The (Tc(N)(PNP))2+ metal fragment labeled cholecystokinin-8 (CCK8) peptide for CCK-2 receptors imaging: In vitro and in vivo studies(400 views) Agostini S, Bolzati C, Didonè E, Cavazza-Ceccato M, Refosco F, Aloj L, Arra C, Aurilio M, Tornesello AL, Tesauro D, Morelli G
Keywords: Cck8 Peptide Conjugate, Nuclear Medicine, Tc-Nitrido Complexes, Technetium, Buffer, Cholecystokinin B Receptor, Cholecystokinin Octapeptide, Cysteine, Glutathione, Nickel, Phosphate, Radioisotope, Technetium 99m, Animal Experiment, Animal Model, Animal Tissue, Aqueous Solution, Article, Binding Affinity, Bioaccumulation, Chelation, Chemical Procedures, Chemical Reaction Kinetics, Complex Formation, Controlled Study, Human, Human Cell, In Vitro Study, In Vivo Study, Incubation Temperature, Incubation Time, Intermethod Comparison, Isotope Labeling, Liver Homogenate, Molecular Stability, Mouse, Nonhuman, Priority Journal, Protein Expression, Protein Targeting, Provocation Test, Thermodynamics, Tumor Xenograft, Molecular Biology, Organotechnetium Compounds, Peptide Fragments, Radiopharmaceuticals, Tissue Distribution, Transplantation, Heterologous,
Affiliations: *** IBB - CNR ***
Department of Pharmaceutical Sciences, University of Padua, Via Marzolo 5, 35131 Padua, Italy
ICIS - CNR, Corso Stati Uniti 4, 35127 Padua, Italy
Department of Nuclear Medicine, Istituto Nazionale per lo Studio e la Cura del Tumori, Fondazione G. Pascale, Via M. Semmola, 80131 Naples, Italy
Research Center on Bioactive Peptides, CIRPeB, University of Naples Federico II, Via Mezzocannone 16, 80134 Naples, Italy
References: Boerman, O.C., Oyen, W.J., Corstens, F.H., Radio-labeled receptor-binding peptides: A new class of radiopharmaceuticals (2000) Semin. Nucl. Med, 30, pp. 195-20
Reubi, J.C., Mäecke, H.R., Krenning, E.P., Candidate for peptide receptor radiotherapy today and in the future (2005) J. Nucl. Med, 46, pp. 67S-75S
Weiner, R.E., Thakur, M.L., Radiolabeled peptides in diagnosis and therapy of oncological diseases (2002) Appl. Radiat. Isot, 57, pp. 749-763
Fichna, J., Janecka, A., Synthesis of target specific radiolabeled peptides for diagnostic imaging (2003) Bioconjugate Chem, 14, pp. 3-17
Liu S, Edwards DS. Barrett JA. 99mTc labeling of highly potent small peptides. Bioconjugate Chem. 1997: 8: 621-636Liu, S., Edwards, D.S., 99mTc-labeled small peptides as diagnostic radiopharmaceutical (1999) Chem. Rev, 99, pp. 2235-2268
Alberto, R., Schibli, R., Walbel, R., Abram, U., Schubiger, A.P., Basic aqueous chemistry of [M(OH2)3(CO)3]+ (M = Re, Tc) directed towards radiopharmaceutical application (1999) Coord Chem. Rev, 190-192, pp. 901-919
Bolzati, C., Boschi, A., Duatti, A., Prakash, S., Uccelli, L., Refosco, F., Tisato, F., Bandoll, G., Geometrically controlled selective formation of nitrido technetium(V) asymmetrical heterocomplexes with bidentate ligands (2000) J. Am. Chem. Soc, 122, pp. 4510-4511
Bolzati, C., Boschl, A., Uccelti, L., Tisato, F., Refosco, F., Cagnolini, A., Duattl, A., Vittadird, A., Chemistry of the strong electrophille metal fragment [99Tc(N)(PXP)]2+ (PXP = Diphosphine ligand). A novel tool for the selective labeling of small molecules (2002) J. Am. Chem. Soc, 124, pp. 11468-11479
Boschi, A., Bolzati, C., Benint, E., Malagö, E., Uccelli, L., Duatti, A., Piffanelli, A., Tisato, F., A novel approach to the high-specificic-activity labeling of small peptides with the technetium-99m fragment [99mTC(N)(PXP)]2+ (PXP = Diphosphine ligand) (2001) Bioconjugate Chem, 12, pp. 1035-1042
Bolzati C, Mahmood A, Malagö E, Uccelli L, Boschl A. Jones AJ, Refosco F, Duatti A. Tisato F. The [99mTc(N)(PNP)]2+ metal fragment: a technetium-Nitrido Synthon for use with biologically active molecules. The N-(2-Methoxyphenyl)plpcrazyl-cysteine analogues as examples. Bioconjugate Chem. 2003: 14: 1231-1242Boschi A, Uccelli, Duatti A, Bolzati C. Refosco F, Tisato F, Romagnoli R., Baraldi Varani K, Borea PA. Asymmetrical nitrido Tc-99m heterocomplexes as potential imaging agents for benzodiazepine receptors. Bioconjugate Chem. 2003
14: 1279-1288Bolzati, C., Caporale, A., Agostini, S., Carta, D., Cavazza-Ceceato, M., Refosco, F., Tisato, F., Bandoli, G., Avidin-biotin system: A small library of cysteine biotinylated derivatives disigned for the [99mTc(N)(PNP)]2+ metal fragment (2007) J. Nucl. Med. Biol, , in press
Bolzati C, Refosco F. Cagnolini A, Tisato F, Boschi A. Duatti A. Uccelli L, Dolmella A, Marotta E, Tubaro M. Synthesis, solution-state and solid-state structural characterization of monocationic nitrido heterocomplexes [M(N)(DTC)(PNP)i + (M = 99Tc, Re ∼ DTC = Dithiocarbammate
PNP = Heterodiphosphine). Eur. J. Inorg. Chem. 2004
9: 1902-1913Bolzati, C., Benini, E., Cazzola, E., Jung, C., Tisato, F., Refosco, F., Pietzsch, H.J., Duatti, A., Synthesis, characterization and biological evaluation of neutral nitrido technetium(V) mixed ligand complexes containing dithiolates and aminodiphosphanes. A novel system for linking technetium to biomolecules (2004) Bioconjugate Chem, 15, pp. 628-637
Bolzati, C., Cavazza-Ceccato, M., Agostini, S., Refosco, F., Tisato, F., Bandoli, G., In Vitro and in vivo stability studies of the potential myocardial imaging agent[99mTc(N)(DBODC)(PNP5)]+ (2006) Technetium. Rhenium and Other Metals in Chemistry and Nuclear Medicine 7, pp. 395-398. , Mazzi U ed, Padova: Italy
Béhé, M., Behr, T.M., Cholecystokinin-B (CCK-B)/gastrin receptor targeting peptides for staging and therapy of medullary thyroid cancer and other CCK-B receptor expressing malignancies (2002) Biopolymers, 66, pp. 399-418
Reubl, J.C., Waser, B., Unexpected high incidence of cholecystokinin B/ gastrin receptors in human medullary thyroid carcinomas (1996) Int. J. Cancer, 67, pp. 644-647
Reubi, J.C., Schaer, J.C., Waser, B., Cholecystokinin (CCK)-A and CCK-B/gastrin receptors in human tumors (1997) Cancer Res, 57, pp. 1377-1386
lmdahl, A., Mantamadiotis, T., Eggstein, S., Farthmarm, E.H., Baldwin, G.S., Expression of gastrin, gastrin/CCK-B and gastrin CCK-C receptors in human colorectal carcinomas (1995) J. Cancer Res. Clin. Oncol, 121, pp. 661-666
Behr, T.M., Jenner, N., Radetzky, S., Béhe, M., Gratz, S., Yucekent, S., Raue, F., Becker, W., Targeting of cholecystokinin-B/gastrin receptors in vivo: Preclinical and initial clinical evaluation of the diagnostic and therapeutic potential of radiolabeled gastrin (1998) Eur. J. Nucl. Med, 25, pp. 424-430
Reubi, J.C., Waser, B., Schaer, J.C., Laederch, U., Erion, J., Srinivasan, A., Schmidt, M.A., Bugaj, J.E., Unsulfated DTPA- and DOTA-CCK analogs as specific high-affinity ligands for CCK-13 receptor-expressing human and nat tissues in vitro and in vivo (1998) Eur. J. Nucl. Med, 25, pp. 481-490
de Jong, M., Bakker, W.H., Bernard, B.F., Valkema, P., Kwekkeboom, D.J., Reubi, J.C., Srinivasan, A., Krenning, E.P., Preclinical and initial clinical evaluation of 111 in-labeled nonsulfated CCK8 analog: A peptide for CCK-B receptor-targeted scintigraphy and radionuclide therapy (1999) J. Nucl. Med, 40, pp. 2081-2087
Kwekkeboom, D.J., Bakker, W.H., Kooij, P.P.M., Erion, J., Srinivasan, A., de Jong, M., Reubi, J.C., Krenning, E.P., Cholecystokinin receptor imaging using an octapeptide DTPA-CCK analogue in patients with medullary thyroid carcinoma (2000) Eur. J. Nucl. Med, 27, pp. 1312-1317
Béhé, M., Becker, W., Gotthardt, M., Angerstein, C., Behr, T.M., Improved kinetic stability of DTPA-DGlu as compared with conventional monofunctional DTPA in chelating indium and yttrium: Preclinical and initial clinical evaluation of radiometal labeled minigastrin derivatives (2003) Eur. J. Nucl. Med. Mol. Imaging, 30, pp. 1140-1146
Aloj, L., Caracó, C., Panico, M., Zanetti, A., Del Vecchio, S., Tesauro, D., De Luca, S., Salvatore, M., In vitro and in vivo evaluation of 111 In-DTPAG]u-G-CCK8 for cholecystokinin-B receptor imaging (2004) J. Nucl. Med, 45, pp. 485-494
Behr, T.M., Béhé, M., Cholecystokinin-B/gastrin receptor-targeting peptides for staging and therapy of medullary thyroid cancer and other cholecystokinin-B receptor-expressing malignancies (2002) Semin. Nucl. Med, 32, pp. 97-109
Laverman, P., Béhé, M., Oyen, W.J.G., Willems, P.H.G.M., Corstens, F.H.M., Behr, T.M., Boerman, O.C., Two technetium-99m-labeled cholecystokinin-8 (CCK8) peptides for scintigraphic imaging of CCK receptors (2004) Bioconjugate Chem, 15, pp. 561-568
von Guggenberg E, Béhé M. Behr TM. Saurer M, Seppi T, Decristoforo C. 99mTc-labeling and in vitro and in vivo evaluation of HYNIC- and (Nα-His)acetic acid-modified [D-Glul1]minigastrin. Bioconjugate Chem. 2004
15: 864-871Nock, B.A., Maina, T., Béhé, M., Nikolopoulou, A., Gotthardt, M., Schmitt, J.S., Thomas, M., Behr, T.M., Maecke HRL CCK-2/gastrin receptor-targeted tumor imaging with 99m-Tc-labeled minigastrin analogs (2005) J. Nucl. Med, 46, pp. 1727-1736
Morelli G, De Luca S. Tesauro D. Saviano M. Pedone C, Dolmella. A, Visentin P. Mazzi U. CCK8 peptide derivatized with diphenylphosphine for rhenium labelling: synthesis, molecular mechanics and quantum mechanics calculations. J. Pept. Sci. 2002
8: 373-381Behe, M., Kluge, G., Becker, W., Gotthardt, M., Behr, T.M., Use of polyglutamic acids to reduce uptake of radiometal-labeled minigastrin in the kidneys (2005) J. Nucl. Med, 46, pp. 1012-1015
Boerman, O. C., Oyen, W. J., Corstens, F. H., Radio-labeled receptor-binding peptides: A new class of radiopharmaceuticals (2000) Semin. Nucl. Med, 30, pp. 195-20
Reubi, J. C., M ecke, H. R., Krenning, E. P., Candidate for peptide receptor radiotherapy today and in the future (2005) J. Nucl. Med, 46, pp. 67S-75S
Weiner, R. E., Thakur, M. L., Radiolabeled peptides in diagnosis and therapy of oncological diseases (2002) Appl. Radiat. Isot, 57, pp. 749-763
B h, M., Behr, T. M., Cholecystokinin-B (CCK-B) /gastrin receptor targeting peptides for staging and therapy of medullary thyroid cancer and other CCK-B receptor expressing malignancies (2002) Biopolymers, 66, pp. 399-418
Reubl, J. C., Waser, B., Unexpected high incidence of cholecystokinin B/ gastrin receptors in human medullary thyroid carcinomas (1996) Int. J. Cancer, 67, pp. 644-647
Reubi, J. C., Schaer, J. C., Waser, B., Cholecystokinin (CCK) -A and CCK-B/gastrin receptors in human tumors (1997) Cancer Res, 57, pp. 1377-1386
Behr, T. M., Jenner, N., Radetzky, S., B he, M., Gratz, S., Yucekent, S., Raue, F., Becker, W., Targeting of cholecystokinin-B/gastrin receptors in vivo: Preclinical and initial clinical evaluation of the diagnostic and therapeutic potential of radiolabeled gastrin (1998) Eur. J. Nucl. Med, 25, pp. 424-430
Reubi, J. C., Waser, B., Schaer, J. C., Laederch, U., Erion, J., Srinivasan, A., Schmidt, M. A., Bugaj, J. E., Unsulfated DTPA- and DOTA-CCK analogs as specific high-affinity ligands for CCK-13 receptor-expressing human and nat tissues in vitro and in vivo (1998) Eur. J. Nucl. Med, 25, pp. 481-490
Kwekkeboom, D. J., Bakker, W. H., Kooij, P. P. M., Erion, J., Srinivasan, A., de Jong, M., Reubi, J. C., Krenning, E. P., Cholecystokinin receptor imaging using an octapeptide DTPA-CCK analogue in patients with medullary thyroid carcinoma (2000) Eur. J. Nucl. Med, 27, pp. 1312-1317
B h, M., Becker, W., Gotthardt, M., Angerstein, C., Behr, T. M., Improved kinetic stability of DTPA-DGlu as compared with conventional monofunctional DTPA in chelating indium and yttrium: Preclinical and initial clinical evaluation of radiometal labeled minigastrin derivatives (2003) Eur. J. Nucl. Med. Mol. Imaging, 30, pp. 1140-1146
Aloj, L., Carac, C., Panico, M., Zanetti, A., Del Vecchio, S., Tesauro, D., De Luca, S., Salvatore, M., In vitro and in vivo evaluation of 111 In-DTPAG] u-G-CCK8 for cholecystokinin-B receptor imaging (2004) J. Nucl. Med, 45, pp. 485-494
Behr, T. M., B h, M., Cholecystokinin-B/gastrin receptor-targeting peptides for staging and therapy of medullary thyroid cancer and other cholecystokinin-B receptor-expressing malignancies (2002) Semin. Nucl. Med, 32, pp. 97-109
Laverman, P., B h, M., Oyen, W. J. G., Willems, P. H. G. M., Corstens, F. H. M., Behr, T. M., Boerman, O. C., Two technetium-99m-labeled cholecystokinin-8 (CCK8) peptides for scintigraphic imaging of CCK receptors (2004) Bioconjugate Chem, 15, pp. 561-568
The (Tc(N)(PNP))2+ metal fragment labeled cholecystokinin-8 (CCK8) peptide for CCK-2 receptors imaging: In vitro and in vivo studies
Aloj L, Aurilio M, Rinaldi V, D'Ambrosio L, Tesauro D, Peitl PK, Maina T, Mansi R, Von Guggenberg E, Joosten L, Sosabowski JK, Breeman WA, De Blois E, Koelewijn S, Melis M, Waser B, Beetschen K, Reubi JC, De Jong M * The EEE project(449 views) Proc Int Cosm Ray Conf Icrc Universidad Nacional Autonoma De Mexico, 2007; 5(HEPART2): 977-980. Impact Factor:0 ViewExport to BibTeXExport to EndNote
Hesse B, Tagil K, Cuocolo A, Anagnostopoulos C, Bardies M, Bax J, Bengel F, Busemann Sokole E, Davies G, Dondi M, Edenbrandt L, Franken P, Kjaer A, Knuuti J, Lassmann M, Ljungberg M, Marcassa C, Marie PY, Mckiddie F, O'connor M, Prvuolovich E, Underwood R * 3. 0 T perfusion MR imaging(694 views) Rivista Di Neuroradiologia (ISSN: 1120-9976), 2004; 17(6): 807-812. Impact Factor:0.023 ViewExport to BibTeXExport to EndNote