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

41 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

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Magic
Epoxy Compounds
Diphosphonates
Durapatite
Hydroxyapatite
Labels
Nitrogen
Protein Prenylation
Proteins
Osteoclasts
Fluorescent Dyes
Risedronate Sodium
6-carboxyfluorescein
In Vitro Techniques

Keywords

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

Cite this

Kashemirov, B. A., Bala, J. L. F., Chen, X., Ebetino, F. H., Xia, Z., Russell, R. G. G., ... 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

Fluorescently labeled risedronate and related analogues : “Magic Linker” Synthesis. / Kashemirov, Boris A; Bala, Joy Lynn F; Chen, Xiaolan; Ebetino, F H; Xia, Zhidao; Russell, R Graham G; Coxon, Fraser; Roelofs, Anke Jozefien; Rogers, Michael John; McKenna, Charles E.

In: Bioconjugate Chemistry, Vol. 19, No. 12, 01.12.2008, p. 2308-2310.

Research output: Contribution to journalArticle

Kashemirov, BA, Bala, JLF, Chen, X, Ebetino, FH, Xia, Z, Russell, RGG, Coxon, F, Roelofs, AJ, Rogers, MJ & McKenna, CE 2008, 'Fluorescently labeled risedronate and related analogues: “Magic Linker” Synthesis', Bioconjugate Chemistry, vol. 19, no. 12, pp. 2308-2310. https://doi.org/10.1021/bc800369c
Kashemirov BA, Bala JLF, Chen X, Ebetino FH, Xia Z, Russell RGG et al. Fluorescently labeled risedronate and related analogues: “Magic Linker” Synthesis. Bioconjugate Chemistry. 2008 Dec 1;19(12):2308-2310. https://doi.org/10.1021/bc800369c
Kashemirov, Boris A ; Bala, Joy Lynn F ; Chen, Xiaolan ; Ebetino, F H ; Xia, Zhidao ; Russell, R Graham G ; Coxon, Fraser ; Roelofs, Anke Jozefien ; Rogers, Michael John ; McKenna, Charles E. / Fluorescently labeled risedronate and related analogues : “Magic Linker” Synthesis. In: Bioconjugate Chemistry. 2008 ; Vol. 19, No. 12. pp. 2308-2310.
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