Article (Scientific journals)
Development of an Easily Bioconjugatable Water-Soluble Single-Photon Emission-Computed Tomography/Optical Imaging Bimodal Imaging Probe Based on the aza-BODIPY Fluorophore.
Privat, Malorie; Bellaye, Pierre-Simon; Lescure, Robin et al.
2021In Journal of Medicinal Chemistry, 64 (15), p. 11063-11073
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Keywords :
Antibodies, Monoclonal; Boron Compounds; Fluorescent Dyes; azaBDPBA compound; 059QF0KO0R (Water); Animals; Antibodies, Monoclonal/chemistry; Boron Compounds/chemical synthesis/chemistry; Breast Neoplasms/diagnostic imaging; Dose-Response Relationship, Drug; Drug Development; Female; Fluorescent Dyes/chemical synthesis/chemistry; Hep G2 Cells; Humans; Mammary Neoplasms, Experimental/diagnostic imaging; Mice; Mice, Nude; Molecular Structure; Optical Imaging; Solubility; Structure-Activity Relationship; Tomography, Emission-Computed, Single-Photon; Water/chemistry
Abstract :
[en] A water-soluble fluorescent aza-BODIPY platform (Wazaby) was prepared and functionalized by a polyazamacrocycle agent and a bioconjugable arm. The resulting fluorescent derivative was characterized and bioconjugated onto a trastuzumab monoclonal antibody as a vector. After bioconjugation, the imaging agent appeared to be stable in serum (>72 h at 37 °C) and specifically labeled HER-2-positive breast tumors slices. The bioconjugate was radiolabeled with [(111)In] indium and studied in vivo. The developed monomolecular multimodal imaging probe (MOMIP) is water-soluble and chemically and photochemically stable, emits in the near infrared (NIR) region (734 nm in aqueous media), and displays a good quantum yield of fluorescence (around 15%). Single-photon emission-computed tomography and fluorescence imaging have been performed in nude mice bearing HER2-overexpressing HCC1954 human breast cancer xenografts and have evidenced the good tumor targeting of the [(111)In] In bimodal agent. Finally, the proof of concept of using it as a new tool for fluorescence-guided surgery has been shown.
Disciplines :
Chemistry
Author, co-author :
Privat, Malorie;  Institut de Chimie Moléculaire de l'Université de Bourgogne, ICMUB UMR CNRS 6302,  ; Laboratoire d'Immunologie et Immunothérapie des Cancers, EPHE, PSL Research
Bellaye, Pierre-Simon;  Service de médecine nucléaire, Centre Georges François Leclerc, 1 rue Professeur
Lescure, Robin;  Institut de Chimie Moléculaire de l'Université de Bourgogne, ICMUB UMR CNRS 6302,
Massot, Aurélie;  Laboratoire d'Immunologie et Immunothérapie des Cancers, EPHE, PSL Research
Baffroy, Océane;  Institut de Chimie Moléculaire de l'Université de Bourgogne, ICMUB UMR CNRS 6302,
Moreau, Mathieu;  Institut de Chimie Moléculaire de l'Université de Bourgogne, ICMUB UMR CNRS 6302,  ; Service de médecine nucléaire, Centre Georges François Leclerc, 1 rue Professeur
Racoeur, Cindy;  Laboratoire d'Immunologie et Immunothérapie des Cancers, EPHE, PSL Research
Marcion, Guillaume  ;  Université de Liège - ULiège > Integrative Biological Sciences (InBioS) ; UMR INSERM/uB/AGROSUP 1231, Team 3 HSP-Pathies, labellisée Ligue Nationale contre
Denat, Franck;  Institut de Chimie Moléculaire de l'Université de Bourgogne, ICMUB UMR CNRS 6302,
Bettaieb, Ali;  Laboratoire d'Immunologie et Immunothérapie des Cancers, EPHE, PSL Research
Collin, Bertrand;  Institut de Chimie Moléculaire de l'Université de Bourgogne, ICMUB UMR CNRS 6302,  ; Service de médecine nucléaire, Centre Georges François Leclerc, 1 rue Professeur
Bodio, Ewen ;  Institut de Chimie Moléculaire de l'Université de Bourgogne, ICMUB UMR CNRS 6302
Paul, Catherine;  Laboratoire d'Immunologie et Immunothérapie des Cancers, EPHE, PSL Research
Goze, Christine ;  Institut de Chimie Moléculaire de l'Université de Bourgogne, ICMUB UMR CNRS 6302
More authors (4 more) Less
Language :
English
Title :
Development of an Easily Bioconjugatable Water-Soluble Single-Photon Emission-Computed Tomography/Optical Imaging Bimodal Imaging Probe Based on the aza-BODIPY Fluorophore.
Publication date :
12 August 2021
Journal title :
Journal of Medicinal Chemistry
ISSN :
0022-2623
eISSN :
1520-4804
Publisher :
American Chemical Society, Washington, Us dc
Volume :
64
Issue :
15
Pages :
11063-11073
Peer reviewed :
Peer Reviewed verified by ORBi
Available on ORBi :
since 25 May 2022

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