Fluorescently labeled risedronate and related analogues: “Magic Linker” Synthesis

Boris A Kashemirov, Joy Lynn F Bala, Xiaolan Chen, F H Ebetino, Zhidao Xia, R Graham G Russell, Fraser Coxon, Anke Jozefien Roelofs, Michael John Rogers, Charles E McKenna

Research output: Contribution to journalArticle

42 Citations (Scopus)

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.
Original languageEnglish
Pages (from-to)2308-2310
Number of pages3
JournalBioconjugate Chemistry
Volume19
Issue number12
Early online date25 Nov 2008
DOIs
Publication statusPublished - 1 Dec 2008

Keywords

  • Animals
  • Etidronic Acid
  • Fluorescent Dyes
  • Magnetic Resonance Spectroscopy
  • Osteoclasts
  • Rabbits
  • Temperature

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    Kashemirov, B. A., Bala, J. L. F., Chen, X., Ebetino, F. H., Xia, Z., Russell, R. G. G., Coxon, F., Roelofs, A. J., Rogers, M. J., & McKenna, C. E. (2008). Fluorescently labeled risedronate and related analogues: “Magic Linker” Synthesis. Bioconjugate Chemistry, 19(12), 2308-2310. https://doi.org/10.1021/bc800369c