Rhenium(V) and Technetium(V) Oxo Complexes of an N2N'S Peptidic Chelator: Evidence of Interconversion between the Syn and Anti Conformations

Inorganic Chemistry

Volumn 36, Issue 25, 1997, Pages 5799-5808

  Wong, Ernest ^a   Fauconnier, Theresa ^a,b,c   Bennett, Samantha ^a,b,c   Valliant, John ^a,b,c   Nguyen, Tam ^a,b,c   Lau, Frank ^a,b,c   Lu, Linda F L ^a,b,c   Pollak, Alfred ^a,b,c   Bell, Russell A ^a,b,c   Thornback, John R ^a,b,c  

^a Resolution Pharmaceuticals Inc   (Canada)

^b MCMASTER UNIVERSITY   (Canada)

^c MCMASTER UNIVERSITY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001743347     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic9706562     Document Type: Article

References (65)

1. Baidoo, K. E.; Lever, S. Z. Bioconjugate Chem. 1990, 1, 132.
2. Eisenhut, M.; Missfeldt, M.; Lehmann, W. D.; Karas, M. J. Labelled Compd. Radiopharm. 1991, 29, 1283.
3. Fritzberg, A. R.; Beaumier, P. L. J. Nucl. Med. 1992, 33, 394.
4. Fischman, A. J.; Babich, J. W.; Strauss, H. W. J. Nucl. Med. 1993, 34, 2253.
5. Thakur, M. L. Nucl. Med. Commun. 1995, 16, 724.
6. Malin, R.; Steinbrecher, R.; Jannsen, J.; Semmler, W.; Noll, B.; Johannsen, B.; Frommel, C.; Hohne, W.; Schneider-Mergener, J. J. Am. Chem. Soc. 1995, 117, 11821.
7. Pearson, D. A.; Lister-James, J.; McBride, W. J.; Wilson, D. M.; Martel, L. J.; Civitello, E. R.; Taylor, J. E.; Moyer, B. R.; Dean, R. T. J. Med. Chem. 1996, 39, 1361.
8. Lister-James, J.; Knight, L. C.; Maurer, A. H.; Bush, L. R. J. Nucl. Med. 1996, 37, 775.
9. Liu, S.; Edwards, D. S.; Looby, R. J.; Harris, A. R.; Poirier, M. J.; Barrett, J. A.; Heminway, S. J.; Carroll, T. R. Bioconjugate Chem. 1996, 7, 63.
10. Liu, S.; Edwards, D. S.: Looby, R. J.; Poirier, M. J.; Rajopadhye, M.; Bourque, J. P.; Carroll, T. R. Bioconjugate Chem. 1996, 7, 196.
11. Deutsch, E.; Libson, K.; Jurisson, S.; Lindoy, L. F. Prog. Inorg. Chem. 1983, 30, 75.
12. Melnik, M.; Van Lier, J. E. Coord. Chem. Rev. 1987, 77, 275.
13. Mazzi, U. Polyhedron 1989, 8, 1633.
14. Jurisson, S.; Berning, D.; Jia, W.; Ma, D. Chem. Rev. 1993, 93, 1137.
15. Tisato, F.; Refosco, F.; Bandoli, G. Coord. Chem. Rev. 1994, 135, 325.
16. Otsuka, F. L.; Welch, M. J. Nucl. Med. Biol. 1987, 14, 243.
17. Fritzberg, A. R.; Berninger, R. W.; Hardey, S. W.; Wester, D. W. Pharm. Res. 1988, 5, 325.
18. Eckelman, W. C.; Paik, C. H.; Steigman, J. Nucl. Med. Biol. 1989, 16, 171.
19. Hnatowich, D. J. Semin. Nucl. Med. 1990, 20, 80.
20. Srivastava, S. C.; Mease, R. C. Nucl. Med. Biol. 1991, 18, 589.
21. Liang, F. H.; Virzi, F.; Hnatowich, D. J. Nucl. Med. Biol. 1987, 14, 63.
22. Chianelli, M.; Signore, A.; Fritzberg, A. R.; Mather, S. J. Eur. J. Nucl. Med. 1992, 19, 625.
23. Baidoo, K. E.; Lever, S. Z.; Scheffel, U. Bioconjugate Chem. 1994, 5, 114.
24. Eisenhut, M.; Lehmann, W. D.; Becker, W.; Behr, T. J. Nucl. Med. 1996, 37, 362.
25. Deutsch, E.; Libson, K.; Vander Heyden, J.-L; Ketring, A. R.; Maxon, H. R. Nucl. Med. Biol. 1986, 13, 465.
26. Wessels, B.; Rogus, R. D. Med. Phys. 1984, 11, 638.
27. Breitz, H. B.; Weiden, P. L.; Vander Heyden, J.-L; Appelbaum, J. W.; Bjorn, M. J.; Fer, M. F.; Wolf, S. B.; Ratliff, B. A.; Seiler, C. A.; Foisie, D. C.; Fisher, D. R.; Schroff, R. W.; Fritzberg, A. R.; Abrams, P. G. J. Nucl. Med. 1992, 33, 1099.
28. van Gog, F. B.; Visser, G. W. M.; Klok, R.; vander Schors, R.; Snow, G. B.; van Dongen, A. M. S. J. Nucl. Med. 1996, 37, 352.
29. Rouschias, G. Chem. Rev. 1974, 74, 531.
30. Fergusson, J. E. Coord. Chem. Rev. 1966, 1, 459.
31. COSY = correlation spectroscopy; HSQC = heteronuclear singlequantum correlation; HMBC = heteronuclear multiple-bond correlation.
32. (a)Merrifield, R. B. J. Am. Chem. Soc. 1963, 85, 2149.
33. (b)User's Manual SynthAssist 2.0, Version 2.0; Applied Bioscience Inc.: Philadelphia, PA, 1990.
34. SMART, Release 4.05; Siemens Energy and Automation Inc.: Madison, WI, 1996.
35. SAINT, Release 4.05; Siemens Energy and Automation Inc.: Madison, WI, 1996.
36. Sheldrick, G. M. SADABS (Siemens Area Detector Absorption Corrections); Siemens: Madison, WI, 1996.
37. Sheldrick, G. M. SHELXTL, Version 5.03; Siemens Crystallographic Research Systems: Madison, WI, 1994.
38. Glasoe, P. K.; Long, F. A. J. Phys. Chem. 1960, 64, 188.
39. Johnson, N. P.; Lock, C. J. L.; Wilkinson, G. J. Chem. Soc. 1964, 1054.
40. Chatt, J.; Rowe, G. A. J. Chem. Soc. 1962, 4019.
41. Fritzberg, A. R.; Klingensmith, W. C., III; Whitney, W. P.; Kuni, C. C. J. Nucl. Med. 1981, 22, 258.
42. Kasina, S.; Fritzberg, A. R.; Johnson, D. L.; Eshima, D. J. Med. Chem. 1986, 29, 1933.
43. Fritzberg, A. R.; Kasina, S.; Eshima, D.; Johnson, D. L.; Jones, A. G.; Lister-James, J.; Davison, A.; Brodack, J. W. J. Nucl. Med. 1984, 25, 16.
44. Jones, A. G.; Davison, A. In Technetium in Chemistry and Nuclear Medicine; Deutsch, E., Nicolini, M., Wagner, H. N., Jr., Eds.; Cortina International: Verona, Italy, 1983; p 25.
45. Edwards, D.; Cheesman, E.; Watson, M.; Maheu, L.; Nguyen, S.; Dimitre, L.; Nason, T.; Watson, A.; Walovitch, R. In Technetium in Chemistry and Nuclear Medicine-3; Nicolini, M., Bandoli, G., Mazzi, U., Eds.; Raven Press: New York, 1990; p 433.
46. Bryson, N.; Dewan, J.; Lister-James, J.; Jones, A.; Davison, A. Inorg. Chem. 1988, 27, 2154.
47. Rao, T.; Adhikesavalu, D.; Camerman, A.; Fritzberg, A. R. J. Am. Chem. Soc. 1990, 112, 5498.
48. Kung, H. F.; Guo, Y.-Z.; Yu, C.-C; Billings, J.; Subramanyam, V.; Calabrese, J. C. J. Med. Chem. 1989, 32, 433.
49. Francesconi, L. C.; Graczyk, G.: Wehrli, S.; Shaikh, S. N.; McClinton, D.; Liu, S.; Zubieta, J.; Kung, H. F. Inorg. Chem. 1993, 32, 3114.
50. The best plane formed by the donor set was calculated from the following equation: -4.275(0.009)x + 3.273(0.016)y + 22.242(0.039)z = 3.377(0.016).
51. Papadopoulos, M. S.; Pirmettis, I. C.; Pelecanou, M.; Raptopoulous, C. P.; Terzis, A.; Stassinapoulou, C. I.; Chiotellis, E. Inorg. Chem. 1996, 35, 7377.
52. Meegalla, S.; Plossl, K.; Rung, M.-P.; Stevenson, D. A.; Liabel-Sands, L. M.; Rheingold, A. L.; Kung, H. F. J. Am. Chem. Soc. 1995, 117, 11037.
53. Hansen, L.; Taylor, A., Jr.; Marzilli, L. G. Met.-Based Drugs 1993, 1, 31.
54. Zuckman, S. A.; Freeman, G. M.; Troutner, D. E.; Volkert, W. A.; Holmes, R. A.; Van Derveer, D. G.; Barefeld, E. K. Inorg. Chem. 1981, 20, 2386.
55. Kastner, M. E.; Lindsay, M. J.; Clarke, M. J. Inorg. Chem. 1982, 21, 2037.
56. Thomas, R. W.; Estes, G. W.; Elder, R. C.; Deutsch, E. J. Am. Chem. Soc. 1979, 101, 4581.
57. Blake, A. J.; Greig, J. A.; Schroder, M. J. Chem. Soc., Dalton Trans. 1988, 2645.
58. Pomp, C.; Duddeck, H.; Wieghardt, K.; Nuber, B.; Weiss, J. Angew. Chem., Int. Ed. Engl. 1987, 26, 924.
59. Spies, H.; Fietz, T.; Pietzsch, H.-J.; Johannsen, B.; Leibnitz, P.; Reck, G.; Scheller, D.; Klostermann, K. J. Chem. Soc., Dalton Trans. 1995, 2277.
60. Fietz, T.; Spies, H.; Pietzsch, H.-J.; Leibnitz, P. Inorg. Chim. Acta 1995, 231, 233.
61. Kung, H. F.; Liu, B.-L.; Pan, S. Appl. Radiat. Isot. 1989, 40, 677.
62. Rao, T. N.; Adhikesavalu, D.; Camerman, A.; Fritzberg, A. R. J. Am. Chem. Soc. 1990, 112, 5798.
63. Tisato, F.; Refosco, F.; Moresco, A.; Bandoli, G.; Mazzi, U.; Nicolini, M. J. Chem. Soc., Dalton Trans. 1990, 2225.
64. Luo, H.; Setyawati, I.; Rettig, S. J.; Orvig, C. Inorg. Chem. 1995, 34, 2287.
65. Peers, S. H.; Tran, L. L.; Eriksson, S. J.; Ballinger, J.; Goodbody, A. E. J. Nucl. Med. 1995, 36, 114P.