targeting Both Integrin αvβ3 and the MC1 Receptor-Suitable for the Specific Visualization of Melanomas?

Authors:  Xia Cheng; Ralph Hübner; Valeska von Kiedrowski; Gert Fricker; Ralf Schirrmacher; Carmen Wängler; Björn Wängler
Journal:  Pharmaceuticals (Basel)       Date:  2021-06-07
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