Literature DB >> 21528387

Comparison of biological stability and metabolism of CCK2 receptor targeting peptides, a collaborative project under COST BM0607.

Meltem Ocak1, Anna Helbok, Christine Rangger, Petra Kolenc Peitl, Berthold A Nock, Giancarlo Morelli, Annemarie Eek, Jane K Sosabowski, Wout A P Breeman, Jean Claude Reubi, Clemens Decristoforo.   

Abstract

PURPOSE: Stability of radiolabelled cholecystokinin 2 (CCK2) receptor targeting peptides has been a major limitation in the use of such radiopharmaceuticals especially for targeted radionuclide therapy applications, e.g. for treatment of medullary thyroid carcinoma (MTC). The purpose of this study was to compare the in vitro stability of a series of peptides binding to the CCK2 receptor [selected as part of the COST Action on Targeted Radionuclide Therapy (BM0607)] and to identify major cleavage sites.
METHODS: Twelve different 1,4,7,10-tetraazacyclododecane-N,N',N'',N'''-tetraacetic acid (DOTA)-minigastrin/CCK conjugates were provided within an European COST Action (BM0607) by different laboratories and radiolabelled with (177)Lu. Their in vitro stabilities were tested in fresh human serum. Radiochemical yields (RCY) and intact radioligands for half-life calculations were determined by radio-HPLC. Matrix-assisted laser desorption/ionisation time-of-flight mass spectrometry (MALDI-TOF MS) analysis of metabolites was performed to identify cleavage products using conjugates labelled with excess stable (nat)Lu, incubated in serum at 37°C. Urine metabolite analysis after injection in normal mice was performed by radio-HPLC analysis.
RESULTS: Variable stability in human serum was found for the different peptides with calculated half-lives between 4.5 ± 0.1 h and 198 ± 0.1 h (n = 2). In urine of normal mice only metabolised peptide fragments were detected even at short times after injection for all peptides. MALDI-TOF MS revealed a major cleavage site of all minigastrin derivatives between Asp and Phe-NH(2) at the C-terminal end.
CONCLUSION: Development of CCK2 receptor ligands especially for therapeutic purposes in patients with MTC or small cell lung cancer (SCLC) is still ongoing in different laboratories. This comparative study provided valuable insight into the importance of biological stability especially in the context of other results of this comparative trial within the COST Action BM0607.

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Year:  2011        PMID: 21528387     DOI: 10.1007/s00259-011-1818-9

Source DB:  PubMed          Journal:  Eur J Nucl Med Mol Imaging        ISSN: 1619-7070            Impact factor:   9.236


  25 in total

1.  In vivo comparison of macrocyclic and acyclic ligands for radiolabeling of monoclonal antibodies with 177Lu for radioimmunotherapeutic applications.

Authors:  Diane E Milenic; Kayhan Garmestani; Lara L Chappell; Ekaterina Dadachova; Alexander Yordanov; Dangshe Ma; Jeffrey Schlom; Martin W Brechbiel
Journal:  Nucl Med Biol       Date:  2002-05       Impact factor: 2.408

Review 2.  Design, synthesis and preclinical evaluation of radiolabeled peptides for diagnosis and therapy.

Authors:  L Aloj; G Morelli
Journal:  Curr Pharm Des       Date:  2004       Impact factor: 3.116

3.  CCK-2/gastrin receptor-targeted tumor imaging with (99m)Tc-labeled minigastrin analogs.

Authors:  Berthold A Nock; Theodosia Maina; Martin Béhé; Anastasia Nikolopoulou; Martin Gotthardt; Jörg S Schmitt; Thomas M Behr; Helmut R Mäcke
Journal:  J Nucl Med       Date:  2005-10       Impact factor: 10.057

4.  Preclinical and initial clinical evaluation of 111In-labeled nonsulfated CCK8 analog: a peptide for CCK-B receptor-targeted scintigraphy and radionuclide therapy.

Authors:  M de Jong; W H Bakker; B F Bernard; R Valkema; D J Kwekkeboom; J C Reubi; A Srinivasan; M Schmidt; E P Krenning
Journal:  J Nucl Med       Date:  1999-12       Impact factor: 10.057

5.  Stabilized (111)in-labeled sCCK8 analogues for targeting CCK2-receptor positive tumors: synthesis and evaluation.

Authors:  Susan Roosenburg; Peter Laverman; Lieke Joosten; Annemarie Eek; Wim J G Oyen; Marion de Jong; Floris P J T Rutjes; Floris L van Delft; Otto C Boerman
Journal:  Bioconjug Chem       Date:  2010-04-21       Impact factor: 4.774

Review 6.  Cholecystokinin-B/Gastrin receptor-targeting peptides for staging and therapy of medullary thyroid cancer and other cholecystokinin-B receptor-expressing malignancies.

Authors:  Thomas M Behr; Martin P Béhé
Journal:  Semin Nucl Med       Date:  2002-04       Impact factor: 4.446

Review 7.  Peptide-based probes for cancer imaging.

Authors:  Jean Claude Reubi; Helmut R Maecke
Journal:  J Nucl Med       Date:  2008-10-16       Impact factor: 10.057

8.  99mTc-labeling and in vitro and in vivo evaluation of HYNIC- and (Nalpha-His)acetic acid-modified [D-Glu1]-minigastrin.

Authors:  E von Guggenberg; M Behe; T M Behr; M Saurer; T Seppi; C Decristoforo
Journal:  Bioconjug Chem       Date:  2004 Jul-Aug       Impact factor: 4.774

Review 9.  Development and clinical application of peptide-based radiopharmaceuticals.

Authors:  M Gotthardt; O C Boermann; T M Behr; M P Béhé; W J G Oyen
Journal:  Curr Pharm Des       Date:  2004       Impact factor: 3.116

10.  Optimised labeling, preclinical and initial clinical aspects of CCK-2 receptor-targeting with 3 radiolabeled peptides.

Authors:  Wouter A P Breeman; A C Fröberg; E de Blois; A van Gameren; M Melis; M de Jong; T Maina; B A Nock; J L Erion; H R Mäcke; E P Krenning
Journal:  Nucl Med Biol       Date:  2008-11       Impact factor: 2.408

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  27 in total

1.  DOTA-MGS5, a New Cholecystokinin-2 Receptor-Targeting Peptide Analog with an Optimized Targeting Profile for Theranostic Use.

Authors:  Maximilian Klingler; Dominik Summer; Christine Rangger; Roland Haubner; Julie Foster; Jane Sosabowski; Clemens Decristoforo; Irene Virgolini; Elisabeth von Guggenberg
Journal:  J Nucl Med       Date:  2018-12-07       Impact factor: 10.057

2.  Preclinical evaluation of radiolabeled DOTA-derivatized cyclic minigastrin analogs for targeting cholecystokinin receptor expressing malignancies.

Authors:  Elisabeth von Guggenberg; Christine Rangger; Jane Sosabowski; Peter Laverman; Jean-Claude Reubi; Irene Johanna Virgolini; Clemens Decristoforo
Journal:  Mol Imaging Biol       Date:  2012-06       Impact factor: 3.488

Review 3.  Radiopharmaceutical development of radiolabelled peptides.

Authors:  Melpomeni Fani; Helmut R Maecke
Journal:  Eur J Nucl Med Mol Imaging       Date:  2012-02       Impact factor: 9.236

4.  Cholecystokinin 2 Receptor Agonist 177Lu-PP-F11N for Radionuclide Therapy of Medullary Thyroid Carcinoma: Results of the Lumed Phase 0a Study.

Authors:  Christof Rottenburger; Guillaume P Nicolas; Lisa McDougall; Felix Kaul; Michal Cachovan; A Hans Vija; Roger Schibli; Susanne Geistlich; Anne Schumann; Tilman Rau; Katharina Glatz; Martin Behe; Emanuel R Christ; Damian Wild
Journal:  J Nucl Med       Date:  2019-09-13       Impact factor: 10.057

5.  Comparison of the binding and internalization properties of 12 DOTA-coupled and ¹¹¹In-labelled CCK2/gastrin receptor binding peptides: a collaborative project under COST Action BM0607.

Authors:  Luigi Aloj; Michela Aurilio; Valentina Rinaldi; Laura D'ambrosio; Diego Tesauro; Petra Kolenc Peitl; Theodosia Maina; Rosalba Mansi; Elisabeth von Guggenberg; Lieke Joosten; Jane K Sosabowski; Wouter A P Breeman; Erik De Blois; Stuart Koelewijn; Marleen Melis; Beatrice Waser; Karin Beetschen; Jean Claude Reubi; Marion de Jong
Journal:  Eur J Nucl Med Mol Imaging       Date:  2011-04-20       Impact factor: 9.236

Review 6.  Cholecystokinin-2 Receptor Targeting with Radiolabeled Peptides: Current Status and Future Directions.

Authors:  Maximilian Klingler; Anton Amadeus Hörmann; Elisabeth Von Guggenberg
Journal:  Curr Med Chem       Date:  2020       Impact factor: 4.530

Review 7.  Radiolabelled peptides for oncological diagnosis.

Authors:  Peter Laverman; Jane K Sosabowski; Otto C Boerman; Wim J G Oyen
Journal:  Eur J Nucl Med Mol Imaging       Date:  2012-02       Impact factor: 9.236

8.  Evaluation of CCK2 receptor binding ligands: the inheritance of Thomas Behr.

Authors:  Otto C Boerman; Luigi Aloj
Journal:  Eur J Nucl Med Mol Imaging       Date:  2011-08       Impact factor: 9.236

9.  Improved Tumor-Targeting with Peptidomimetic Analogs of Minigastrin 177Lu-PP-F11N.

Authors:  Nathalie M Grob; Roger Schibli; Martin Béhé; Thomas L Mindt
Journal:  Cancers (Basel)       Date:  2021-05-27       Impact factor: 6.639

10.  Influence of d-glutamine and d-glutamic acid sequences in optical peptide probes targeted against the cholecystokinin-2/gastrin-receptor on binding affinity, specificity and pharmacokinetic properties.

Authors:  Susanne Kossatz; Rosalba Mansi; Martin Béhé; Peter Czerney; Ingrid Hilger
Journal:  EJNMMI Res       Date:  2013-11-15       Impact factor: 3.138

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