We enable nucleic acid labeling bioconjugation
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3-Azido-7-hydroxycoumarin

Switch-on dye to label DNA/RNA via click chemistry

Currency:  
  • Size
  • Catalog No.
  • Price
  • 1 mg
  • BCFA-047-1

  • € 50,00
  • 5 mg
  • BCFA-047-5

  • € 135,00
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  • 3-Azido-7-hydroxycoumarin has the special property to become fluorescent only when it is click ligated. The formed triazole expands the electron system of the dye and enables fluorescence. Therefore, there is no background signal of the click unligated leftover dye. This dye is a valuable tool for nucleic acid labeling.

     

    LITERATURE

    Imaging the glycome, Laughlin et al, 2009Sci USA, Vol. 106, p. (1):12

    https://doi.org/10.1073/pnas.0811481106

    Fluorogenic “click” reaction for labeling and detection of DNA in proliferating cells, Li et al, 2010Biotechniques, Vol. 49, p. (1):525

    https://doi.org/10.2144/000113463

    A Fluorogenic 1,3-Dipolar Cycloaddition Reaction of 3-Azidocoumarins and Acetylenes, Sivakumar et al, 2004Org. Lett., Vol. 6, p. (24):4603

    https://doi.org/10.1021/ol047955x

    Site-Directed Immobilization of Bone Morphogenetic Protein 2 to Solid Surfaces by Click Chemistry, C. Siverino et al., 2018, Journal of Visualized Experiments, Vol. 133, e56616.

    https://doi.org/10.3791/56616

    Characterization and Scaled-Up Production of Azido-Functionalized Silk Fiber Produced by Transgenic Silkworms with an Expanded Genetic Code, H. Teramoto et al., 2019, International Journal of Molecular Sciences, Vol. 20(3), p. 616.

    https://doi.org/10.3390/ijms20030616

    A lipid transfer protein knockout library reveals ORP9-ORP11 dimer mediating PS/PI(4)P exchange at the ER-trans Golgi contact site to promote sphingomyelin synthesis, B. Cabukusta et al., 2023, bioRxiv.

    https://doi.org/10.1101/2023.06.02.543249

    Trifunctional lipid probes for comprehensive studies of single lipid species in living cells, D. Höglinger, 2017, Proceedings of the National Academy of Sciences, Vol. 114(7), p. 1566-1571.

    https://doi.org/10.1073/pnas.1611096114

    • Molecular Formula

      C9H5N3O3

    • Shelf Life

      12 months unopened after receipt

    • Storage Conditions

      -20 °C, dark

    • Molecular Weight

      203.15 g/mol

    • Purity

      ≥ 98% (HPLC)

    • Physical State

      amber to brown crystalline solid

    • CAS Number

      817638-68-9

    • Additional name

      3-Azido-7-hydroxy-chromen-2-on; 3-Azido-7-
      hydroxy-chroman-2-one

    • Excitation (max)

      before click reaction: 260 nm
      after click reaction: 404 nm

    • Emission (max)

      before click reaction: 391 nm
      after click reaction: 480 nm

    • Solubility

      DMSO, DMF, MeOH, MeCN

    • Preparation/Handling

      For a 10 mM solution add 492 μL to 1 mg.

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