New Lyophilized Kit for Rapid Radiofluorination of PeptidesClick to copy article linkArticle link copied!
Abstract

Radiolabeling compounds with positron-emitting radionuclides often involves a time-consuming, customized process. Herein, we report a simple lyophilized kit formulation for labeling peptides with 18F, based on the aluminum-fluoride procedure. The prototype kit contains IMP485, a NODA (1,4,7-triazacyclononane-1,4-diacetate)-MPAA (methyl phenylacetic acid)-di-HSG (histamine-succinyl-glycine) hapten-peptide, [NODA-MPAA-d-Lys(HSG)-d-Tyr-d-Lys(HSG)-NH2], used for pretargeting, but we also examined a similar kit formulation for a somatostatin-binding peptide [IMP466, NOTA-d-Phe-Cys-Phe-d-Trp-Lys-Thr-Cys-Throl] bearing a NOTA ligand to determine if the benefits of using a kit can be extended to other AlF-binding peptides. The NODA-MPAA ligand forms a single stable complex with (AlF)2+ in high yields. In order to establish suitable conditions for a facile kit, the formulation was optimized for pH, peptide to Al3+ ratio, bulking agent, radioprotectant, and the buffer. For optimal labeling, the kit was reconstituted with an aqueous solution of 18F– and ethanol (1:1), heated at 100–110 °C for 15 min, and then simply and rapidly purified using one of two equally effective solid-phase extraction (SPE) methods. Al18F-IMP485 was isolated as a single isomer complex, in high yield (45–97%) and high specific activity (up to 223 GBq/μmol), within 20 min. The labeled product was stable in human serum at 37 °C for 4 h and in vivo, urine samples showed the intact product was eliminated. Tumor targeting of the Al18F-IMP485 in nude mice bearing human colon cancer xenografts pretargeted with an anti-CEACAM5 bispecific antibody showed very low uptake (0.06% ± 0.02 ID/g) in bone, further illustrating its stability. At 1 h, pretargeted animals had high Al18F-IMP485 tumor uptake (28.1% ± 4.5 ID/g), with ratios of 9 ± 4, 123 ± 38, 110 ± 43, and 120 ± 108 for kidney, liver, blood and bone, respectively. Tumor uptake remained high at 3 h postinjection, with increased tumor/nontumor ratios. The NOTA-somatostatin-binding peptide also was fluorinated with good yield and high specific activity in the same kit formulation. However, yields were somewhat lower than those achieved with IMP485 containing the NODA-MPAA ligand, likely reflecting this ligand’s superior binding properties over the simple NOTA. These studies indicate that 18F-labeled peptides can be reproducibly prepared as stable Al–F complexes with good radiochemical yield and high specific activity using a simple, one-step, lyophilized kit followed by a rapid purification by SPE that provides the 18F-peptide ready for patient injection within 30 min.
Cited By
Smart citations by scite.ai include citation statements extracted from the full text of the citing article. The number of the statements may be higher than the number of citations provided by ACS Publications if one paper cites another multiple times or lower if scite has not yet processed some of the citing articles.
This article is cited by 77 publications.
- Wiebke Sihver, Martin Walther, Martin Ullrich, Anne-Kathrin Nitt-Weber, Jenny Böhme, Falco Reissig, Magdalena Saager, Kristof Zarschler, Christin Neuber, Jörg Steinbach, Klaus Kopka, Hans-Jürgen Pietzsch, Robert Wodtke, Jens Pietzsch. Cyclohexanediamine Triazole (CHDT) Functionalization Enables Labeling of Target Molecules with Al18F/68Ga/111In. Bioconjugate Chemistry 2024, 35
(9)
, 1402-1416. https://doi.org/10.1021/acs.bioconjchem.4c00313
- Danielle E. Runacres, Victoria K. Greenacre, John M. Dyke, Julian Grigg, George Herbert, William Levason, Graeme McRobbie, Gillian Reid. Synthesis, Characterization, and Computational Studies on Gallium(III) and Iron(III) Complexes with a Pentadentate Macrocyclic bis-Phosphinate Chelator and Their Investigation As Molecular Scaffolds for 18F Binding. Inorganic Chemistry 2023, 62
(50)
, 20844-20857. https://doi.org/10.1021/acs.inorgchem.3c03135
- Krishan Kumar, Arijit Ghosh. 18F-AlF Labeled Peptide and Protein Conjugates as Positron Emission Tomography Imaging Pharmaceuticals. Bioconjugate Chemistry 2018, 29
(4)
, 953-975. https://doi.org/10.1021/acs.bioconjchem.7b00817
- Jan-Philip Meyer, Jacob L. Houghton, Paul Kozlowski, Dalya Abdel-Atti, Thomas Reiner, Naga Vara Kishore Pillarsetty, Wolfgang W. Scholz, Brian M. Zeglis, and Jason S. Lewis . 18F-Based Pretargeted PET Imaging Based on Bioorthogonal Diels–Alder Click Chemistry. Bioconjugate Chemistry 2016, 27
(2)
, 298-301. https://doi.org/10.1021/acs.bioconjchem.5b00504
- Shuang Liu . Radiolabeled Cyclic RGD Peptide Bioconjugates as Radiotracers Targeting Multiple Integrins. Bioconjugate Chemistry 2015, 26
(8)
, 1413-1438. https://doi.org/10.1021/acs.bioconjchem.5b00327
- Jun-Liang Zeng, Jian Wang, and Jun-An Ma . New Strategies for Rapid 18F-Radiolabeling of Biomolecules for Radionuclide-Based In Vivo Imaging. Bioconjugate Chemistry 2015, 26
(6)
, 1000-1003. https://doi.org/10.1021/acs.bioconjchem.5b00180
- Weiwei Wang, Zhiyi Liu, and Zheng Li . One-Step 18F Labeling of Non-Peptidic Bivalent Integrin αvβ3 Antagonist for Cancer Imaging. Bioconjugate Chemistry 2015, 26
(1)
, 24-28. https://doi.org/10.1021/bc500590f
- Fabienne Dioury, Carine San, Gayathiri Gnanalingam, Céline Henoumont, Yoann Rousselin, Ahmed Haouz, William Shepard, Benoît Hosten, Kamsana Vijayakumar, Sophie Laurent, Marc Port. Bifunctional Hexadentate Pyclen–Based Chelating Agent for Mild Radiofluorination in Aqueous Solution at Room Temperature with a Ga‐
18
F Ternary Complex. Chemistry – A European Journal 2024, 30
(68)
https://doi.org/10.1002/chem.202403358
- Charley O'Callaghan, Victoria K. Greenacre, Rhys P. King, Julian Grigg, Julie M. Herniman, Graeme McRobbie, Gillian Reid. Synthesis and properties of metal trifluoride complexes with amide-functionalised tacn macrocycles and radiofluorination of [GaF
3
(L1)] by
18
F/
19
F isotopic exchange. Dalton Transactions 2024, 53
(35)
, 14897-14909. https://doi.org/10.1039/D4DT02074J
- Madeleine S. Woodward, Danielle E. Runacres, Julian Grigg, Imtiaz Khan, William Levason, Graeme McRobbie, Gillian Reid. Automating the production of [Fe
18
FF
2
(BnMe
2
-tacn)] and investigating radiostabilisers for use with high-activity [
18
F]F
−. Pure and Applied Chemistry 2024, 96
(1)
, 57-68. https://doi.org/10.1515/pac-2023-1008
- Jin Hui Teh, Ala Amgheib, Ruisi Fu, Chris Barnes, Joel Abrahams, Ali Ashek, Ning Wang, Zixuan Yang, Muneera Mansoorudeen, Nicholas J. Long, Eric O. Aboagye. Evaluation of [18F]AlF-EMP-105 for Molecular Imaging of C-Met. Pharmaceutics 2023, 15
(7)
, 1915. https://doi.org/10.3390/pharmaceutics15071915
- Sébastien Schmitt, Emmanuel Moreau. Radiochemistry with {Al18F}2+: Current status and optimization perspectives for efficient radiofluorination by complexation. Coordination Chemistry Reviews 2023, 480 , 215028. https://doi.org/10.1016/j.ccr.2023.215028
- Zheng Fu, Lun Yu, Yongkang Gai, Feng Gao, Quanyi Liu, Li Wang, Zhiguo Liu. Custom-built automated radiosynthesis platform for Al[18F]F radiochemistry and its application for clinical production. Chemical Engineering Journal 2023, 456 , 141080. https://doi.org/10.1016/j.cej.2022.141080
- Johan Hygum Dam, Niels Langkjær, Christina Baun, Birgitte Brinkmann Olsen, Aaraby Yoheswaran Nielsen, Helge Thisgaard. Preparation and Evaluation of [18F]AlF-NOTA-NOC for PET Imaging of Neuroendocrine Tumors: Comparison to [68Ga]Ga-DOTA/NOTA-NOC. Molecules 2022, 27
(20)
, 6818. https://doi.org/10.3390/molecules27206818
- Jin Hui Teh, Marta Braga, Louis Allott, Chris Barnes, Javier Hernández-Gil, Meng-Xing Tang, Eric O. Aboagye, Nicholas J. Long. A kit-based aluminium-[
18
F]fluoride approach to radiolabelled microbubbles. Chemical Communications 2021, 57
(88)
, 11677-11680. https://doi.org/10.1039/D1CC04790F
- Jim Küppers, Stefan Kürpig, Ralph A. Bundschuh, Markus Essler, Susanne Lütje. Radiolabeling Strategies of Nanobodies for Imaging Applications. Diagnostics 2021, 11
(9)
, 1530. https://doi.org/10.3390/diagnostics11091530
- Daniel Kang, Ulrich Simon, Felix M. Mottaghy, Andreas T. J. Vogg. Labelling via [Al18F]2+ Using Precomplexed Al-NODA Moieties. Pharmaceuticals 2021, 14
(8)
, 818. https://doi.org/10.3390/ph14080818
- Hishar Hassan, Muhammad Faiz Othman, Hairil Rashmizal Abdul Razak. Optimal
18
F-fluorination conditions for the high radiochemical yield of [
18
F]AlF-NOTA-NHS complexes. Radiochimica Acta 2021, 109
(7)
, 567-574. https://doi.org/10.1515/ract-2021-1024
- Lexi Gower-Fry, Travis Kronemann, Andreas Dorian, Yinglan Pu, Carolin Jaworski, Carmen Wängler, Peter Bartenstein, Leonie Beyer, Simon Lindner, Klaus Jurkschat, Björn Wängler, Justin J. Bailey, Ralf Schirrmacher. Recent Advances in the Clinical Translation of Silicon Fluoride Acceptor (SiFA) 18F-Radiopharmaceuticals. Pharmaceuticals 2021, 14
(7)
, 701. https://doi.org/10.3390/ph14070701
- HuiJing Koay, Mohammad B. Haskali, Peter D. Roselt, Jonathan M. White, Paul S. Donnelly. Gallium Fluoride Complexes with Acyclic Bispicolinic Ligands as Potential New Fluorine‐18 Labelled Imaging Agents. European Journal of Inorganic Chemistry 2020, 2020
(35)
, 3378-3386. https://doi.org/10.1002/ejic.202000547
- Hung-Man Yu, Chen-Hsin Chan, Chun-Hung Yang, Hao-Ting Hsia, Mei-Hui Wang. Hexavalent lactoside labeled with [18F]AlF for PET imaging of asialoglycoprotein receptor. Applied Radiation and Isotopes 2020, 162 , 109199. https://doi.org/10.1016/j.apradiso.2020.109199
- Zhiguo Liu, Lun Yu, Kai Cheng, Yabo Feng, Pengfei Qiu, Yongkang Gai, Ming Zhou. Optimization, automation and validation of the large-scale radiosynthesis of Al
18
F tracers in a custom-made automatic platform for high yield. Reaction Chemistry & Engineering 2020, 5
(8)
, 1441-1449. https://doi.org/10.1039/D0RE00144A
- Lisa Russelli, Jonathan Martinelli, Francesco De Rose, Sybille Reder, Michael Herz, Markus Schwaiger, Wolfgang Weber, Lorenzo Tei, Calogero D'Alessandria. Room Temperature Al
18
F Labeling of 2‐Aminomethylpiperidine‐Based Chelators for PET Imaging. ChemMedChem 2020, 15
(3)
, 284-292. https://doi.org/10.1002/cmdc.201900652
- Huawei Hong, Lei Zhang, Fang Xie, Rongqiang Zhuang, Donglang Jiang, Huanhuan Liu, Jindian Li, Hongzhang Yang, Xianzhong Zhang, Liming Nie, Zijing Li. Rapid one-step 18F-radiolabeling of biomolecules in aqueous media by organophosphine fluoride acceptors. Nature Communications 2019, 10
(1)
https://doi.org/10.1038/s41467-019-08953-0
- Cyril Fersing, Ahlem Bouhlel, Christophe Cantelli, Philippe Garrigue, Vincent Lisowski, Benjamin Guillet. A Comprehensive Review of Non-Covalent Radiofluorination Approaches Using Aluminum [18F]fluoride: Will [18F]AlF Replace 68Ga for Metal Chelate Labeling?. Molecules 2019, 24
(16)
, 2866. https://doi.org/10.3390/molecules24162866
- William Levason, Francesco M. Monzittu, Gillian Reid. Coordination chemistry and applications of medium/high oxidation state metal and non-metal fluoride and oxide-fluoride complexes with neutral donor ligands. Coordination Chemistry Reviews 2019, 391 , 90-130. https://doi.org/10.1016/j.ccr.2019.04.005
- Taracad K. Venkatachalam, Damion H.R. Stimson, Rajiv Bhalla, Karine Mardon, Paul V. Bernhardt, David C. Reutens. Synthesis of
18
F‐radiolabeled diphenyl gallium dithiosemicarbazone using a novel halogen exchange method and in vivo biodistribution. Journal of Labelled Compounds and Radiopharmaceuticals 2019, 62
(7)
, 321-331. https://doi.org/10.1002/jlcr.3746
- Philip J. Blower, William Levason, Sajinder K. Luthra, Graeme McRobbie, Francesco M. Monzittu, Thomas O. Mules, Gillian Reid, M. Nadeem Subhan. Exploring transition metal fluoride chelates – synthesis, properties and prospects towards potential PET probes. Dalton Transactions 2019, 48
(20)
, 6767-6776. https://doi.org/10.1039/C8DT03696A
- Anu J. Airaksinen. The Radiopharmaceutical Chemistry of Fluorine-18: Next-Generation Fluorinations. 2019, 297-310. https://doi.org/10.1007/978-3-319-98947-1_17
- O. Morris, M. Fairclough, J. Grigg, C. Prenant, A. McMahon. A review of approaches to
18
F radiolabelling affinity peptides and proteins. Journal of Labelled Compounds and Radiopharmaceuticals 2019, 62
(1)
, 4-23. https://doi.org/10.1002/jlcr.3634
- Luis Michel Alonso Martinez, François Harel, Quang T. Nguyen, Myriam Létourneau, Caroline D'Oliviera-Sousa, Bernard Meloche, Vincent Finnerty, Alain Fournier, Jocelyn Dupuis, Jean N. DaSilva. Al[18F]F-complexation of DFH17, a NOTA-conjugated adrenomedullin analog, for PET imaging of pulmonary circulation. Nuclear Medicine and Biology 2018, 67 , 36-42. https://doi.org/10.1016/j.nucmedbio.2018.10.003
- Krishan Kumar. 18
F-AlF–Labeled Biomolecule Conjugates as Imaging Pharmaceuticals. Journal of Nuclear Medicine 2018, 59
(8)
, 1208-1209. https://doi.org/10.2967/jnumed.118.210609
- Francesco M. Monzittu, Imtiaz Khan, William Levason, Sajinder K. Luthra, Graeme McRobbie, Gillian Reid. Rapid Aqueous Late‐Stage Radiolabelling of [GaF
3
(BnMe
2
‐tacn)] by
18
F/
19
F Isotopic Exchange: Towards New PET Imaging Probes. Angewandte Chemie International Edition 2018, 57
(22)
, 6658-6661. https://doi.org/10.1002/anie.201802446
- Francesco M. Monzittu, Imtiaz Khan, William Levason, Sajinder K. Luthra, Graeme McRobbie, Gillian Reid. Rapid Aqueous Late‐Stage Radiolabelling of [GaF
3
(BnMe
2
‐tacn)] by
18
F/
19
F Isotopic Exchange: Towards New PET Imaging Probes. Angewandte Chemie 2018, 130
(22)
, 6768-6771. https://doi.org/10.1002/ange.201802446
- Ryan A. Davis, James C. Fettinger. N
,
N
,
N
-Trimethyl-5-[(2,3,5,6-tetrafluorophenoxy)carbonyl]pyridin-2-aminium trifluoromethanesulfonate a precursor for the synthesis of 2,3,5,6-tetrafluorophenyl 6-[
18
F]-fluoronicotinate. Acta Crystallographica Section C Structural Chemistry 2018, 74
(5)
, 604-607. https://doi.org/10.1107/S2053229618005430
- Isaac M. Jackson, Peter J.H. Scott, Stephen Thompson. Clinical Applications of Radiolabeled Peptides for PET. Seminars in Nuclear Medicine 2017, 47
(5)
, 493-523. https://doi.org/10.1053/j.semnuclmed.2017.05.007
- Thomas Ebenhan, Carl Wagener, Lauren E. Bambarger, Alvin S. Kalinda, Jan Rijn Zeevaart. Radiochemistry. 2017, 77-131. https://doi.org/10.1007/978-3-319-54592-9_4
- L. Allott, C. Da Pieve, D. R. Turton, G. Smith. A general [
18
F]AlF radiochemistry procedure on two automated synthesis platforms. Reaction Chemistry & Engineering 2017, 2
(1)
, 68-74. https://doi.org/10.1039/C6RE00204H
- William Levason, Sajinder K. Luthra, Graeme McRobbie, Francesco M. Monzittu, Gillian Reid. [AlCl
3
(BnMe
2
-tacn)] – a new metal chelate scaffold for radiofluorination by Cl/F exchange. Dalton Transactions 2017, 46
(42)
, 14519-14522. https://doi.org/10.1039/C7DT02122D
- Lian Yang, Tao Dong, Hrishikesh M. Revankar, Cheng-Pan Zhang. Recent progress on fluorination in aqueous media. Green Chemistry 2017, 19
(17)
, 3951-3992. https://doi.org/10.1039/C7GC01566F
- Stefano Boschi, Jason T. Lee, Seval Beykan, Roger Slavik, Liu Wei, Claudio Spick, Uta Eberlein, Andreas K. Buck, Filippo Lodi, Gianfranco Cicoria, Johannes Czernin, Michael Lassmann, Stefano Fanti, Ken Herrmann. Synthesis and preclinical evaluation of an Al18F radiofluorinated GLU-UREA-LYS(AHX)-HBED-CC PSMA ligand. European Journal of Nuclear Medicine and Molecular Imaging 2016, 43
(12)
, 2122-2130. https://doi.org/10.1007/s00259-016-3437-y
- Taracad K. Venkatachalam, Paul V. Bernhardt, Chris J. Noble, Nicholas Fletcher, Gregory K. Pierens, Kris J. Thurecht, David C. Reutens. Synthesis, characterization and biological activities of semicarbazones and their copper complexes. Journal of Inorganic Biochemistry 2016, 162 , 295-308. https://doi.org/10.1016/j.jinorgbio.2016.04.006
- Chih-Chao Chang, Chih-Hsien Chang, Yi-Hsuan Lo, Ming-Hsien Lin, Chih-Chieh Shen, Ren-Shyan Liu, Hsin-Ell Wang, Chuan-Lin Chen. Preparation and characterization of a novel Al18F–NOTA–BZA conjugate for melanin-targeted imaging of malignant melanoma. Bioorganic & Medicinal Chemistry Letters 2016, 26
(16)
, 4133-4139. https://doi.org/10.1016/j.bmcl.2016.06.022
- Qingzhi Zhang, Sergio Dall'Angelo, Ian N. Fleming, Lutz F. Schweiger, Matteo Zanda, David O'Hagan. Last‐Step Enzymatic [
18
F]‐Fluorination of Cysteine‐Tethered RGD Peptides Using Modified Barbas Linkers. Chemistry – A European Journal 2016, 22
(31)
, 10998-11004. https://doi.org/10.1002/chem.201601361
- Jiyun Shi, Fan Wang, Shuang Liu. Radiolabeled cyclic RGD peptides as radiotracers for tumor imaging. Biophysics Reports 2016, 2
(1)
, 1-20. https://doi.org/10.1007/s41048-016-0021-8
- Rajiv Bhalla, Jennifer Burt, Andrew L. Hector, William Levason, Sajinder K. Luthra, Graeme McRobbie, Francesco M. Monzittu, Gillian Reid. Complexes of aluminium, gallium and indium trifluorides with neutral oxygen donor ligands: Synthesis, properties and reactions. Polyhedron 2016, 106 , 65-74. https://doi.org/10.1016/j.poly.2015.12.032
- Kantapat Chansaenpak, Boris Vabre, François. P. Gabbaï. [
18
F]-Group 13 fluoride derivatives as radiotracers for positron emission tomography. Chemical Society Reviews 2016, 45
(4)
, 954-971. https://doi.org/10.1039/C5CS00687B
- Stephen Thompson, Ian N. Fleming, David O'Hagan. Enzymatic transhalogenation of dendritic RGD peptide constructs with the fluorinase. Organic & Biomolecular Chemistry 2016, 14
(11)
, 3120-3129. https://doi.org/10.1039/C6OB00239K
- Ryan A. Davis, Kevin Lau, Sven H. Hausner, Julie L. Sutcliffe. Solid-phase synthesis and fluorine-18 radiolabeling of cycloRGDyK. Organic & Biomolecular Chemistry 2016, 14
(37)
, 8659-8663. https://doi.org/10.1039/C6OB01636G
- F. Y. Adeowo, B. Honarparvar, A. A. Skelton. The interaction of NOTA as a bifunctional chelator with competitive alkali metal ions: a DFT study. RSC Advances 2016, 6
(83)
, 79485-79496. https://doi.org/10.1039/C6RA20203A
- T. K. Venkatachalam, G. K. Pierens, Paul. V. Bernhardt, D. H. R. Stimson, R. Bhalla, L. Lambert, D. C. Reutens. Heteronuclear NMR Spectroscopic Investigations of Gallium Complexes of Substituted Thiosemicarbazones Including X-Ray Crystal Structure, a New Halogen Exchange Strategy, and 18F Radiolabelling. Australian Journal of Chemistry 2016, 69
(9)
, 1033. https://doi.org/10.1071/CH16044
- Noeen Malik, Benjamin Baur, Gordon Winter, Sven N. Reske, Ambros J. Beer, Christoph Solbach. Radiofluorination of PSMA-HBED via Al18F2+ Chelation and Biological Evaluations In Vitro. Molecular Imaging and Biology 2015, 17
(6)
, 777-785. https://doi.org/10.1007/s11307-015-0844-6
- Zhibo Liu, Kuo-Shyan Lin, François Bénard, Maral Pourghiasian, Dale O Kiesewetter, David M Perrin, Xiaoyuan Chen. One-step 18F labeling of biomolecules using organotrifluoroborates. Nature Protocols 2015, 10
(9)
, 1423-1432. https://doi.org/10.1038/nprot.2015.090
- Maria Grazia Perrone, Paola Vitale, Andrea Panella, Anna Tolomeo, Antonio Scilimati. Current and emerging applications of fluorine in medicinal chemistry. 2015, 126-139. https://doi.org/10.4155/fseb2013.14.113
- Rajiv Bhalla, William Levason, Sajinder K. Luthra, Graeme McRobbie, George Sanderson, Gillian Reid. Radiofluorination of a Pre‐formed Gallium(III) Aza‐macrocyclic Complex: Towards Next‐Generation Positron Emission Tomography (PET) Imaging Agents. Chemistry – A European Journal 2015, 21
(12)
, 4688-4694. https://doi.org/10.1002/chem.201405812
- Rajiv Bhalla, William Levason, Sajinder K. Luthra, Graeme McRobbie, Francesco M. Monzittu, Jazmyn Palmer, Gillian Reid, George Sanderson, Wenjian Zhang. Hydrothermal synthesis of Group 13 metal trifluoride complexes with neutral N-donor ligands. Dalton Transactions 2015, 44
(20)
, 9569-9580. https://doi.org/10.1039/C5DT01120E
- Kristell L.S. Chatalic, Gerben M. Franssen, Wytske M. van Weerden, William J. McBride, Peter Laverman, Erik de Blois, Bouchra Hajjaj, Luc Brunel, David M. Goldenberg, Jean-Alain Fehrentz, Jean Martinez, Otto C. Boerman, Marion de Jong. Preclinical Comparison of Al
18
F- and
68
Ga-Labeled Gastrin-Releasing Peptide Receptor Antagonists for PET Imaging of Prostate Cancer. Journal of Nuclear Medicine 2014, 55
(12)
, 2050-2056. https://doi.org/10.2967/jnumed.114.141143
- Susan Richter, Frank Wuest. 18F-Labeled Peptides: The Future Is Bright. Molecules 2014, 19
(12)
, 20536-20556. https://doi.org/10.3390/molecules191220536
- Yumin Zheng, Shundong Ji, Elena Tomaselli, Carley Ernest, Tom Freiji, Shuang Liu. Effect of co-ligands on chemical and biological properties of 99mTc(III) complexes [99mTc(L)(CDO)(CDOH)2BMe] (L=Cl, F, SCN and N3; CDOH2=cyclohexanedione dioxime). Nuclear Medicine and Biology 2014, 41
(10)
, 813-824. https://doi.org/10.1016/j.nucmedbio.2014.07.009
- Yuping Xu, Donghui Pan, Chen Zhu, Qing Xu, Lizhen Wang, Fei Chen, Runlin Yang, Shineng Luo, Min Yang, Yongjun Yan. Pilot Study of a Novel 18F-labeled FSHR Probe for Tumor Imaging. Molecular Imaging and Biology 2014, 16
(4)
, 578-585. https://doi.org/10.1007/s11307-013-0712-1
- Peter Laverman, William J. McBride, Robert M. Sharkey, David M. Goldenberg, Otto C. Boerman. Al
18
F labeling of peptides and proteins. Journal of Labelled Compounds and Radiopharmaceuticals 2014, 57
(4)
, 219-223. https://doi.org/10.1002/jlcr.3161
- Malgorzata Lipowska, Jeffrey Klenc, Dinesh Shetty, Jonathon A. Nye, Hyunsuk Shim, Andrew T. Taylor. Al18F-NODA-butyric acid: Biological evaluation of a new PET renal radiotracer. Nuclear Medicine and Biology 2014, 41
(3)
, 248-253. https://doi.org/10.1016/j.nucmedbio.2013.12.010
- Z. Liu, N. Hundal-Jabal, M. Wong, D. Yapp, K.-S. Lin, F. Bénard, D. M. Perrin. A new
18
F-heteroaryltrifluoroborate radio-prosthetic with greatly enhanced stability that is labelled by
18
F–
19
F-isotope exchange in good yield at high specific activity. Med. Chem. Commun. 2014, 5
(2)
, 171-179. https://doi.org/10.1039/C3MD00328K
- Rajiv Bhalla, Christine Darby, William Levason, Sajinder K. Luthra, Graeme McRobbie, Gillian Reid, George Sanderson, Wenjian Zhang. Triaza-macrocyclic complexes of aluminium, gallium and indium halides: fast
18
F and
19
F incorporation via halide exchange under mild conditions in aqueous solution. Chem. Sci. 2014, 5
(1)
, 381-391. https://doi.org/10.1039/C3SC52104D
- Vadim Bernard-Gauthier, Carmen Wängler, Esther Schirrmacher, Alexey Kostikov, Klaus Jurkschat, Bjoern Wängler, Ralf Schirrmacher. 18
F-Labeled Silicon-Based Fluoride Acceptors: Potential Opportunities for Novel Positron Emitting Radiopharmaceuticals. BioMed Research International 2014, 2014 , 1-20. https://doi.org/10.1155/2014/454503
- Johannes Ermert. 18
F-Labelled Intermediates for Radiosynthesis by Modular Build-Up Reactions: Newer Developments. BioMed Research International 2014, 2014 , 1-15. https://doi.org/10.1155/2014/812973
- Matthias Glaser, Peter Iveson, Susan Hoppmann, Bård Indrevoll, Anthony Wilson, Joseph Arukwe, Antonios Danikas, Rajiv Bhalla, Duncan Hiscock. Three Methods for
18
F Labeling of the HER2-Binding Affibody Molecule Z
HER2:2891
Including Preclinical Assessment. Journal of Nuclear Medicine 2013, 54
(11)
, 1981-1988. https://doi.org/10.2967/jnumed.113.122465
- Zhibo Liu, Ying Li, Jerome Lozada, May Q. Wong, Jennifer Greene, Kuo-Shyan Lin, Donald Yapp, David M. Perrin. Kit-like 18F-labeling of RGD-19F-Arytrifluroborate in high yield and at extraordinarily high specific activity with preliminary in vivo tumor imaging. Nuclear Medicine and Biology 2013, 40
(6)
, 841-849. https://doi.org/10.1016/j.nucmedbio.2013.05.002
- David M. Goldenberg, Robert M. Sharkey, William J. McBride, Otto C. Boerman. Al
18
F: A New Standard for Radiofluorination. Journal of Nuclear Medicine 2013, 54
(7)
, 1170.1-1170. https://doi.org/10.2967/jnumed.113.125245
- Theres Ramenda, Jörg Steinbach, Frank Wuest. 4-[18F]Fluoro-N-methyl-N-(propyl-2-yn-1-yl)benzenesulfonamide ([18F]F-SA): a versatile building block for labeling of peptides, proteins and oligonucleotides with fluorine-18 via Cu(I)-mediated click chemistry. Amino Acids 2013, 44
(4)
, 1167-1180. https://doi.org/10.1007/s00726-012-1450-4
- David S. Urch. Radiochemistry. Annual Reports Section "A" (Inorganic Chemistry) 2013, 109 , 468. https://doi.org/10.1039/c3ic90028b
- Vincent R. Bouvet, Frank Wuest. Application of [18F]FDG in radiolabeling reactions using microfluidic technology. Lab on a Chip 2013, 13
(22)
, 4290. https://doi.org/10.1039/c3lc50797a
- William J McBride, Robert M Sharkey, David M Goldenberg. Radiofluorination using aluminum-fluoride (Al18F). EJNMMI Research 2013, 3
(1)
, 36. https://doi.org/10.1186/2191-219X-3-36
- Carmen Wängler, Sabrina Niedermoser, Joshua Chin, Katy Orchowski, Esther Schirrmacher, Klaus Jurkschat, Liuba Iovkova-Berends, Alexey P Kostikov, Ralf Schirrmacher, Björn Wängler. One-step 18F-labeling of peptides for positron emission tomography imaging using the SiFA methodology. Nature Protocols 2012, 7
(11)
, 1946-1955. https://doi.org/10.1038/nprot.2012.109
- Noeen Malik, Boris Zlatopolskiy, Hans‐Juergen Machulla, Sven N Reske, Christoph Solbach. One pot radiofluorination of a new potential PSMA ligand [Al
18
F]NOTA‐DUPA‐Pep. Journal of Labelled Compounds and Radiopharmaceuticals 2012, 55
(9)
, 320-325. https://doi.org/10.1002/jlcr.2944
- Tim A. D. Smith. [
18
F]Fluoride labelling of macromolecules in aqueous conditions: silicon and boroaryl‐based [
18
F]fluorine acceptors, [
18
F]FDG conjugation and Al
18
F chelation. Journal of Labelled Compounds and Radiopharmaceuticals 2012, 55
(8)
, 281-288. https://doi.org/10.1002/jlcr.2940
- Carmen Wängler, Alexey Kostikov, Jun Zhu, Joshua Chin, Björn Wängler, Ralf Schirrmacher. Silicon-[18F]Fluorine Radiochemistry: Basics, Applications and Challenges. Applied Sciences 2012, 2
(2)
, 277-302. https://doi.org/10.3390/app2020277
Article Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.
Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.
The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated.