Tetrazine - trans-cyclooctene chemistry applied to fabricate self-assembled fluorescent and radioactive nanoparticles for in vivo dual mode imaging

Arthur H.A.M. van Onzen, Raffaella Rossin, Albertus P.H.J. Schenning, Klaas Nicolay, Lech Gustav Milroy, Marc S. Robillard, Luc Brunsveld (Corresponding author)

Research output: Contribution to journalArticleAcademicpeer-review

1 Citation (Scopus)

Abstract

Multimodal imaging agents combine two or more imaging modalities into one probe. Self-assembling fluorescent nanoparticles are a promising class of modular multimodal imaging probes as they can allow easy blending of imaging and targeting modalities. Our group recently developed a class of self-assembling and intrinsically fluorescent small molecule-based nanoparticles (SMNPs) with excellent optical properties. In this article, we describe the efficient radiolabeling of these SMNPs via a two-step bioconjugation strategy involving the inverse-electron-demand Diels-Alder ligation between a tetrazine (Tz)-tagged radiolabel and a trans-cyclooctene (TCO)-tagged fluorescent small molecule building block of the SMNPs. Studies in mice revealed that the SMNPs are well tolerated and could be monitored by both radioactivity and fluorescence, thereby demonstrating the potential of SMNPs in optical and dual-mode imaging in vivo. The work also testifies to the utility of the Tz-TCO conjugation chemistry for the labeling of self-assembled nanoparticles.

LanguageEnglish
Pages547–551
Number of pages5
JournalBioconjugate Chemistry
Volume30
Issue number3
DOIs
StatePublished - 1 Jan 2019

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Nanoparticles
Imaging techniques
Molecules
Multimodal Imaging
Radioactivity
Labeling
Ligation
Optical properties
Fluorescence
Electrons

Cite this

van Onzen, Arthur H.A.M. ; Rossin, Raffaella ; Schenning, Albertus P.H.J. ; Nicolay, Klaas ; Milroy, Lech Gustav ; Robillard, Marc S. ; Brunsveld, Luc. / Tetrazine - trans-cyclooctene chemistry applied to fabricate self-assembled fluorescent and radioactive nanoparticles for in vivo dual mode imaging. In: Bioconjugate Chemistry. 2019 ; Vol. 30, No. 3. pp. 547–551
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abstract = "Multimodal imaging agents combine two or more imaging modalities into one probe. Self-assembling fluorescent nanoparticles are a promising class of modular multimodal imaging probes as they can allow easy blending of imaging and targeting modalities. Our group recently developed a class of self-assembling and intrinsically fluorescent small molecule-based nanoparticles (SMNPs) with excellent optical properties. In this article, we describe the efficient radiolabeling of these SMNPs via a two-step bioconjugation strategy involving the inverse-electron-demand Diels-Alder ligation between a tetrazine (Tz)-tagged radiolabel and a trans-cyclooctene (TCO)-tagged fluorescent small molecule building block of the SMNPs. Studies in mice revealed that the SMNPs are well tolerated and could be monitored by both radioactivity and fluorescence, thereby demonstrating the potential of SMNPs in optical and dual-mode imaging in vivo. The work also testifies to the utility of the Tz-TCO conjugation chemistry for the labeling of self-assembled nanoparticles.",
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Tetrazine - trans-cyclooctene chemistry applied to fabricate self-assembled fluorescent and radioactive nanoparticles for in vivo dual mode imaging. / van Onzen, Arthur H.A.M.; Rossin, Raffaella; Schenning, Albertus P.H.J.; Nicolay, Klaas; Milroy, Lech Gustav; Robillard, Marc S.; Brunsveld, Luc (Corresponding author).

In: Bioconjugate Chemistry, Vol. 30, No. 3, 01.01.2019, p. 547–551.

Research output: Contribution to journalArticleAcademicpeer-review

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