Radiolabelling of isopeptide N epsilon-(gamma-glutamyl)-L-lysine by conjugation with N-succinimidyl-4-[18F]fluorobenzoate

Applied Radiation and Isotopes : Including Data, Instrumentation and Methods for Use in Agriculture, Industry and Medicine
F WüstT Henle

Abstract

The isopeptide N(epsilon)-(gamma-glutamyl)-L-lysine 4 was labelled with 18F via N-succinimidyl-4-[18F]fluorobenzoate ([18F]SFB). A modified approach for the convenient synthesis of [18F]SFB was used, and [18F]SFB could be obtained in decay-corrected radiochemical yields of 44-53% (n = 20) and radiochemical purity >95% within 40 min after EOB. For labelling N(epsilon)-(gamma-glutamyl)-L-lysine with [18F]SFB the effects of isopeptide concentration, temperature, and pH were studied to determine the optimum reaction conditions. The coupling reaction was shown to be temperature and pH independent while being strongly affected by the isopeptide concentration. Using the optimized labelling conditions, in a typical experiment 1.3GBq of [18F]SFB could be converted into 447MBq (46%, decay-corrected) of [18F]fluorobenzoylated isopeptide within 45 min, including HPLC purification.

References

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Citations

Jun 14, 2005·Applied Radiation and Isotopes : Including Data, Instrumentation and Methods for Use in Agriculture, Industry and Medicine·P MädingF Wüst
Nov 17, 2009·Journal of Nuclear Medicine : Official Publication, Society of Nuclear Medicine·Suzanne E LapiElla F Jones
Apr 2, 2011·Bioconjugate Chemistry·Patrick CarberryHank F Kung
Jul 7, 2011·Journal of Visualized Experiments : JoVE·Shuang HouClifton Kwang-Fu Shen
Dec 11, 2014·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Susan Richter, Frank Wuest
Apr 14, 2016·Nuclear Medicine and Biology·Catarina XavierVicky Caveliers
Apr 22, 2011·Applied Radiation and Isotopes : Including Data, Instrumentation and Methods for Use in Agriculture, Industry and Medicine·Torsten KniessJens Pietzsch
Aug 29, 2006·Applied Radiation and Isotopes : Including Data, Instrumentation and Methods for Use in Agriculture, Industry and Medicine·Jan Marik, Julie L Sutcliffe
Aug 13, 2015·Breast Cancer Research : BCR·Melinda WuestReik Löser
Oct 19, 2006·Nuclear Medicine and Biology·Christina HultschThomas Henle
May 10, 2007·Nature Protocols·Ganesan Vaidyanathan, Michael R Zalutsky
Dec 13, 2019·ChemMedChem·Lisa RusselliCalogero D'Alessandria
Feb 6, 2020·Pharmaceuticals·Christine Rangger, Roland Haubner
Sep 6, 2014·Organic & Biomolecular Chemistry·R RicharzB D Zlatopolskiy
Oct 25, 2011·Clinical Cancer Research : an Official Journal of the American Association for Cancer Research·Chih-Hung ChuangTian-Lu Cheng
Jun 1, 2006·Bioorganic & Medicinal Chemistry·Christina HultschFrank Wuest
Nov 13, 2010·Bioconjugate Chemistry·Dag Erlend OlbergOle Kristian Hjelstuen
Jul 20, 2006·Bioconjugate Chemistry·Jan MarikJulie L Sutcliffe

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