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Fluorine-18

From Wikipedia, the free encyclopedia
Isotope of fluorine emitting a positron
Fluorine-18, 18F
Decay over 24 hours
General
Symbol18F
Namesfluorine-18, 18F, F-18,
Fluorine-18
Protons(Z)9
Neutrons(N)9
Nuclide data
Natural abundanceRadioisotope
Half-life(t1/2)109.771(20) min
Isotope mass18.0009380(6)Da
Spin1+
Excess energy873.431±0.593keV
Binding energy137369.199±0.593 keV
Decay products18O
Decay modes
Decay modeDecay energy (MeV)
Positron emission (97%)0.6335
Electron capture (3%)1.6555
Isotopes of fluorine
Complete table of nuclides

Fluorine-18 (18F, also called radiofluorine) is afluorineradioisotope which is an important source ofpositrons. It has a mass of 18.0009380(6) u and itshalf-life is 109.771(20) minutes. It decays bypositron emission 96.7% of the time andelectron capture 3.3% of the time. Both modes of decay yield stableoxygen-18.

Natural occurrence

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18
F
is a naturaltrace radioisotope produced bycosmic ray spallation of atmospheric argon as well as by reaction of protons with natural oxygen:18O + p →18F + n.[1]

Synthesis

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In theradiopharmaceutical industry, fluorine-18 is made using either acyclotron orlinear particle accelerator to bombard a target, usually of natural or enriched [18O]water[2] with high energyprotons (typically ~18MeV). The fluorine produced is in the form of a water solution of [18F]fluoride, which is then used in a rapid chemical synthesis of various radio pharmaceuticals. The organic oxygen-18 pharmaceutical molecule is not made before the production of the radiopharmaceutical, as high energy protons destroy such molecules (radiolysis). Radiopharmaceuticals using fluorine must therefore be synthesized after the fluorine-18 has been produced.

History

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First published synthesis and report of properties of fluorine-18 were in 1937 by Arthur H. Snell, produced by the nuclear reaction of20Ne(d,α)18F in the cyclotron laboratories ofErnest O. Lawrence.[3]

Chemistry

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Fluorine-18 is often substituted for ahydroxyl group(–OH) in a radiotracer parent molecule, due to similarsteric andelectrostatic properties. This may however be problematic in certain applications due to possible changes in the moleculepolarity.

Applications

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Fluorine-18 is one of the early tracers used inpositron emission tomography (PET), having been in use since the 1960s.[4]Its significance is due to both its short half-life and the emission of positrons when decaying. A major medical use of fluorine-18 is: in positron emission tomography (PET) to image the brain and heart; to image the thyroid gland; as a radiotracer to image bones and seeking cancers that have metastasized from other locations in the body and in radiation therapy treating internal tumors.

Tracers includesodium fluoride which can be useful for skeletal imaging as it displays high and rapid bone uptake accompanied by very rapid blood clearance, which results in a high bone-to-background ratio in a short time[5] andfluorodeoxyglucose (FDG), where the18F substitutes ahydroxyl.New dioxaborolane chemistry enables radioactive fluoride (18F) labeling ofantibodies, which allows forpositron emission tomography (PET) imaging ofcancer.[6] AHuman-Derived,Genetic,Positron-emitting andFluorescent (HD-GPF) reporter system uses a human protein,PSMA and non-immunogenic, and a small molecule that is positron-emitting (18F) and fluorescent for dual modality PET and fluorescence imaging of genome modified cells, e.g.cancer,CRISPR/Cas9, orCAR T-cells, in an entire mouse.[7] The dual-modality small molecule targetingPSMA was tested in humans and found the location of primary andmetastaticprostate cancer, fluorescence-guided removal of cancer, and detects single cancer cells in tissue margins.[8]

References

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  1. ^SCOPE 50 - Radioecology after ChernobylArchived 2014-05-13 at theWayback Machine, theScientific Committee on Problems of the Environment (SCOPE), 1993. See table 1.9 in Section 1.4.5.2.
  2. ^Fowler J. S. and Wolf A. P. (1982). The synthesis of carbon-11, fluorine-18 and nitrogen-13 labeled radiotracers for biomedical applications. Nucl. Sci. Ser. Natl Acad. Sci. Natl Res. Council Monogr. 1982.
  3. ^Anonymous (1937-01-15)."Minutes of the Pasadena Meeting, December 18 and 19, 1936".Physical Review.51 (2). #5 shows the abstract of Arthur H. Snell about the discovery of the first produced fluorine-18.:142–150.Bibcode:1937PhRv...51..142..doi:10.1103/PhysRev.51.142.ISSN 0031-899X.
  4. ^Blau, Monte; Ganatra, Ramanik; Bender, Merrill A. (January 1972). "18F-fluoride for bone imaging".Seminars in Nuclear Medicine.2 (1):31–37.doi:10.1016/S0001-2998(72)80005-9.PMID 5059349.
  5. ^Ordonez, A. A.; DeMarco, V. P.; Klunk, M. H.; Pokkali, S.; Jain, S.K. (October 2015)."Imaging Chronic Tuberculous Lesions Using Sodium [18F]Fluoride Positron Emission Tomography in Mice".Molecular Imaging and Biology.17 (5):609–614.doi:10.1007/s11307-015-0836-6.PMC 4561601.PMID 25750032.
  6. ^Rodriguez, Erik A.; Wang, Ye; Crisp, Jessica L.; Vera, David R.; Tsien, Roger Y.; Ting, Richard (2016-04-27)."New Dioxaborolane Chemistry Enables [18F]-Positron-Emitting, Fluorescent [18F]-Multimodality Biomolecule Generation from the Solid Phase".Bioconjugate Chemistry.27 (5):1390–1399.doi:10.1021/acs.bioconjchem.6b00164.PMC 4916912.PMID 27064381.
  7. ^Guo, Hua; Harikrishna, Kommidi; Vedvyas, Yogindra; McCloskey, Jaclyn E; Zhang, Weiqi; Chen, Nandi; Nurili, Fuad; Wu, Amy P; Sayman, Haluk B. (2019-05-23)."A fluorescent, [ 18 F]-positron-emitting agent for imaging PMSA allows genetic reporting in adoptively-transferred, genetically-modified cells".ACS Chemical Biology.14 (7):1449–1459.doi:10.1021/acschembio.9b00160.ISSN 1554-8929.PMC 6775626.PMID 31120734.
  8. ^Aras, Omer; Demirdag, Cetin; Kommidi, Harikrishna; Guo, Hua; Pavlova, Ina; Aygun, Aslan; Karayel, Emre; Pehlivanoglu, Hüseyin; Yeyin, Nami; Kyprianou, Natasha; Chen, Nandi (March 2021)."Small Molecule, Multimodal [18F]-PET and Fluorescence Imaging Agent Targeting Prostate Specific Membrane Antigen: First-in-Human Study".Clinical Genitourinary Cancer.19 (5):405–416.doi:10.1016/j.clgc.2021.03.011.PMC 8449790.PMID 33879400.


Lighter:
fluorine-17
Fluorine-18 is an
isotope offluorine
Heavier:
fluorine-19
Decay product of:
neon-18
Decay chain
of fluorine-18
Decays to:
oxygen-18
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