The inverse electron demand Diels–Alder cycloaddition with carbon‐11 and fluorine‐18: A gateway to pretargeted imaging across the blood–brain barrier

Zientek, Simon H; Thompson, Stephen; Sephton, Selena Milicevic; Aigbirhio, Franklin I.

doi:10.1002/jlcr.4029

Labelled Comp Radiopharmac

2023

DOI: 10.1002/jlcr.4029

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The inverse electron demand Diels–Alder cycloaddition with carbon‐11 and fluorine‐18: A gateway to pretargeted imaging across the blood–brain barrier

Simon H Zientek

Stephen Thompson

Selena Milicevic Sephton

et al.

Abstract: How to cite this article: Zientek SH, Thompson S, Sephton SM, Aigbirhio FI. The inverse electron demand Diels-Alder cycloaddition with carbon-11 and fluorine-18: A gateway to pretargeted imaging across the blood-brain barrier.

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Cited by 4 publications

References 76 publications

(223 reference statements)

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Potential of miRNA as Imaging Targets for PET

Zientek,

Thompson,

Aigbirhio

et al. 2024

Helvetica Chimica Acta

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Positron Emission Tomography (PET) is an important part of the medical imaging field which is continually exploring novel biological targets as exemplified by PET imaging of neuroinflammation. Due to limitations stemming from either sub‐optimal biological targets or a lack of available selective radiotracers, alternative biomarkers and PET imaging agent candidates are considered. One such possible target is microRNA (miRNA) and herein, we discuss the potential of miRNA for PET imaging. With the aim of addressing key strategies for imaging miRNA with PET, we identify three distinct approaches as follows: small molecules directly targeting miRNA, small molecules indirectly targeting Argonaute 2 (AGO2)‐protein complexes, and direct chemical modification of antisense oligonucleotides. The radiosynthetic approaches are based on the methods of direct radiolabelling of respective antisense oligonucleotides and several examples are described herein, showcasing the potential of miRNA in PET imaging. Whilst these approaches offer different radiolabelling strategies, application of these radiolabelled molecules towards PET imaging of miRNA are scarce with only one, limited example applied to bone remodeling reported in the literature.

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Potential of miRNA as Imaging Targets for PET

Zientek,

Thompson,

Aigbirhio

et al. 2024

Helvetica Chimica Acta

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A Brief Review of Radiolabelling Nucleic Acid‐Based Molecules for Tracking and Monitoring

Edelmann,

Sladojevich,

Husbands

et al. 2024

Labelled Comp Radiopharmac

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The rise of nucleic acid‐based therapeutics continues apace. At the same time, the need for radiolabelled oligonucleotides for determination of spatial distribution is increasing. Complex molecular structures with mostly multiple charges and low solubility in organic solvents increase the challenge of integrating radionuclides. In preclinical research, it is important to understand the fate of new drug candidates in biodistribution studies, target binding or biotransformation studies. Depending on a specific question, the selection of a respective radiolabelling strategy is crucial. Radiometals for molecular imaging with positron emission tomography or single‐photon computed tomography generally require an attached chelating agent for stable complexation of the metal with the oligonucleotide, whereas labelling using carbon‐11/‐14 or tritium allows incorporation of the radioisotope into the native structure without altering it. Moreover, the suitability of direct radiolabelling of the oligonucleotide of interest or indirect radiolabelling, for example, by a two‐step pretargeting approach, for the study design requires consideration. This review focuses on the challenges of radiolabelling nucleic acid‐based molecules with beta‐plus, gamma and beta‐minus emitters and their use for tracking and monitoring.

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Tetrazine–trans-cyclooctene ligation: Unveiling the chemistry and applications within the human body

Tomarchio,

Turnaturi,

Saccullo

et al. 2024

Bioorganic Chemistry

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The inverse electron demand Diels–Alder cycloaddition with carbon‐11 and fluorine‐18: A gateway to pretargeted imaging across the blood–brain barrier

Abstract: How to cite this article: Zientek SH, Thompson S, Sephton SM, Aigbirhio FI. The inverse electron demand Diels-Alder cycloaddition with carbon-11 and fluorine-18: A gateway to pretargeted imaging across the blood-brain barrier.

Cited by 4 publications

References 76 publications

Potential of miRNA as Imaging Targets for PET

Potential of miRNA as Imaging Targets for PET

A Brief Review of Radiolabelling Nucleic Acid‐Based Molecules for Tracking and Monitoring

Tetrazine–trans-cyclooctene ligation: Unveiling the chemistry and applications within the human body

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