A bioorthogonal methylene blue derived probe for targeted photoacoustic imaging

Afaf R. Genady; Samantha R. Slikboer; Rowan Swann; Kevin Wyszatko; Nancy Janzen; Luis Rafael Silva; Mohamed E. El-Zaria; Saman Sadeghi; John F. Valliant

European Journal of Medicinal Chemistry Reports (Apr 2022)

A bioorthogonal methylene blue derived probe for targeted photoacoustic imaging

Afaf R. Genady,
Samantha R. Slikboer,
Rowan Swann,
Kevin Wyszatko,
Nancy Janzen,
Luis Rafael Silva,
Mohamed E. El-Zaria,
Saman Sadeghi,
John F. Valliant

Affiliations

Afaf R. Genady: Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, Hamilton, ON, L8S4L8, Canada
Samantha R. Slikboer: Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, Hamilton, ON, L8S4L8, Canada
Rowan Swann: Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, Hamilton, ON, L8S4L8, Canada
Kevin Wyszatko: Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, Hamilton, ON, L8S4L8, Canada
Nancy Janzen: Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, Hamilton, ON, L8S4L8, Canada
Luis Rafael Silva: Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, Hamilton, ON, L8S4L8, Canada
Mohamed E. El-Zaria: Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, Hamilton, ON, L8S4L8, Canada
Saman Sadeghi: Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, Hamilton, ON, L8S4L8, Canada
John F. Valliant: Corresponding author.; Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, Hamilton, ON, L8S4L8, Canada

Journal volume & issue: Vol. 4
p. 100021

Abstract

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Photoacoustic (PA) imaging is a nonradioactive and noninvasive imaging modality that can volumetrically map the distribution of photo-absorbing molecules with deeper tissue penetration than optical modalities. Here, we report on a convenient strategy to synthesize a modular methylene blue tetrazine (MB-Tz) PA imaging agent and a trans-cyclooctene (TCO)-labeled bisphosphonate (TCO-BP) calcium metabolism targeting vector. PA imaging of MB-Tz pre-clicked to TCO-BP demonstrated significant signal in regions of active bone metabolism (knee and shoulder joints) at 1 h post-injection. Targeting validation and whole-body biodistribution studies were carried out with the radiolabeled pre-clicked product of MB-Tz with 99mTc-TCO-BP, confirming uptake in knees and shoulders at 1 h post-injection.

Published in European Journal of Medicinal Chemistry Reports

ISSN: 2772-4174 (Online)
Publisher: Elsevier
Country of publisher: France
LCC subjects: Medicine: Pharmacy and materia medica; Medicine: Other systems of medicine
Website: https://www.journals.elsevier.com/european-journal-of-medicinal-chemistry-reports

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