
Sulfo-Cyanine5 azide
| Catalog Number | F03-0006 |
| Category | sulfo-Cyanine5 |
| Molecular Formula | C35H43N6KO7S2 |
| Molecular Weight | 762.98 |
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Product Introduction
Sulfo-Cyanine5 azide is a reactive fluorescent dye belonging to the cyanine dye family, characterized by its extended conjugated aromatic system. It features an azide functional group, enabling bioorthogonal conjugation with alkyne-modified biomolecules through the copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction. This dye exhibits excitation and emission maxima in the near-infrared region, making it suitable for fluorescence imaging applications, including protein labeling and cellular imaging, where reduced background fluorescence is desired.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | diSulfo-Cy3 azide |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | potassium;1-[6-(3-azidopropylamino)-6-oxohexyl]-3,3-dimethyl-2-[5-(1,3,3-trimethyl-5-sulfonatoindol-1-ium-2-yl)penta-2,4-dienylidene]indole-5-sulfonate |
| SMILES | CC1(C2=C(C=CC(=C2)S(=O)(=O)[O-])[N+](=C1C=CC=CC=C3C(C4=C(N3CCCCCC(=O)NCCCN=[N+]=[N-])C=CC(=C4)S(=O)(=O)[O-])(C)C)C)C.[K+] |
| InChI | InChI=1S/C35H44N6O7S2.K/c1-34(2)27-23-25(49(43,44)45)16-18-29(27)40(5)31(34)13-8-6-9-14-32-35(3,4)28-24-26(50(46,47)48)17-19-30(28)41(32)22-11-7-10-15-33(42)37-20-12-21-38-39-36;/h6,8-9,13-14,16-19,23-24H,7,10-12,15,20-22H2,1-5H3,(H2-,37,42,43,44,45,46,47,48);/q;+1/p-1 |
| InChIKey | OUOBEWSMOOZRDW-UHFFFAOYSA-M |
| Solubility | very high in water |
| Appearance | dark blue crystals |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 271000 |
| Fluorescence Quantum Yield | 0.28 |
| Excitation | 646 |
| Emission | 662 |
| Storage | 24 months after receival at -20°C in the dark. Transportation: at room temperature for up to 3 weeks. Avoid prolonged exposure to light. Desiccate. |
Application
Sulfo-Cyanine5 azide is a water-soluble cyanine dye azide designed for copper-catalyzed azide-alkyne cycloaddition (CuAAC) labeling workflows. Its sulfonated structure supports aqueous bioconjugation, while the Cy5 photophysics enable fluorescence readouts in microscopy and fluorescence-based assays. In practice, the azide handle allows efficient installation of a Cy5 fluorophore onto biomolecules, linkers, and material surfaces that present complementary alkyne functionality.
1. Biomolecule Fluorescent Labeling
Sulfo-Cyanine5 azide is widely used to generate Cy5-labeled proteins, peptides, and other biomolecules through click chemistry with alkyne-bearing partners. Researchers use the resulting fluorescent conjugates for tracking binding interactions, monitoring labeling efficiency, and visualizing biomolecular localization in fluorescence microscopy and plate-based fluorescence assays. The sulfonate substituents help maintain dye solubility in aqueous labeling buffers, supporting workflows where conjugates must remain stable and dispersible during downstream imaging or analysis.
2. Cell-Surface And Membrane Tagging
Sulfo-Cyanine5 azide is commonly employed in chemical biology workflows that label cell surfaces or membrane-associated targets after introducing alkyne groups on the cell exterior. After CuAAC, the Cy5 signal enables visualization of labeled populations by fluorescence microscopy and quantitative fluorescence readouts, including imaging-based studies of uptake, trafficking, or surface accessibility. This application is particularly useful when the labeling strategy requires a modular fluorophore installation step that can be applied to different targeting scaffolds bearing alkynes.
3. Fluorescent Probe And Imaging Reagent Construction
Sulfo-Cyanine5 azide supports the assembly of imaging reagents where a Cy5 fluorophore must be appended to a functional targeting or reporting scaffold via an azide-alkyne "plug-in" step. Teams developing fluorescent probes for molecular imaging in vitro use this dye to build conjugates such as fluorophore-tagged linkers, affinity reagents, and assay components that require a defined attachment point. The Cy5 emission is leveraged for sensitive fluorescence visualization in standard fluorescence imaging systems, enabling consistent probe performance across labeling batches.
4. Biomaterial And Surface Functionalization
Sulfo-Cyanine5 azide is used to fluorescently functionalize hydrophilic biomaterials and engineered surfaces that carry alkyne groups, enabling spatial mapping of coatings, hydrogels, or scaffold architectures. Researchers incorporate the dye during surface modification to create fluorescently traceable materials for microscopy-based characterization, material stability studies, and visualization of material-biomolecule interactions. The water solubility of Sulfo-Cyanine5 azide helps streamline aqueous functionalization conditions commonly used in biomaterials research and surface engineering workflows.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 14 |
| Exact Mass | 762.22717156 g/mol |
| Monoisotopic Mass | 762.22717156 g/mol |
| Topological Polar Surface Area | 181Ų |
| Heavy Atom Count | 51 |
| Formal Charge | 0 |
| Complexity | 1630 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 3 |
| Covalently-Bonded Unit Count | 2 |
| Compound Is Canonicalized | Yes |
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