Fully automated preparation and conjugation of N-Succinimidyl 4-[ 18F]fluorobenzoate ([ 18F]SFB) with RGD peptide using a GE FASTlab™ synthesizer

Molecular Imaging and Biology

Volumn 13, Issue 6, 2011, Pages 1088-1095

  Thonon, David ^a   Goblet, David ^a   Goukens, Eve ^a   Kaisin, Geoffroy ^a   Paris, Jérôme ^a   Aerts, Joël ^a   Lignon, Steve ^b   Franci, Xavier ^b   Hustinx, Roland ^c   Luxen, André ^a  

^a UNIVERSITY OF LIÈGE   (Belgium)

^b Parc Scientifique du Sart Tilman   (Belgium)

^c UNIVERSITY OF LIÈGE   (Belgium)

Author keywords

18F Fluorobenzoic acid; 18F FBA; 18F SFB; Dimeric RGD peptide; Fluorine 18; GE FASTlab ; N Succinimidyl 4 18F fluorobenzoate; PET; Positron emission tomography; Radiosynthesis automation

Indexed keywords

ACETONITRILE; ARGINYLGLYCYLASPARTIC ACID N SUCCINIMIDYL 4 FLUOROBENZOATE F 18 CONJUGATE; DIMETHYL SULFOXIDE; RADIOISOTOPE; UNCLASSIFIED DRUG;

ARTICLE; AUTOMATION; CONJUGATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INTERMETHOD COMPARISON; ISOTOPE LABELING; ONE POT SYNTHESIS; PRIORITY JOURNAL; PURIFICATION; RADIOACTIVITY; RADIOCHEMISTRY; RADIOISOTOPE DECAY; REPRODUCIBILITY; SYNTHESIS; TWO POT SYNTHESIS;

AUTOMATION; BENZOATES; FLUORINE RADIOISOTOPES; OLIGOPEPTIDES; RADIOCHEMISTRY; SUCCINIMIDES;

EID: 84855674305     PISSN: 15361632     EISSN: 18602002     Source Type: Journal    
DOI: 10.1007/s11307-011-0470-x     Document Type: Article

References (22)

1. Bergmann R, Scheunemann M, Heichert C, Mäding P, Wittrisch H, Kretzschmar M, Rodig H, Tourwé D, Iterbeke K et al (2002) Biodistribution and catabolism of 18F-labeled neurotensin(8-13) analogs. Nucl Med Biol 29(1):61-72 (Pubitemid 34092305)
2. Chen X, Park R, Shahinian AH, Tohme M, Khankaldyyan V, Bozorgzadeh MH, Bading JR, Moats R, Laug WE, Conti PS (2004) 18F-labeled RGD peptide: Initial evaluation for imaging brain tumor angiogenesis. Nucl Med Biol 31(2):179-189 (Pubitemid 38315112)
3. Murakami Y, Takamatsu H, Taki J, Tatsumi M, Noda A, Ichise R, Tait J, Nishimura S (2004) 18F-labelled annexin V: A PET tracer for apoptosis imaging. Eur J Nucl Med Mol Imaging 31(4):469-474 (Pubitemid 38461560)
4. Neumaier B, Mottaghy FM, Buck AK, Glatting G, Blumstein NM, Mahren B, Vogg ATJ, Reske SN (2008) Short communication: 18Fimmuno- PET: Determination of anti-CD66 biodistribution in a patient with high-risk leukemia. Cancer Biother Radiopharm 23(6):819-824
5. Toretsky J, Levenson A, Weinberg IN, Tait JF, Üren A, Mease RC (2004) Preparation of F-18 labeled annexin V: A potential PET radiopharmaceutical for imaging cell death. Nucl Med Biol 31 (6):747-752 (Pubitemid 38887756)
6. Vaidyanathan G, Zalutsky MR (1997) Fluorine-18-labeled [Nle4,- Phe7]-[alpha]-MSH, an [alpha]-melanocyte stimulating hormone analogue. Nucl Med Biol 24(2):171-178 (Pubitemid 27146120)
7. Zijlstra S, Gunawan J, Burchert W (2003) Synthesis and evaluation of a 18F-labelled recombinant annexin-V derivative, for identification and quantification of apoptotic cells with PET. Appl Radiat Isotopes 58 (2):201-207 (Pubitemid 36172511)
8. Mäding P, Füchtner F, Wüst F (2005) Module-assisted synthesis of the bifunctional labelling agent N-succinimidyl 4-[18F]fluorobenzoate ([18F] SFB). Appl Radiat Isotopes 63(3):329-332 (Pubitemid 40961711)
9. Marik J, Sutcliffe JL (2007) Fully automated preparation of n.c.a. 4- [18F]fluorobenzoic acid and N-succinimidyl 4-[18F]fluorobenzoate using a Siemens/CTI chemistry process control unit (CPCU). Appl Radiat Isotopes 65(2):199-203 (Pubitemid 44828500)
10. Johnström P, Clark JC, Pickard JD, Davenport AP (2008) Automated synthesis of the generic peptide labelling agent N-succinimidyl 4-[18F] fluorobenzoate and application to 18F-label the vasoactive transmitter urotensin-II as a ligand for positron emission tomography. Nucl Med Biol 35(6):725-731
11. Tang G, Zeng W, Yu M, Kabalka G (2008) Facile synthesis of Nsuccinimidyl 4-[18F]fluorobenzoate ([18F]SFB) for protein labeling. J Labelled Compd Radiopharm 51(1):68-71 (Pubitemid 351495423)
12. Haka MS, Kilbourn MR, Watkins GL, Toorongian SA (1989) Aryltrimethylammonium trifluoromethanesulfonates as precursors to aryl [18F]fluorides: Improved synthesis of [18F]GBR-13119. J Labelled Compd Radiopharm 27(7):823-833 (Pubitemid 19159742)
13. Ganghua T, Xiaolan T, Xinlu W (2010) A facile automated synthesis of N-succinimidyl 4-[18F]fluorobenzoate ([18F]SFB) for 18F-labeled cellpenetrating peptide as PET tracer. J Labelled Compd Radiopharm 53 (8):543-547
14. Goblet D, Lemaire C, Giacomelli F, Plenevaux A, Warnock G, Franci X, Wouters L, Luxen A (2008) Automated synthesis of [18F]fallypride for imaging dopamine D2 receptors. In: World Molecular Imaging Congress, Nice, France
15. Libert L, Lemaire C, Wouters L, Plenevaux A, Franci X, Luxen A (2009) Large scale preparation of [18F]fluoromethoxybenzyl bromides, key precursors for 2-[18F]fluoro-L-tyrosine and 6-[18F]fluoro-L-dopa syntheses. J Labelled Compd Radiopharm 52(S1):S292
16. Wu Z, Li Z-B, Cai W, He L, Chin F, Li F, Chen X (2007) 18F-labeled mini-PEG spacered RGD dimer (18F-FPRGD2): Synthesis and micro- PET imaging of avß3 integrin expression. Eur J Nucl Med Mol Imaging 34(11):1823-1831 (Pubitemid 47599045)
17. Kuduk SD, DiPardo RM, Bock MG (2005) Tetrabutylammonium salt induced denitration of nitropyridines: Synthesis of fluoro-, hydroxy-, and methoxypyridines. Org Lett 7(4):577-579 (Pubitemid 40353445)
18. Fredriksson A, Johnström P, Stone-Elander S, Jonasson P, Nygren P-Å, Ekberg K, Johansson B-L, Wahren J (2001) Labeling of human Cpeptide by conjugation with N-succinimidyl-4-[18F]fluorobenzoate. J Labelled Compd Radiopharm 44(7):509-519 (Pubitemid 32621692)
19. Li J, Trent JO, Bates PJ, Ng CK (2006) Labeling G-rich oligonucleotides (GROs) with N-succinimidyl 4-[18F]fluorobenzoate ([18F]SFB). J Labelled Compd Radiopharm 49(14):1213-1221 (Pubitemid 46405815)
20. Fawdry RM (2007) Radiolysis of 2-[18F]fluoro-2-deoxy-d-glucose (FDG) and the role of reductant stabilisers. Appl Radiat Isotopes 65 (11):1193-1201 (Pubitemid 47575940)
21. Fukumura T, Nakao R, Yamaguchi M, Suzuki K (2004) Stability of 11C-labeled PET radiopharmaceuticals. Appl Radiat Isotopes 61 (6):1279-1287
22. Terryn H, Maquille A, Houée-Levin C, Tilquin B (2007) Irradiation of human insulin in aqueous solution, first step towards radiosterilization. Int J Pharm 343(1-2):4-11 (Pubitemid 47321009)