title: In situ activation of a doxorubicin prodrug using imaging-capable nanoparticles.
abstract: A general strategy for image-guided prodrug activation using fluorescently-labeled magnetic iron oxide nanoparticles is described. It is based on a recently developed concept in bio-orthogonal inverse-electron demand Diels-Alder chemistry, which is termed 'click-to-release'. To illustrate a potential new biomedical application of the chemistry, the nanoparticles were modified with tetrazine, as well as near infrared fluorescent (NIRF) cy5.5 dye, while doxorubicin was converted into a prodrug. The nanoparticles taken up by the MDA-MB-231 breast cancer cells efficiently converted the prodrug of doxorubicin into the biologically active chemotherapeutic doxorubicin form.
authors.affiliation: Department of Chemistry and The RNA Institute, University at Albany, State University of New York, 1400 Washington Ave., Albany, NY 12222, USA. mroyzen@albany.edu myigit@albany.edu.
authors.forename: Irfan
authors.initials: I
authors.lastname: Khan
authors.forename: Paul F
authors.initials: PF
authors.lastname: Agris
authors.forename: Mehmet V
authors.initials: MV
authors.lastname: Yigit
authors.forename: Maksim
authors.initials: M
authors.lastname: Royzen
mesh_terms: D002232:Carbocyanines / Q000737:chemistry; D053148:Caspase 3 / Q000378:metabolism; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D061565:Cycloaddition Reaction; D004317:Doxorubicin / Q000737:chemistry* / Q000378:metabolism; D006801:Humans; D058185:Magnetite Nanoparticles / Q000737:chemistry; D018613:Microscopy, Confocal; D053758:Nanoparticles / Q000737:chemistry*; D011355:Prodrugs / Q000737:chemistry* / Q000378:metabolism / Q000633:toxicity
chemical_list: C098793:CY5.5 cyanine dye; D002232:Carbocyanines; D058185:Magnetite Nanoparticles; D011355:Prodrugs; D004317:Doxorubicin; D053148:Caspase 3