Radiopharmacological evaluation of 18F-labeled phosphatidylserine-binding peptides for molecular imaging of apoptosis

Nuclear Medicine and Biology

Volumn 42, Issue 11, 2015, Pages 864-874

  Wuest, Melinda ^a   Perreault, Amanda ^a   Kapty, Janice ^a   Richter, Susan ^a   Foerster, Christian ^a   Bergman, Cody ^a   Way, Jenilee ^a   Mercer, John ^a   Wuest, Frank ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

Author keywords

18F; Apoptosis; Peptide; Phosphatidylserine; Positron emission tomography (PET)

Indexed keywords

CAMPTOTHECIN; COPPER 64; CYCLOPHOSPHAMIDE; ETOPOSIDE; FLUORINE 18; HEXAPEPTIDE; LIPOCORTIN 5; PHOSPHATIDYLSERINE; THIOL DERIVATIVE; TRACER; 1,4,7-TRIAZACYCLONONANE-N,N',N''-TRIACETIC ACID; FLUORINE; HETEROCYCLIC COMPOUND; OLIGOPEPTIDE;

ALKYLATION; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; APOPTOSIS; ARTICLE; BINDING COMPETITION; CONTROLLED STUDY; DISEASE MODEL; DRUG CLEARANCE; DRUG DISTRIBUTION; DRUG METABOLISM; DRUG SCREENING; DRUG STRUCTURE; FEMALE; HUMAN; HUMAN CELL; IN VITRO STUDY; IN VIVO STUDY; INHIBITION KINETICS; ISOTOPE LABELING; JURKAT CELL LINE; LYMPHOMA; MOLECULAR IMAGING; MOUSE; NONHUMAN; POSITRON EMISSION TOMOGRAPHY; PROTEIN BINDING; PROTEIN STRUCTURE; PROTEIN TRANSPORT; RADIOACTIVITY; RADIOCHEMISTRY; RADIOMETRY; TISSUE DISTRIBUTION; TUMOR VOLUME; WILD TYPE; AMINO ACID SEQUENCE; ANIMAL; CHEMICAL STRUCTURE; CHEMISTRY; PROCEDURES; PROTEIN CONFORMATION;

AMINO ACID SEQUENCE; ANIMALS; APOPTOSIS; FEMALE; FLUORINE RADIOISOTOPES; HETEROCYCLIC COMPOUNDS; HUMANS; JURKAT CELLS; MICE; MODELS, MOLECULAR; MOLECULAR IMAGING; OLIGOPEPTIDES; PHOSPHATIDYLSERINES; PROTEIN CONFORMATION;

EID: 84943359935     PISSN: 09698051     EISSN: 18729614     Source Type: Journal    
DOI: 10.1016/j.nucmedbio.2015.06.011     Document Type: Article

References (28)

1. Neves A.A., Brindle K.M. Imaging cell death. J Nucl Med 2014, 55:1-4.
2. Galluzzi L., Vitale I., Abrams J.M., et al. Molecular definitions of cell death subroutines: recommendations of the Nomenclature Committee on Cell Death 2012. Cell Death Differ 2012, 19:107-120.
3. Vance J.E., Steenbergen R. Metabolism and functions of phosphatidylserine. Prog Lipid Res 2005, 44:207-234.
4. van Genderen H.O., Kenis H., Hofstra L., Narula J., Reutelingsperger C.P.M. Extracellular annexin A5: functions of phosphatidylserine-binding and two-dimensional crystallization. Biochim Biophys Acta 1783, 2008:953-963.
5. Gerke V., Moss S.E. Annexins: from structure to function. Physiol Rev 2002, 82:331-371.
6. Boersma H.H., Kietselaer B.L., Stolk L.M., Bennaghmouch A., Hofstra L., Narula J., et al. Past, present, and future of annexin A5: from protein discovery to clinical applications. J Nucl Med 2005, 46:2035-2050.
7. Kapty J., Murray D., Mercer J. Radiotracers for noninvasive molecular imaging of tumor cell death. Cancer Biother Radiopharm 2010, 25:615-628.
8. 99mTc-annexin V. J Nucl Med 2005, 46:807-815.
9. Reubi J.C., Maecke H.R. Peptide-based probes for cancer imaging. J Nucl Med 2008, 49:1735-1738.
10. Burtea C., Laurent S., Lancelot E., Ballet S., Murariu O., Rousseaux O., et al. Peptidic targeting of phosphatidylserine for the MRI detection of apoptosis in atherosclerotic plaques. Mol Pharm 2009, 6:1903-1919.
11. Mading P., Fuchtner F., Wust F. Module-assisted synthesis of the bifunctional labelling agent N-succinimidyl 4-[F-18]fluorobenzoate ([F-18]SFB). Appl Radiat Isot 2005, 63:329-332.
12. 18F]fluorobenzylidene)ami-nooxyhexyl]maleimide. Nucl Med Biol 2007, 34:5-15.
13. 18F]SFB). Appl Radiat Isot 2011, 69:1218-1225.
14. McQuade P., Belanger M.J., Meng X., Guenther I., Krause S., Gonzalez Trotter D., et al. Comparison of the in vivo distribution of four different annexin A5 adducts in rhesus monkeys. Int J Mol Imaging 2011, 2011:405840.
15. Al-Ejeh F., Darby J.M., Pensa K., Diener K.R., Hayball J.D., Brown M.P. In vivo targeting of dead tumor cells in a murine tumor model using a monoclonal antibody specific for the La autoantigen. Clin Cancer Res 2007, 13:5519s-5527s.
16. Kapty J., Banman S., Goping I.S., Mercer J.R. Evaluation of phosphatidylserine-binding peptides targeting apoptotic cells. J Biomol Screen 2012, 17:1293-1301.
17. Zhao M., Beauregard D.A., Loizou L., Davletov B., Brindle K.M. Non-invasive detection of apoptosis using magnetic resonance imaging and a targeted contrast agent. Nat Med 2001, 7:1241-1244.
18. Feng Y., Wu J., Feng X., Tao D., Hu J., Qin J., et al. Timing of apoptosis onset depends on cell cycle progression in peripheral blood lymphocytes and lymphocytic leukemia cells. Oncol Rep 2007, 17:1437-1444.
19. Rennert R., Wespe C., Beck-Sickinger A.G., Neundorf I. Developing novel hCT derived cell-penetrating peptides with improved metabolic stability. Biochim Biophys Acta 1758, 2006:347-354.
20. Richter S., Bouvet V., Wuest M., Bergmann R., Steinbach J., Pietzsch J., et al. (18)F-Labeled phosphopeptide-cell-penetrating peptide dimers with enhanced cell uptake properties in human cancer cells. Nucl Med Biol 2012, 39:1202-1212.
21. 99mTc-HYNIC-annexin V imaging of early tumor apoptosis in mice after single dose irradiation. J Exp Clin Cancer Res 2009, 28:136.
22. 99mTc-labeled HYNIC-Cys-annexin A5 as an apoptosis imaging agent. Bioorg Med Chem Lett 2008, 18:3794-3798.
23. Al-Ejeh F., Darby J.M., Tsopelas C., Smyth D., Manavis J., Brown M.P. APOMAB, a La-specific monoclonal antibody, detects the apoptotic tumor response to life-prolonging and DNA-damaging chemotherapy. PLoS One 2009, 4:e4558.
24. 18F-FDG PET. J Nucl Med 2013, 54:104-110.
25. Dahms P., Mentlein R. Purification of the main somatostatin-degrading proteases from rat and pig brains, their action on other neuropeptides, and their identification as endopeptidases 24.15 and 24.16. Eur J Biochem 1992, 208:145-154.
26. Nock B.A., Maina T., Krenning E.P., de Jong M. "To serve and protect": enzyme inhibitors as radiopeptide escorts promote tumor targeting. J Nucl Med 2014, 55:121-127.
27. Xiong C., Brewer K., Song S., Zhang R., Lu W., Wen X., et al. Peptide-based imaging agents targeting phosphatidylserine for the detection of apoptosis. J Med Chem 2011, 54:1825-1835.
28. Huber R., Berendes R., Burger A., Schneider M., Karshikov A., Luecke H., et al. Crystal and molecular structure of human annexin V after refinement. Implications for structure, membrane binding and ion channel formation of the annexin family of proteins. J Mol Biol 1992, 223:683-704.