Literature DB >> 33637584

Site-Specific and Residualizing Linker for 18F Labeling with Enhanced Renal Clearance: Application to an Anti-HER2 Single-Domain Antibody Fragment.

Zhengyuan Zhou1, Rebecca Meshaw1, Michael R Zalutsky1, Ganesan Vaidyanathan2.   

Abstract

Single-domain antibody fragments (sdAbs) are promising vectors for immuno-PET; however, better methods for labeling sdAbs with 18F are needed. Herein, we evaluate a site-specific strategy using an 18F residualizing motif and the anti-epidermal growth factor receptor 2 (HER2) sdAb 5F7 bearing an engineered C-terminal GGC tail (5F7GGC).
Methods: 5F7GGC was site-specifically attached with a tetrazine-bearing agent via thiol-maleimide reaction. The resultant conjugate was labeled with 18F by inverse electron demand Diels-Alder cycloaddition with a trans-cyclooctene attached to 6-18F-fluoronicotinoyl moiety via a renal brush border enzyme-cleavable linker and a PEG4 chain (18F-5F7GGC). For comparisons, 5F7 sdAb was labeled using the prototypical residualizing agent, N-succinimidyl 3-(guanidinomethyl)-5-125I-iodobenzoate (iso-125I-SGMIB). The 2 labeled sdAbs were compared in paired-label studies performed in the HER2-expressing BT474M1 breast carcinoma cell line and athymic mice bearing BT474M1 subcutaneous xenografts. Small-animal PET/CT imaging after administration of 18F-5F7GGC in the above mouse model was also performed.
Results: 18F-5F7GGC was synthesized in an overall radiochemical yield of 8.9% ± 3.2% with retention of HER2 binding affinity and immunoreactivity. The total cell-associated and intracellular activity for 18F-5F7GGC was similar to that for coincubated iso-125I-SGMIB-5F7. Likewise, the uptake of 18F-5F7GGC in BT474M1 xenografts in mice was similar to that for iso-125I-SGMIB-5F7; however, 18F-5F7GGC exhibited significantly more rapid clearance from the kidney. Small-animal PET/CT imaging confirmed high uptake and retention in the tumor with very little background activity at 3 h except in the bladder.
Conclusion: This site-specific and residualizing 18F-labeling strategy could facilitate clinical translation of 5F7 anti-HER2 sdAb as well as other sdAbs for immuno-PET.
© 2021 by the Society of Nuclear Medicine and Molecular Imaging.

Entities:  

Keywords:  HER2; click chemistry; immuno-PET; single-domain antibody fragment; site-specific labeling

Mesh:

Substances:

Year:  2021        PMID: 33637584      PMCID: PMC8612331          DOI: 10.2967/jnumed.120.261446

Source DB:  PubMed          Journal:  J Nucl Med        ISSN: 0161-5505            Impact factor:   11.082


  38 in total

1.  Preclinical Evaluation of 18F-Labeled Anti-HER2 Nanobody Conjugates for Imaging HER2 Receptor Expression by Immuno-PET.

Authors:  Ganesan Vaidyanathan; Darryl McDougald; Jaeyeon Choi; Eftychia Koumarianou; Douglas Weitzel; Takuya Osada; H Kim Lyerly; Michael R Zalutsky
Journal:  J Nucl Med       Date:  2016-02-18       Impact factor: 10.057

2.  FASTlab Radiosynthesis of the 18 F-labelled HER2-binding Affibody molecule [18 F]GE-226.

Authors:  Peter B Iveson; Matthias Glaser; Bard Indrevoll; Jonathan Shales; Dimitrios Mantzilas; Lone Omtvedt; Sajinder K Luthra; Duncan Hiscock; Julian Grigg
Journal:  J Labelled Comp Radiopharm       Date:  2019-11-21       Impact factor: 1.921

3.  Pre-targeted Imaging of Protease Activity through In Situ Assembly of Nanoparticles.

Authors:  Zixin Chen; Min Chen; Kaixiang Zhou; Jianghong Rao
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-20       Impact factor: 15.336

4.  Synthesis, preclinical validation, dosimetry, and toxicity of 68Ga-NOTA-anti-HER2 Nanobodies for iPET imaging of HER2 receptor expression in cancer.

Authors:  Catarina Xavier; Ilse Vaneycken; Matthias D'huyvetter; Johannes Heemskerk; Marleen Keyaerts; Cécile Vincke; Nick Devoogdt; Serge Muyldermans; Tony Lahoutte; Vicky Caveliers
Journal:  J Nucl Med       Date:  2013-03-13       Impact factor: 10.057

5.  Improved tumor targeting of anti-HER2 nanobody through N-succinimidyl 4-guanidinomethyl-3-iodobenzoate radiolabeling.

Authors:  Marek Pruszynski; Eftychia Koumarianou; Ganesan Vaidyanathan; Hilde Revets; Nick Devoogdt; Tony Lahoutte; H Kim Lyerly; Michael R Zalutsky
Journal:  J Nucl Med       Date:  2014-02-27       Impact factor: 10.057

6.  Targeting breast carcinoma with radioiodinated anti-HER2 Nanobody.

Authors:  Marek Pruszynski; Eftychia Koumarianou; Ganesan Vaidyanathan; Hilde Revets; Nick Devoogdt; Tony Lahoutte; Michael R Zalutsky
Journal:  Nucl Med Biol       Date:  2012-11-15       Impact factor: 2.408

7.  Synthesis of N-succinimidyl 4-[18F]fluorobenzoate, an agent for labeling proteins and peptides with 18F.

Authors:  Ganesan Vaidyanathan; Michael R Zalutsky
Journal:  Nat Protoc       Date:  2006       Impact factor: 13.491

Review 8.  HER2 in solid tumors: more than 10 years under the microscope; where are we now?

Authors:  Vittoria Martin; Federico Cappuzzo; Luca Mazzucchelli; Milo Frattini
Journal:  Future Oncol       Date:  2014-06       Impact factor: 3.404

9.  An Efficient Method for Labeling Single Domain Antibody Fragments with 18F Using Tetrazine- Trans-Cyclooctene Ligation and a Renal Brush Border Enzyme-Cleavable Linker.

Authors:  Zhengyuan Zhou; Nick Devoogdt; Michael R Zalutsky; Ganesan Vaidyanathan
Journal:  Bioconjug Chem       Date:  2018-11-14       Impact factor: 4.774

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