Synthesizing pet tracers using [F-18]sulfonyl fluoride as a source of [F-18]fluoride

Zhou, Dong; Chu, Wenhua

Synthesizing pet tracers using [F-18]sulfonyl fluoride as a source of [F-18]fluoride

Patent · 07 February 2022

OSTI ID:1892591

Zhou, Dong; Chu, Wenhua

The present disclosure relates to the methods for the preparation of reactive [F-18]fluoride in a form of [F-18]sulfonyl fluoride suitable for efficient radiolabeling without an azeotropic evaporation step by the use of anion exchange resin and sulfonyl chloride, and its applications in the manufacturing of PET radiopharmaceuticals.

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Research Organization:: Washington Univ., St. Louis, MO (United States)

Sponsoring Organization:: USDOE; National Institutes of Health (NIH)

DOE Contract Number:: SC0008432

Assignee:: Washington University (Chesterfield, MO)

Patent Number(s):: 11,242,314

Application Number:: 15/403,954

OSTI ID:: 1892591

Country of Publication:: United States

Language:: English

References (23)

Fast Production of Highly Reactive No-Carrier-Added [ ¹⁸ F]Fluoride for the Labeling of Radiopharmaceuticals Lemaire, Christian F.; Aerts, Joël J.; Voccia, Samuel Angewandte Chemie International Edition, Vol. 49, Issue 18 https://doi.org/10.1002/anie.200906341	journal	April 2010
Sulfur(VI) Fluoride Exchange (SuFEx): Another Good Reaction for Click Chemistry Dong, Jiajia; Krasnova, Larissa; Finn, M. G. Angewandte Chemie International Edition, Vol. 53, Issue 36 https://doi.org/10.1002/anie.201309399	journal	August 2014
Sulfonyl Fluoride-Based Prosthetic Compounds as Potential¹⁸F Labelling Agents Inkster, James A. H.; Liu, Kate; Ait-Mohand, Samia Chemistry - A European Journal, Vol. 18, Issue 35 https://doi.org/10.1002/chem.201103450	journal	July 2012
Chemistry with [18F]Fluoride Ion Cai, Lisheng; Lu, Shuiyu; Pike, Victor W. European Journal of Organic Chemistry, Vol. 2008, Issue 17 https://doi.org/10.1002/ejoc.200800114	journal	June 2008
Automated synthesis and purification of [¹⁸F]fluoro-[di-deutero]methyl tosylate Beyerlein, Friederike; Piel, Markus; Höhnemann, Sabine Journal of Labelled Compounds and Radiopharmaceuticals, Vol. 56, Issue 7 https://doi.org/10.1002/jlcr.3043	journal	April 2013
Improved synthesis of [18F]fluoromethyl tosylate, a convenient reagent for radiofluoromethylations Neal, Timothy R.; Apana, Scott; Berridge, Marc S. Journal of Labelled Compounds and Radiopharmaceuticals, Vol. 48, Issue 8 https://doi.org/10.1002/jlcr.949	journal	January 2005
Modern Methods of Geochemical Analysis Wainerdi, Richard E.; Uken, Ernst A. https://doi.org/10.1007/978-1-4684-1830-9	book	January 1971
Rapid production and trapping of [18F]fluorotrimethylsilane, and its use in nucleophilic fluorine-18 labeling without an aqueous evaporation step Gatley, S. John International Journal of Radiation Applications and Instrumentation. Part A. Applied Radiation and Isotopes, Vol. 40, Issue 6 https://doi.org/10.1016/0883-2889(89)90143-3	journal	January 1989
Recovery and purification of no-carrier-added [18F]fluoride with bistrimethylsilylsulfate (BTMSS) Mulholland, G. Keith International Journal of Radiation Applications and Instrumentation. Part A. Applied Radiation and Isotopes, Vol. 42, Issue 11 https://doi.org/10.1016/0883-2889(91)90001-H	journal	January 1991
Routine production of 2-deoxy-2-[18F]fluoro-d-glucose by direct nucleophilic exchange on a quaternary 4-aminopyridinium resin Toorongian, Steven A.; Mulholland, G. Keith; Jewett, Douglas M. International Journal of Radiation Applications and Instrumentation. Part B. Nuclear Medicine and Biology, Vol. 17, Issue 3 https://doi.org/10.1016/0883-2897(90)90052-3	journal	January 1990
Polymer-supported catalysts for efficient on-column preparation of 2-deoxy-2-[18F]fluoro-D-glucose Ohsaki, Katsuhiko; Endo, Yoshitake; Yamazaki, Shigeki Applied Radiation and Isotopes, Vol. 49, Issue 4 https://doi.org/10.1016/S0969-8043(97)00289-3	journal	April 1998
Fully automated synthesis module for preparation of S-(2-[18F]fluoroethyl)-L-methionine by direct nucleophilic exchange on a quaternary 4-aminopyridinium resin Tang, Ganghua; Wang, Mingfang; Tang, Xiaolan Nuclear Medicine and Biology, Vol. 30, Issue 5 https://doi.org/10.1016/S0969-8051(02)00454-7	journal	May 2003
Novel preconcentration technique using bis(2-ethylhexyl) hydrogen phosphate (HDEHP) loaded porous polytetrafluoroethylene (PTFE) filter tube as a sorbent: Its application to determination of In(III) in seawater by ICP-MS with air segmented discrete sample introduction Murakami, Masahiko; Furuta, Naoki Analytica Chimica Acta, Vol. 556, Issue 2 https://doi.org/10.1016/j.aca.2005.09.042	journal	January 2006
Advances in processes for PET radiotracer synthesis: Separation of [18F]fluoride from enriched [18O]water He, Ping; Haswell, Stephen J.; Pamme, Nicole Applied Radiation and Isotopes, Vol. 91 https://doi.org/10.1016/j.apradiso.2014.04.021	journal	September 2014
Production and transport of gaseous 18F-synthons: 18F-acyl fluorides Jiang, Huailei; DiMagno, Stephen G.; DeGrado, Timothy R. Journal of Fluorine Chemistry, Vol. 180 https://doi.org/10.1016/j.jfluchem.2015.09.012	journal	December 2015
Fast production of highly concentrated reactive [18F] fluoride for aliphatic and aromatic nucleophilic radiolabelling Aerts, Joël; Voccia, Samuel; Lemaire, Christian Tetrahedron Letters, Vol. 51, Issue 1 https://doi.org/10.1016/j.tetlet.2009.10.085	journal	January 2010
Magnetic Droplet Microfluidics as a Platform for the Concentration of [¹⁸F]Fluoride and Radiosynthesis of Sulfonyl [¹⁸F]Fluoride Fiel, Somewhere A.; Yang, Hua; Schaffer, Paul ACS Applied Materials & Interfaces, Vol. 7, Issue 23 https://doi.org/10.1021/acsami.5b02631	journal	June 2015
PyFluor: A Low-Cost, Stable, and Selective Deoxyfluorination Reagent Nielsen, Matthew K.; Ugaz, Christian R.; Li, Wenping Journal of the American Chemical Society, Vol. 137, Issue 30 https://doi.org/10.1021/jacs.5b06307	journal	July 2015
Synthesis of sulfonyl fluorides by use of a fluoride ion exchange resin Borders, C. L.; MacDonell, D. L.; Chambers, J. L. The Journal of Organic Chemistry, Vol. 37, Issue 22 https://doi.org/10.1021/jo00795a039	journal	November 1972
Ascertaining the Suitability of Aryl Sulfonyl Fluorides for [¹⁸F]Radiochemistry Applications: A Systematic Investigation using Microfluidics Matesic, Lidia; Wyatt, Naomi A.; Fraser, Benjamin H. The Journal of Organic Chemistry, Vol. 78, Issue 22 https://doi.org/10.1021/jo401759z	journal	November 2013
Neither azeotropic drying, nor base nor other additives: a minimalist approach to ¹⁸ F-labeling Richarz, R.; Krapf, P.; Zarrad, F. Org. Biomol. Chem., Vol. 12, Issue 40 https://doi.org/10.1039/C4OB01336K	journal	January 2014
Azeotropic drying free [¹⁸F]FDG synthesis and its application to a lab-on-chip platform Lindner, S.; Rensch, C.; Neubaur, S. Chemical Communications, Vol. 52, Issue 4 https://doi.org/10.1039/C5CC07106B	journal	January 2016
Fast and Easy Drying Method for the Preparation of Activated [ ¹⁸ F]Fluoride Using Polymer Cartridge Seo, Jai-Woong; Lee, Byoung-Se; Lee, Sang-Ju Bulletin of the Korean Chemical Society, Vol. 32, Issue 1 https://doi.org/10.5012/bkcs.2011.32.1.71	journal	January 2011

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