Literature DB >> 18927338

Preparation and biological evaluation of 64Cu-CB-TE2A-sst2-ANT, a somatostatin antagonist for PET imaging of somatostatin receptor-positive tumors.

Thaddeus J Wadas1, Martin Eiblmaier, Alexander Zheleznyak, Christopher D Sherman, Riccardo Ferdani, Kexian Liang, Samuel Achilefu, Carolyn J Anderson.   

Abstract

UNLABELLED: Recently, the somatostatin receptor subtype 2 (SSTR2) selective antagonist sst2-ANT was determined to have a high affinity for SSTR2. Additionally, 111In-1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid-sst2-ANT showed high uptake in an SSTR2-transfected, tumor-bearing mouse model and suggested that radiolabeled SSTR2 antagonists may be superior to agonists for imaging SSTR2-positive tumors. This report describes the synthesis and evaluation of 64Cu-CB-4,11-bis(carboxymethyl)-1,4,8,11-tetraazabicyclo[6.6.2]hexadecane-sst2-ANT (64Cu-CB-TE2A-sst2-ANT) as a PET radiopharmaceutical for the in vivo imaging of SSTR2-positive tumors.
METHODS: Receptor-binding studies were performed to determine the dissociation constant of the radiopharmaceutical 64Cu-CB-TE2A-sst2-ANT using AR42J rat pancreatic tumor cell membranes. The internalization of 64Cu-CB-TE2A-sst2-ANT was compared with that of the 64Cu-labeled agonist 64Cu-CB-TE2A-tyrosine3-octreotate (64Cu-CB-TE2A-Y3-TATE) in AR42J cells. Both radiopharmaceuticals were also compared in vivo through biodistribution studies using healthy rats bearing AR42J tumors, and small-animal PET/CT of 64Cu-CB-TE2A-sst2-ANT was performed.
RESULTS: The dissociation constant value for the radiopharmaceutical was determined to be 26 +/- 2.4 nM, and the maximum number of binding sites was 23,000 fmol/mg. 64Cu-CB-TE2A-sst2-ANT showed significantly less internalization than did 64Cu-CB-TE2A-Y3-TATE at time points from 15 min to 4 h. Biodistribution studies revealed that the clearance of 64Cu-CB-TE2A-sst2-ANT from the blood was rapid, whereas the clearance of 64Cu-CB-TE2A-sst2-ANT from the liver and kidneys was more modest at all time points. Tumor-to-blood and tumor-to-muscle ratios were determined to be better for 64Cu-CB-TE2A-sst2-ANT than those for 64Cu-CB-TE2A-Y3-TATE at the later time points, although liver and kidney uptake was significantly higher. Small-animal imaging using 64Cu-CB-TE2A-sst2-ANT revealed excellent tumor-to-background contrast at 4 h after injection, and standardized uptake values remained high even after 24 h.
CONCLUSION: The PET radiopharmaceutical 64Cu-CB-TE2A-sst2-ANT is an attractive agent, worthy of future study as a PET radiopharmaceutical for the imaging of somatostatin receptor-positive tumors.

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Year:  2008        PMID: 18927338      PMCID: PMC2794832          DOI: 10.2967/jnumed.108.054502

Source DB:  PubMed          Journal:  J Nucl Med        ISSN: 0161-5505            Impact factor:   10.057


  24 in total

1.  Affinity profiles for human somatostatin receptor subtypes SST1-SST5 of somatostatin radiotracers selected for scintigraphic and radiotherapeutic use.

Authors:  J C Reubi; J C Schär; B Waser; S Wenger; A Heppeler; J S Schmitt; H R Mäcke
Journal:  Eur J Nucl Med       Date:  2000-03

2.  99mTc-HYNIC-[Tyr3]-octreotide for imaging somatostatin-receptor-positive tumors: preclinical evaluation and comparison with 111In-octreotide.

Authors:  C Decristoforo; L Melendez-Alafort; J K Sosabowski; S J Mather
Journal:  J Nucl Med       Date:  2000-06       Impact factor: 10.057

3.  Synthesis, in vitro receptor binding, and in vivo evaluation of fluorescein and carbocyanine peptide-based optical contrast agents.

Authors:  Samuel Achilefu; Hermo N Jimenez; Richard B Dorshow; Joseph E Bugaj; Elizabeth G Webb; R Randy Wilhelm; Raghavan Rajagopalan; Jill Johler; Jack L Erion
Journal:  J Med Chem       Date:  2002-05-09       Impact factor: 7.446

4.  Effect of molecular charges on renal uptake of 111In-DTPA-conjugated peptides.

Authors:  H Akizawa; Y Arano; M Mifune; A Iwado; Y Saito; T Mukai; T Uehara; M Ono; Y Fujioka; K Ogawa; Y Kiso; H Saji
Journal:  Nucl Med Biol       Date:  2001-10       Impact factor: 2.408

5.  64Cu-TETA-octreotide as a PET imaging agent for patients with neuroendocrine tumors.

Authors:  C J Anderson; F Dehdashti; P D Cutler; S W Schwarz; R Laforest; L A Bass; J S Lewis; D W McCarthy
Journal:  J Nucl Med       Date:  2001-02       Impact factor: 10.057

6.  Expression of chromogranin A and somatostatin receptors in pancreatic AR42J cells.

Authors:  Eva Hofsli; Liv Thommesen; Kristin Nørsett; Sture Falkmer; Unni Syversen; Arne Sandvik; Astrid Laegreid
Journal:  Mol Cell Endocrinol       Date:  2002-08-30       Impact factor: 4.102

7.  New pansomatostatin ligands and their chelated versions: affinity profile, agonist activity, internalization, and tumor targeting.

Authors:  Mihaela Ginj; Hanwen Zhang; Klaus-Peter Eisenwiener; Damian Wild; Stefan Schulz; Hans Rink; Renzo Cescato; Jean Claude Reubi; Helmut R Maecke
Journal:  Clin Cancer Res       Date:  2008-04-01       Impact factor: 12.531

8.  Comparative in vivo stability of copper-64-labeled cross-bridged and conventional tetraazamacrocyclic complexes.

Authors:  C Andrew Boswell; Xiankai Sun; Weijun Niu; Gary R Weisman; Edward H Wong; Arnold L Rheingold; Carolyn J Anderson
Journal:  J Med Chem       Date:  2004-03-11       Impact factor: 7.446

9.  Expression and distribution of somatostatin receptor subtypes in the pancreatic islets of mice and rats.

Authors:  Eva Ludvigsen; Richard Olsson; Mats Stridsberg; Eva T Janson; Stellan Sandler
Journal:  J Histochem Cytochem       Date:  2004-03       Impact factor: 2.479

10.  Subcellular localization of radiolabeled somatostatin analogues: implications for targeted radiotherapy of cancer.

Authors:  Mu Wang; Amy L Caruano; Michael R Lewis; Laura A Meyer; Robert P VanderWaal; Carolyn J Anderson
Journal:  Cancer Res       Date:  2003-10-15       Impact factor: 12.701

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  30 in total

1.  Preparation and biological evaluation of (64)Cu labeled Tyr(3)-octreotate using a phosphonic acid-based cross-bridged macrocyclic chelator.

Authors:  Yunjun Guo; Riccardo Ferdani; Carolyn J Anderson
Journal:  Bioconjug Chem       Date:  2012-06-18       Impact factor: 4.774

Review 2.  Coordinating radiometals of copper, gallium, indium, yttrium, and zirconium for PET and SPECT imaging of disease.

Authors:  Thaddeus J Wadas; Edward H Wong; Gary R Weisman; Carolyn J Anderson
Journal:  Chem Rev       Date:  2010-05-12       Impact factor: 60.622

3.  Clickable bifunctional radiometal chelates for peptide labeling.

Authors:  Artem Y Lebedev; Jason P Holland; Jason S Lewis
Journal:  Chem Commun (Camb)       Date:  2010-02-06       Impact factor: 6.222

Review 4.  Peptides and peptide hormones for molecular imaging and disease diagnosis.

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Journal:  Chem Rev       Date:  2010-05-12       Impact factor: 60.622

5.  Positron emission tomographic imaging of copper 64- and gallium 68-labeled chelator conjugates of the somatostatin agonist tyr3-octreotate.

Authors:  Jessie R Nedrow; Alexander G White; Jalpa Modi; Kim Nguyen; Albert J Chang; Carolyn J Anderson
Journal:  Mol Imaging       Date:  2014       Impact factor: 4.488

6.  In vitro and in vivo evaluation of ⁶⁴Cu-radiolabeled KCCYSL peptides for targeting epidermal growth factor receptor-2 in breast carcinomas.

Authors:  Senthil R Kumar; Fabio A Gallazzi; Riccardo Ferdani; Carolyn J Anderson; Thomas P Quinn; Susan L Deutscher
Journal:  Cancer Biother Radiopharm       Date:  2010-12       Impact factor: 3.099

7.  A practical guide to the construction of radiometallated bioconjugates for positron emission tomography.

Authors:  Brian M Zeglis; Jason S Lewis
Journal:  Dalton Trans       Date:  2011-03-25       Impact factor: 4.390

8.  Evaluation of (68)Ga- and (177)Lu-DOTA-PEG4-LLP2A for VLA-4-Targeted PET Imaging and Treatment of Metastatic Melanoma.

Authors:  Wissam Beaino; Jessie R Nedrow; Carolyn J Anderson
Journal:  Mol Pharm       Date:  2015-05-08       Impact factor: 4.939

Review 9.  Radiolabeled regulatory peptides for imaging and therapy.

Authors:  Prasant K Nanda; Stephanie R Lane; Lauren B Retzloff; Usha S Pandey; Charles Jeffrey Smith
Journal:  Curr Opin Endocrinol Diabetes Obes       Date:  2010-02       Impact factor: 3.243

10.  Copper-64 radiopharmaceuticals for PET imaging of cancer: advances in preclinical and clinical research.

Authors:  Carolyn J Anderson; Riccardo Ferdani
Journal:  Cancer Biother Radiopharm       Date:  2009-08       Impact factor: 3.099

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