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Phosphonated near-infrared fluorophores for biomedical imaging of bone.


ABSTRACT: The conventional method for creating targeted contrast agents is to conjugate separate targeting and fluorophore domains. A new strategy is based on the incorporation of targeting moieties into the non-delocalized structure of pentamethine and heptamethine indocyanines. Using the known affinity of phosphonates for bone minerals in a model system, two families of bifunctional molecules that target bone without requiring a traditional bisphosphonate are synthesized. With peak fluorescence emissions at approximately 700 or 800?nm, these molecules can be used for fluorescence-assisted resection and exploration (FLARE) dual-channel imaging. Longitudinal FLARE studies in mice demonstrate that phosphonated near-infrared fluorophores remain stable in bone for over five weeks, and histological analysis confirms their incorporation into the bone matrix. Taken together, a new strategy for creating ultra-compact, targeted near-infrared fluorophores for various bioimaging applications is described.

SUBMITTER: Hyun H 

PROVIDER: S-EPMC4221277 | biostudies-literature | 2014 Sep

REPOSITORIES: biostudies-literature

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Phosphonated near-infrared fluorophores for biomedical imaging of bone.

Hyun Hoon H   Wada Hideyuki H   Bao Kai K   Gravier Julien J   Yadav Yogesh Y   Laramie Matt M   Henary Maged M   Frangioni John V JV   Choi Hak Soo HS  

Angewandte Chemie (International ed. in English) 20140819 40


The conventional method for creating targeted contrast agents is to conjugate separate targeting and fluorophore domains. A new strategy is based on the incorporation of targeting moieties into the non-delocalized structure of pentamethine and heptamethine indocyanines. Using the known affinity of phosphonates for bone minerals in a model system, two families of bifunctional molecules that target bone without requiring a traditional bisphosphonate are synthesized. With peak fluorescence emission  ...[more]

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