Microfluidic radiolabeling of biomolecules with PET radiometals

Nuclear Medicine and Biology

Volumn 40, Issue 1, 2013, Pages 42-51

  Zeng, Dexing ^a   Desai, Amit V ^b   Ranganathan, David ^a   Wheeler, Tobias D ^b   Kenis, Paul J A ^b   Reichert, David E ^a  

^a WASHINGTON UNIVERSITY SCHOOL OF MEDICINE   (United States)

^b UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

Author keywords

64Cu; 68Ga; Microfluidic; PET; RGD

Indexed keywords

1,4,7 TRIAZACYCLONONANE 1,4,7 TRIACETIC ACID; ARGINYLGLYCYLASPARTYL DEXTRO PHENYLALANYLLYSINE; BOVINE SERUM ALBUMIN; CHELATING AGENT; COPPER 64; CYCLOPEPTIDE; GALLIUM 68; TETRAXETAN; UNCLASSIFIED DRUG;

ARTICLE; CONCENTRATION (PARAMETERS); CONJUGATION; CONTROLLED STUDY; HEAT TRANSFER; ISOTOPE LABELING; MEAN RESIDENCE TIME; MICROFLUIDIC ANALYSIS; POSITRON EMISSION TOMOGRAPHY; PROCESS OPTIMIZATION; REPRODUCIBILITY; STOICHIOMETRY; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS; TEMPERATURE MEASUREMENT; VALIDATION PROCESS;

COPPER RADIOISOTOPES; DIMETHYLPOLYSILOXANES; GALLIUM RADIOISOTOPES; GLASS; HETEROCYCLIC COMPOUNDS; HETEROCYCLIC COMPOUNDS, 1-RING; ISOTOPE LABELING; MICROFLUIDIC ANALYTICAL TECHNIQUES; OLIGOPEPTIDES; POSITRON-EMISSION TOMOGRAPHY; TEMPERATURE; TIME FACTORS;

EID: 84871919085     PISSN: 09698051     EISSN: 18729614     Source Type: Journal    
DOI: 10.1016/j.nucmedbio.2012.08.012     Document Type: Article

References (38)

1. Tanaka K., Fukase K. PET (positron emission tomography) imaging of biomolecules using metal-DOTA complexes: a new collaborative challenge by chemists, biologists, and physicians for future diagnostics and exploration of in vivo dynamics. Org Biomol Chem 2008, 6:815-828.
2. Auzzas L., Zanardi F., Battistini L., Burreddu P., Carta P., Rassu G., et al. Targeting alphavbeta3 integrin: design and applications of mono- and multifunctional RGD-based peptides and semipeptides. Curr Med Chem 2010, 17:1255-1299.
3. Dijkgraaf I., Beer A.J., Wester H.J. Application of RGD-containing peptides as imaging probes for alphavbeta3 expression. Front Biosci 2009, 14:887-899.
4. Dumont R.A., Hildebrandt I., Su H., Haubner R., Reischl G., Czernin J.G., et al. Noninvasive imaging of alphaVbeta3 function as a predictor of the antimigratory and antiproliferative effects of dasatinib. Cancer Res 2009, 69:3173-3179.
5. Cai W., Sam Gambhir S., Chen X. Multimodality tumor imaging targeting integrin alphavbeta3. Biotechniques 2005, 39:S14-S25.
6. Haubner R. Alphavbeta3-integrin imaging: a new approach to characterise angiogenesis?. Eur J Nucl Med Mol Imaging 2006, 33(Suppl 1):54-63.
7. Tian X., Chakrabarti A., Amirkhanov N.V., Aruva M.R., Zhang K., Mathew B., et al. External imaging of CCND1, MYC, and KRAS oncogene mRNAs with tumor-targeted radionuclide-PNA-peptide chimeras. Ann N Y Acad Sci 2005, 1059:106-244.
8. Green M.A., Mathias C.J., Welch M.J., McGuire A.H., Perry D., Fernandez-Rubio F., et al. Copper-62-labeled pyruvaldehyde bis(N4-methylthiosemicarbazonato)copper(II): synthesis and evaluation as a positron emission tomography tracer for cerebral and myocardial perfusion. J Nucl Med 1990, 31:1989-1996.
9. Li W.P., Lewis J.S., Kim J., Bugaj J.E., Johnson M.A., Erion J.L., et al. DOTA-D-Tyr(1)-octreotate: a somatostatin analogue for labeling with metal and halogen radionuclides for cancer imaging and therapy. Bioconjug Chem 2002, 13:721-728.
10. Leung K. 68 Ga-1,4,7-triazacyclononane,1-glutaric acid-4,7-acetic acid-cyclo(Arg-Gly-Asp-d-Phe-Lys) 2004, Molecular Imaging and Contrast Agent Database (MICAD), Bethesda (MD).
11. Maecke H.R., Hofmann M., Haberkorn U. (68)Ga-labeled peptides in tumor imaging. J Nucl Med 2005, 46(Suppl 1):172S-178S.
12. Velikyan I., Maecke H., Langstrom B. Convenient preparation of 68Ga-based PET-radiopharmaceuticals at room temperature. Bioconjug Chem 2008, 19:569-573.
13. Wadas T.J., Wong E.H., Weisman G.R., Anderson C.J. Coordinating radiometals of copper, gallium, indium, yttrium, and zirconium for PET and SPECT imaging of disease. Chem Rev 2010, 110:2858-2902.
14. Ma D., Lu F., Overstreet T., Milenic D.E., Brechbiel M.W. Novel chelating agents for potential clinical applications of copper. Nucl Med Biol 2002, 29:91-105.
15. Connett J.M., Buettner T.L., Anderson C.J. Maximum tolerated dose and large tumor radioimmunotherapy studies of 64Cu-labeled monoclonal antibody 1A3 in a colon cancer model. Clin Cancer Res 1999, 5:3207s-3212s.
16. Ehrhardt G.J., Welch M.J. A new germanium-63/gallium-68 generator. J Nucl Med 1978, 19:925-929.
17. Wadas T.J., Anderson C.J. Radiolabeling of TETA- and CB-TE2A-conjugated peptides with copper-64. Nat Protoc 2006, 1:3062-3068.
18. Reichert D.E., Hancock R.D., Welch M.J. Molecular mechanics investigation of gadolinium(III) complexes. Inorg Chem 1996, 35:7013-7020.
19. DeMello A.J. Control and detection of chemical reactions in microfluidic systems. Nature 2006, 442:394-402.
20. Watts P., Haswell S.J. The application of micro reactors for organic synthesis. Chem Soc Rev 2005, 34:235-246.
21. Jahnisch K., Hessel V., Lowe H., Baerns M. Chemistry in microstructured reactors. Angew Chem Int Ed Engl 2004, 43:406-446.
22. Ungersboeck J., Philippe C., Mien L.K., Haeusler D., Shanab K., Lanzenberger R., et al. Microfluidic preparation of [18F]FE@SUPPY and [18F]FE@SUPPY:2-comparison with conventional radiosyntheses. Nucl Med Biol 2011, 38:427-434.
23. Gillies J.M., Prenant C., Chimon G.N., Smethurst G.J., Dekker B.A., Zweit J. Microfluidic technology for PET radiochemistry. Appl Radiat Isot 2006, 64:333-336.
24. Audrain H. Positron emission tomography (PET) and microfluidic devices: a breakthrough on the microscale?. Angew Chem Int Ed Engl 2007, 46:1772-1775.
25. Miller P.W., Long N.J., de Mello A.J., Vilar R., Passchier J., Gee A. Rapid formation of amides via carbonylative coupling reactions using a microfluidic device. Chem Commun 2006, 546-548.
26. Elizarov A.M. Microreactors for radiopharmaceutical synthesis. Lab Chip 2009, 9:1326-1333.
27. Liu K., Lepin E.J., Wang M.W., Guo F., Lin W.Y., Chen Y.C., et al. Microfluidic-based 18F-labeling of biomolecules for immuno-positron emission tomography. Mol Imaging 2011, 10(168-76):1-7.
28. Lee C.C., Sui G., Elizarov A., Shu C.J., Shin Y.S., Dooley A.N., et al. Multistep synthesis of a radiolabeled imaging probe using integrated microfluidics. Science 2005, 310:1793-1796.
29. Elizarov A.M., van Dam R.M., Shin Y.S., Kolb H.C., Padgett H.C., Stout D., et al. Design and optimization of coin-shaped microreactor chips for PET radiopharmaceutical synthesis. J Nucl Med 2010, 51:282-287.
30. Lu S.Y., Watts P., Chin F.T., Hong J., Musachio J.L., Briard E., et al. Syntheses of 11C- and 18F-labeled carboxylic esters within a hydrodynamically-driven micro-reactor. Lab Chip 2004, 4:523-525.
31. Wheeler T.D., Zeng D., Desai A.V., Onal B., Reichert D.E., Kenis P.J. Microfluidic labeling of biomolecules with radiometals for use in nuclear medicine. Lab Chip 2010, 10:3387-3396.
32. Stroock A.D., Dertinger S.K., Ajdari A., Mezic I., Stone H.A., Whitesides G.M. Chaotic mixer for microchannels. Science 2002, 295:647-651.
33. Sun X., Rossin R., Turner J.L., Becker M.L., Joralemon M.J., Welch M.J., et al. An assessment of the effects of shell cross-linked nanoparticle size, core composition, and surface PEGylation on in vivo biodistribution. Biomacromolecules 2005, 6:2541-2554.
34. McCarthy D.W., Shefer R.E., Klinkowstein R.E., Bass L.A., Margeneau W.H., Cutler C.S., et al. Efficient production of high specific activity 64Cu using a biomedical cyclotron. Nucl Med Biol 1997, 24:35-43.
35. McCarthy D.W., Bass L.A., Cutler P.D., Shefer R.E., Klinkowstein R.E., Herrero P., et al. High purity production and potential applications of copper-60 and copper-61. Nucl Med Biol 1999, 26:351-358.
36. Schlesinger J., Rajander J., Ihalainen J.A., Ramesh D., Eklund P., Fagerholm V., et al. Isomerism of [64Cu-NOTA-Bn]-labeled radiotracers: separation of two complex isomers and determination of their interconversion energy barrier using ion pair chromatography. Inorg Chem 2011, 50:4260-4271.
37. Ferreira C.L., Lamsa E., Woods M., Duan Y., Fernando P., Bensimon C., et al. Evaluation of bifunctional chelates for the development of gallium-based radiopharmaceuticals. Bioconjug Chem 2010, 21:531-536.
38. Carey P., Liu Y., Kume M., Lapi S., Welch M. The production of high specific activity Cu-64 as measured by ion chromatography. J Nucl Med Meeting Abstracts 2010, 51:1552.