In vivo evaluation of copper-64-labeled monooxo-tetraazamacrocyclic ligands

Nuclear Medicine and Biology

Volumn 31, Issue 8, 2004, Pages 1051-1059

  Sun, Xiankai ^a   Kim, Joonyoung ^a   Martell, Arthur E ^b   Welch, Michael J ^a   Anderson, Carolyn J ^a  

^a WASHINGTON UNIVERSITY SCHOOL OF MEDICINE   (United States)

^b TEXAS A AND M UNIVERSITY   (United States)

Author keywords

Biodistribution; Copper 64; Macrocycle; MicroPET

Indexed keywords

1,4,7,10 TETRAAZACYCLOTRIDECAN 11 ONE; 1,4,7,10 TETRAAZACYCLOTRIDECAN 2 ONE; 1,4,8,11 TETRAAZACYCLOTETRADECAN 5 ONE; CHELATING AGENT; COPPER 64; HETEROCYCLIC COMPOUND; LIGAND; RADIOISOTOPE; RADIOPHARMACEUTICAL AGENT; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; BLOOD; CONTROLLED STUDY; ELECTROPHORESIS; FEMALE; KIDNEY; LIVER; NONHUMAN; POSITRON EMISSION TOMOGRAPHY; RAT;

ANIMALS; COPPER RADIOISOTOPES; FEMALE; HETEROCYCLIC COMPOUNDS; ISOTOPE LABELING; LIGANDS; METABOLIC CLEARANCE RATE; ORGAN SPECIFICITY; POSITRON-EMISSION TOMOGRAPHY; RADIOPHARMACEUTICALS; RATS; RATS, SPRAGUE-DAWLEY; TISSUE DISTRIBUTION;

EID: 10644230282     PISSN: 09698051     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.nucmedbio.2004.08.011     Document Type: Article

References (39)

1. C.J. Anderson, J.M. Connett, S.W. Schwarz, P.A. Rocque, L.W. Guo, and G.W. Philpott Copper-64-labeled antibodies for PET imaging J. Nucl. Med. 33 1992 1685 1691
2. 64Cu-TETA-octreotide as a PET imaging agent for patients with neuroendocrine tumors J. Nucl. Med. 42 2001 213 221
3. C.J. Anderson, P.A. Rocque, C.J. Weinheimer, and M.J. Welch Evaluation of copper-labeled bifunctional chelate-albumin conjugates for blood pool imaging Nucl. Med. Biol. 20 1993 461 467
4. C.J. Anderson, and M.J. Welch Radiometal-labeled agents (non-technetium) for diagnostic imaging Chem. Rev. 99 1999 2219 2234
5. W.P. Li, J.S. Lewis, J. Kim, J.E. Bujas, M.A. Johnson, and J.L. Erion DOTA-D-Tyr1-octreotate: a somatostatin analogue for labeling with metal and halogen radionuclides for cancer imaging and therapy Bioconjug. Chem. 13 2002 721 728
6. G.W. Philpott, S.W. Schwarz, C.J. Anderson, F. Dehdashti, J.M. Connett, and K.R. Zinn RadioimmunoPET: detection of colorectal carcinoma with positron-emitting copper-64-labeled monoclonal antibody J. Nucl. Med. 36 1995 1818 1824
7. 64Cu-labeled bombesin analogue Bioconjug. Chem. 14 2003 756 763
8. C.J. Anderson, L.A. Jones, L.A. Bass, E.L.C. Sherman, D.W. McCarthy, and P.D. Cutler Radiotherapy, toxicity and dosimetry of copper-64-TETA-octreotide in tumor-bearing rats J. Nucl. Med. 39 1998 1944 1951
9. C.J. Anderson, S.W. Schwarz, J.M. Connett, P.D. Cutler, L.W. Guo, and C.J. Germain Preparation, biodistribution and dosimetry of copper-64-labeled anti-colorectal carcinoma monoclonal antibody fragments 1A3-F(ab′)2 J. Nucl. Med. 36 1995 850 858
10. J.M. Connett, C.J. Anderson, L.W. Guo, S.W. Schwarz, K.R. Zinn, and B.E. Rogers Radioimmunotherapy with a Cu-64-labeled monoclonal antibody: a comparison with Cu-67 Proc. Natl. Acad. Sci. U. S. A. 93 1996 6814 6818
11. J.S. Lewis, R. Laforest, M.R. Lewis, and C.J. Anderson Comparative dosimetry of copper-64 and yttrium-90-labeled somatostatin analogs in a tumor-bearing rat model Cancer Biother. Radiopharm. 15 2000 593 604
12. J.S. Lewis, M.R. Lewis, P.D. Cutler, A. Srinivasan, M.A. Schmidt, and S.W. Schwarz Radiotherapy and dosimetry of 64Cu-TETA-Tyr3-octreotate in a somatostatin receptor-positive, tumor-bearing rat model Clin. Cancer Res. 5 1999 3608 3616
13. 67/64Cu-labeled anti-Li-CAM antibody chCE7: selection of copper ligands and PET imaging Nucl. Med. Biol. 30 2003 417 427
14. D.W. McCarthy, R.E. Shefer, R.E. Klinkowstein, L.A. Bass, W.H. Margenau, and C.S. Cutler The efficient production of high specific activity Cu-64 using a biomedical cyclotron Nucl. Med. Biol. 24 1997 35 43
15. 57Co Nucl. Med. Biol. 13 1986 363 368
16. W.C. Cole, S.J. DeNardo, C.F. Meares, M.J. McCall, G.L. DeNardo, and A.L. Epstein Comparative serum stability of radiochelates for antibody radiopharmaceuticals J. Nucl. Med. 28 1987 83 90
17. M.K. Moi, C.F. Meares, M.J. McCall, W.C. Cole, and S.J. DeNardo Copper chelates as probes of biological systems: stable copper complexes with a macrocyclic bifunctional chelating agent Anal. Biochem. 148 1985 249 253
18. T.M. Jones-Wilson, K.A. Deal, C.J. Anderson, D.W. McCarthy, Z. Kovacs, and R.J. Motekaitis The in vivo behavior of copper-64-labeled azamacrocyclic compounds Nucl. Med. Biol. 25 1998 523 530
19. C.J. Anderson, T.S. Pajeau, W.B. Edwards, E.L. Sherman, B.E. Rogers, and M.J. Welch In vitro and in vivo evaluation of copper-64-labeled octreotide conjugates J. Nucl. Med. 36 1995 2315 2325
20. B.E. Rogers, C.J. Anderson, J.M. Connett, L.W. Guo, W.B. Edwards, and E.L.C. Sherman Comparison of four bifunctional chelates for radiolabeling monoclonal antibodies with copper radioisotopes: biodistribution and metabolism Bioconjug. Chem. 7 1996 511 522
21. E. Kimura, T. Koike, R. Machida, R. Nagai, and M. Kodama Effects of imide anions and axial donors on the stability and oxidation behavior of square-planar 13-15-membered macrocyclic tetraamine complexes of nickel(II) and copper(II) Inorg. Chem. 23 1984 4181 4188
22. 2+ complexes with monooxo- and dioxomacrocyclic tetraamines J. Phys. Org. Chem. 5 1992 549 555
23. L. Siegfried, M. Neuburger, M. Zehnder, and T.A. Kaden Structural evidence for carbonyl-oxygen protonation in the copper(II) complex of 1,4,8,11-tetraaza-5-oxocyclotetradecane J. Chem. Soc., Chem. Commun. 8 1994 951 952
24. Y. Sun, D. Chen, A.E. Martell, and M.J. Welch Synthesis and characterization of two novel macrocyclic monooxo-tetraamines and the stabilities of their Cu(II) complexes Inorg. Chim. Acta 324 2001 180 187
25. C.S. Cutler, M. Wuest, C.J. Anderson, D.E. Reichert, Y. Sun, and A.E. Martell Labeling and in vivo evaluation of novel copper(II) dioxotetraazamacrocyclic complexes Nucl. Med. Biol. 27 2000 375 380
26. B.T. Wipke, Z. Wang, J. Kim, T.J. McCarthy, and P.M. Allen Dynamic visualization of a joint-specific autoimmune response through positron emission tomography Nat. Immunol. 3 2002 366 372
27. R.J. Motekaitis, B.E. Rogers, D.E. Reichert, A.E. Martell, and M.J. Welch Stability and structure of activated macrocycles. Ligands with biological applications Inorg. Chem. 35 1996 3821 3827
28. J. Huskens, D.A. Torres, Z. Kovacs, J. André, C.F.G.C. Geraldes, and A.D. Sherry Alkaline earth metal and lanthanide(III) complexes of ligands based upon 1,4,7,10-tetraazacyclododecane-1,7-bis(acetic acid) Inorg. Chem. 36 1997 1495 1503
29. X. Sun, M. Wuest, Z. Kovacs, A.D. Sherry, R.J. Motekaitis, and Z. Wang In vivo behavior of copper-64-labeled methanephosphonate tetraazamacrocyclic ligands J. Biol. Inorg. Chem. 8 2003 217 225
30. X. Sun, W. Wuest, G.R. Weisman, E.H. Wong, D.P. Reed, and C.A. Boswell Radiolabeling and in vivo behavior of copper-64-labeled cross-bridged cyclam ligands J. Med. Chem. 45 2002 469 477
31. S.R. Cherry MicroPET - a high resolution pet scanner for imaging small animals IEEE Trans. Nucl. Sci. 44 1997 1161 1166
32. M.A. Green, M.J. Welch, C.J. Mathias, K.A. Fox, R.M. Knabb, and J.C. Huffman Ga-68 1,1,1-tris(5-methoxysalicylaldiminomethyl)ethane: a potential tracer for evaluation of myocardial blood flow by positron emission tomography J. Nucl. Med. 26 1985 170 180
33. R.J. Motekaitis, Y. Sun, A.E. Martell, and M.J. Welch Synthesis, characterization and Cu(II) solution chemistry of dioxotetraazamacrocycles Can. J. Chem. 77 1999 614 623
34. A.E. Martell, and R.J. Motekaitis Determination and use of stability constants 1992 VCH Publisher New York
35. A.E. Martell, and R.M. Smith Critical stability constants 1982 Plenum Press New York
36. C.A. Vincent The motion of ions in solution under the influence of an electric field J. Chem. Educ. 53 1976 490 493
37. L.A. Bass, M. Wang, M.J. Welch, and C.J. Anderson In vivo transchelation of copper-64 from TETA-octreotide to superoxide dismutase in rat liver Bioconjug. Chem. 11 2000 527 532
38. C.A. Boswell, X. Sun, W. Niu, G.R. Weisman, E.H. Wong, and A.L. Rheingold Comparative in vivo stability of copper-64-labeled cross-bridged and conventional tetraazamacrocyclic complexes J. Med. Chem. 47 2004 1465 1474
39. E.H. Wong, G.R. Weisman, D.C. Hill, D.P. Reed, M.E. Rogers, and J.P. Condon Synthesis and characterization of cross-bridged cyclams and pendant-armed derivatives and structural studies of their copper(II) complexes J. Am. Chem. Soc. 122 2000 10561 10572