A fluorous and click approach for screening potential PET probes: Evaluation of potential hypoxia biomarkers

Romain Bejot; Laurence Carroll; Kishore Bhakoo; Jérôme Declerck; Veronique Gouverneur

doi:10.1016/j.bmc.2011.10.084

A fluorous and click approach for screening potential PET probes: Evaluation of potential hypoxia biomarkers

Romain Bejot, Laurence Carroll, Kishore Bhakoo, Jérôme Declerck, Veronique Gouverneur

Research output: Contribution to journal › Article › peer-review

25 Scopus citations

Abstract

Radiopharmaceuticals for nuclear imaging are essentially targeting molecules, labeled with short-lived radionuclides (e.g., F-18 for PET). A significant drawback of radiopharmaceuticals development is the difficulty to access radiolabeled molecule libraries for initial in vitro evaluation, as radiolabeling has to be optimized for each individual molecule. The present paper discloses a method for preparing libraries of ¹⁸F-labeled radiopharmaceuticals using both the fluorous-based ¹⁸F-radiochemistry and the Huisgen 1,3-dipolar (click) conjugation reaction. As a proof of concept, this approach allowed us to obtain a series of readily accessible ¹⁸F-radiolabeled nitroaromatic molecules, for exploring their structure-activity relationship and further in vitro evaluation of their hypoxic selectivity.

Original language	English (US)
Pages (from-to)	324-329
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry
Volume	20
Issue number	1
DOIs	https://doi.org/10.1016/j.bmc.2011.10.084
State	Published - Jan 1 2012
Externally published	Yes

Keywords

Click
FMISO
Hypoxia
PET
Radiochemistry

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmc.2011.10.084

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title = "A fluorous and click approach for screening potential PET probes: Evaluation of potential hypoxia biomarkers",

abstract = "Radiopharmaceuticals for nuclear imaging are essentially targeting molecules, labeled with short-lived radionuclides (e.g., F-18 for PET). A significant drawback of radiopharmaceuticals development is the difficulty to access radiolabeled molecule libraries for initial in vitro evaluation, as radiolabeling has to be optimized for each individual molecule. The present paper discloses a method for preparing libraries of 18F-labeled radiopharmaceuticals using both the fluorous-based 18F-radiochemistry and the Huisgen 1,3-dipolar (click) conjugation reaction. As a proof of concept, this approach allowed us to obtain a series of readily accessible 18F-radiolabeled nitroaromatic molecules, for exploring their structure-activity relationship and further in vitro evaluation of their hypoxic selectivity.",

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T2 - Evaluation of potential hypoxia biomarkers

AU - Bejot, Romain

AU - Carroll, Laurence

AU - Bhakoo, Kishore

AU - Declerck, Jérôme

AU - Gouverneur, Veronique

N1 - Funding Information: This work was supported by the DIUS and Siemens Molecular Imaging (Project No. TP/16636).

PY - 2012/1/1

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N2 - Radiopharmaceuticals for nuclear imaging are essentially targeting molecules, labeled with short-lived radionuclides (e.g., F-18 for PET). A significant drawback of radiopharmaceuticals development is the difficulty to access radiolabeled molecule libraries for initial in vitro evaluation, as radiolabeling has to be optimized for each individual molecule. The present paper discloses a method for preparing libraries of 18F-labeled radiopharmaceuticals using both the fluorous-based 18F-radiochemistry and the Huisgen 1,3-dipolar (click) conjugation reaction. As a proof of concept, this approach allowed us to obtain a series of readily accessible 18F-radiolabeled nitroaromatic molecules, for exploring their structure-activity relationship and further in vitro evaluation of their hypoxic selectivity.

AB - Radiopharmaceuticals for nuclear imaging are essentially targeting molecules, labeled with short-lived radionuclides (e.g., F-18 for PET). A significant drawback of radiopharmaceuticals development is the difficulty to access radiolabeled molecule libraries for initial in vitro evaluation, as radiolabeling has to be optimized for each individual molecule. The present paper discloses a method for preparing libraries of 18F-labeled radiopharmaceuticals using both the fluorous-based 18F-radiochemistry and the Huisgen 1,3-dipolar (click) conjugation reaction. As a proof of concept, this approach allowed us to obtain a series of readily accessible 18F-radiolabeled nitroaromatic molecules, for exploring their structure-activity relationship and further in vitro evaluation of their hypoxic selectivity.

KW - Click

KW - FMISO

KW - Hypoxia

KW - PET

KW - Radiochemistry

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A fluorous and click approach for screening potential PET probes: Evaluation of potential hypoxia biomarkers

Abstract

Keywords

ASJC Scopus subject areas

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