title: Fluorescently labeled risedronate and related analogues: "magic linker" synthesis.
abstract: We report synthesis of the first fluorescently labeled conjugates of risedronate (1), using an epoxide linker strategy enabling conjugation of 1 via its pyridyl nitrogen with the label (carboxyfluorescein). Unlike prior approaches to create fluorescent bisphosphonate probes, the new linking chemistry did not abolish the ability to inhibit protein prenylation in vitro, while significantly retaining hydroxyapatite affinity. The utility of a fluorescent 1 conjugate in visualizing osteoclast resorption in vitro was demonstrated.
authors.affiliation: Department of Chemistry, University of Southern California, Los Angeles, California 90089-0744, USA.
authors.forename: Boris A
authors.initials: BA
authors.lastname: Kashemirov
authors.forename: Joy Lynn F
authors.initials: JL
authors.lastname: Bala
authors.forename: Xiaolan
authors.initials: X
authors.lastname: Chen
authors.forename: F H
authors.initials: FH
authors.lastname: Ebetino
authors.forename: Zhidao
authors.initials: Z
authors.lastname: Xia
authors.forename: R Graham G
authors.initials: RG
authors.lastname: Russell
authors.forename: Fraser P
authors.initials: FP
authors.lastname: Coxon
authors.forename: Anke J
authors.initials: AJ
authors.lastname: Roelofs
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Rogers
authors.forename: Charles E
authors.initials: CE
authors.lastname: McKenna
mesh_terms: D000818:Animals; D012968:Etidronic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism; D005456:Fluorescent Dyes / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D010010:Osteoclasts / Q000378:metabolism; D011817:Rabbits; D000068296:Risedronic Acid; D013696:Temperature
chemical_list: D005456:Fluorescent Dyes; D000068296:Risedronic Acid; D012968:Etidronic Acid