Cy5.5 Picolyl Azide
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Cy5.5 Picolyl Azide is an advanced fluorescent probe that incorporates a copper-chelating motif to raise the effective concentration of Cu(I) at the reaction site to boost the efficiency of the CuAAC reaction, resulting in a faster and more biocompatible CuAAC labeling. Up to 40-fold increase of signal intensity, compared to conventional azides, was reported (see Selected References).
In addition, the use picolyl azides instead of conventional azides allows for at least a tenfold reduction in the concentration of the copper catalyst without sacrificing the efficiency of labeling, significantly improving biocompatibility of CuAAC labeling protocol.
In summary, the introduction of a copper-chelating motif into azide probe leads to a substantial increase in the sensitivity and reduced cell toxicity of CuAAC detection alkyne-tagged biomolecules. This will be of special value for the detection of low abundance targets or living system imaging.
Cy5.5 Picolyl Azide is a bright and photostable near-IR probe that spectrally similar to Alexa Fluor® 680, DyLight® 680, and IRDye® 680 dye. The fluorescence of Cy5.5 dye is pH insensitive from pH 4 to pH 10 and produces minimal autofluorescence of biological specimens in this region of the spectrum. Fluorescence of this long-wavelength Cyanine dye is not visible to the human eye but is readily detected by most imaging systems.
1. Jiang, H., et al. (2014). Monitoring Dynamic Glycosylation in Vivo Using Supersensitive Click Chemistry. Bioconjugate Chem.,, 25, 698-706. [PubMed]
2. Uttamapinant, C., et al. (2012). Fast, Cell-Compatible Click Chemistry with Copper-Chelating Azides for Biomolecular Labeling. Angew. Chem. Int. Ed,., 51, 5852-56. [PubMed]
3. Gaebler, A.,et al. (2016). A highly sensitive protocol for microscopy of alkyne lipids and fluorescently tagged or immunostained proteins. J. Lipid. Res., 57, 1934-47. [PubMed]