
BDP R6G azide | CAS 2183473-23-4
| Catalog Number | F01-0015 |
| Category | BODIPY |
| Molecular Formula | C21H21N6BF2O |
| Molecular Weight | 422.24 |
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Product Introduction
Borondipyrromethene (BDP) dyes are high performance flurophores that exhibit excellent photostability and brightness. A number of BDP dyes is available that are tuned to match excitation and emission channels of classical xanthene and cyanine dyes.BDP R6G is matched to R6G dye excitation and emission wavelengths. The fluorophore is an excellent alternative to R6G for various applications, including microscopy, fluorescence polarization assays, and two photon experiments.Azide functional group allows to conjugate the fluorophore easily with various biomolecules, small molecules, and polymers using CuAAC or spAAC Click chemistry reactions.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | N-(3-azidopropyl)-3-(2,2-difluoro-12-phenyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-4-yl)propanamide |
| SMILES | [B-]1(N2C(=CC=C2CCC(=O)NCCCN=[N+]=[N-])C=C3[N+]1=C(C=C3)C4=CC=CC=C4)(F)F |
| InChI | InChI=1S/C21H21BF2N6O/c23-22(24)29-17(10-12-21(31)26-13-4-14-27-28-25)7-8-18(29)15-19-9-11-20(30(19)22)16-5-2-1-3-6-16/h1-3,5-9,11,15H,4,10,12-14H2,(H,26,31) |
| InChIKey | PVLRRJLEAGIMJG-UHFFFAOYSA-N |
| Solubility | good in DMF, DMSO, DCM |
| Appearance | dark colored solid |
Product Specification
| Fluorescence Quantum Yield | 0.96 |
| Excitation | 530 |
| Emission | 548 |
| 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
BDP R6G azide is a fluorescent azide building block derived from the rhodamine family, designed for copper-catalyzed azide-alkyne cycloaddition (CuAAC) labeling workflows. Its azide handle enables efficient incorporation into biomolecule conjugates, polymer networks, and surface coatings, while the rhodamine-like emission supports bright fluorescence readouts in common fluorescence microscopy and plate-based assays. In practice, BDP R6G azide is used to generate fluorescently tagged targets where post-labeling flexibility is required.
1. Biomolecule Labeling
BDP R6G azide is widely used as a click-chemistry fluorescent tag for labeling proteins, peptides, and other biomolecules that have been equipped with a complementary alkyne functionality. Researchers incorporate the azide dye into bioconjugates for tracking binding interactions, monitoring transport or uptake in cell-based experiments, and generating fluorescent standards for assay development. The azide functionality supports modular conjugate construction, allowing the fluorophore to be introduced at the final stage of a labeling workflow using CuAAC-compatible partners.
2. Fluorescence Microscopy Tracing
BDP R6G azide supports fluorescence microscopy studies where a defined alkyne-bearing biomaterial or targeting ligand is visualized after click conjugation. In microscopy workflows, the reagent is commonly used to prepare fluorescent conjugates for cellular imaging experiments such as labeling extracellular components, visualizing biomolecule localization patterns, or creating labeled probes for co-localization studies with other fluorophores. The rhodamine-like brightness and typical compatibility with visible-light excitation make it a practical choice for developing microscopy staining reagents and imaging controls.
3. Polymer And Surface Functionalization
BDP R6G azide is used to introduce fluorescent labeling sites into polymer systems and material surfaces via click immobilization. Materials researchers employ the azide dye to generate fluorescently traceable hydrogels, coatings, and functional polymers by reacting it with alkyne-functional components, enabling visualization of material distribution, diffusion, and surface association. This application is particularly relevant for biomaterials development and chemical biology experiments where stable, covalently attached fluorescence is needed for imaging-based characterization.
4. Fluorescent Probe Construction
BDP R6G azide serves as a fluorophore component for constructing fluorescent probes and assay reagents that rely on modular assembly. By coupling the azide dye to alkyne-functional recognition elements, linkers, or reporter scaffolds, researchers can build conjugates for fluorescence-based readouts in plate formats, imaging assays, and labeling controls. The click-compatible design streamlines probe generation when multiple labeling components must be combined reproducibly, including fluorescent tracers for method development and calibration of fluorescence measurements.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 8 |
| Exact Mass | 422.1837958 g/mol |
| Monoisotopic Mass | 422.1837958 g/mol |
| Topological Polar Surface Area | 51.4Ų |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Complexity | 845 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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