
BDP TR azide
| Catalog Number | F01-0023 |
| Category | BODIPY |
| Molecular Formula | C24H21N6BF2O2S |
| Molecular Weight | 506.34 |
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Product Introduction
BDP TR azide is a fluorescent dye belonging to the borondipyrromethene (BODIPY) class, known for its bright and stable fluorescence properties. It features an azide functional group that facilitates bioorthogonal labeling via click chemistry, allowing for efficient conjugation to alkyne-modified biomolecules. This fluorophore is commonly utilized in fluorescence microscopy and flow cytometry applications, where its red emission spectrum supports multi-color imaging and tracking of biological processes.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | N-(3-azidopropyl)-2-[4-(2,2-difluoro-12-thiophen-2-yl-1-aza-3-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-3,5,7,9,11-pentaen-4-yl)phenoxy]acetamide |
| SMILES | [B-]1(N2C(=CC=C2C3=CC=CS3)C=C4[N+]1=C(C=C4)C5=CC=C(C=C5)OCC(=O)NCCCN=[N+]=[N-])(F)F |
| InChI | InChI=1S/C24H21BF2N6O2S/c26-25(27)32-18(15-19-7-11-22(33(19)25)23-3-1-14-36-23)6-10-21(32)17-4-8-20(9-5-17)35-16-24(34)29-12-2-13-30-31-28/h1,3-11,14-15H,2,12-13,16H2,(H,29,34) |
| InChIKey | BRVIFVBXLZHAEK-UHFFFAOYSA-N |
| Solubility | good in DMF, DMSO, DCM |
| Appearance | dark colored solid |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 69000 |
| Fluorescence Quantum Yield | 0.9 |
| Excitation | 589 |
| Emission | 616 |
| 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 TR azide is a BODIPY-based azide click handle designed for fluorescent labeling workflows where copper-free or copper-catalyzed azide-alkyne cycloaddition is used to install a bright, photostable fluorophore onto biomolecules and materials. Its TR (tetramethylrhodamine-like) red/orange emission profile and reactive azide functionality make it a practical reagent for constructing fluorescent conjugates for imaging and fluorescence readouts, including multicolor labeling strategies that rely on robust dye performance.
1. Biomolecule Labeling
BDP TR azide is used as a fluorescent azide building block to label proteins, peptides, and other biomolecules that have been functionalized with complementary alkyne groups. Researchers in chemical biology and biomaterials labs commonly incorporate this reagent into labeling workflows to generate fluorescent conjugates for microscopy and fluorescence-based assays, including tracking binding interactions, monitoring biomolecule localization, and producing labeled affinity reagents. The azide handle enables late-stage installation of the BDP TR fluorophore into complex constructs without requiring dye redesign for each target.
2. Fluorescent Probe Construction
BDP TR azide supports fluorescent probe development where a defined fluorophore position is needed for consistent optical reporting. In practice, teams building imaging probes and molecular tools often use BDP TR azide to generate labeled ligands, scaffolded reporters, and multicomponent probe assemblies by clicking the azide onto alkyne-bearing recognition elements or scaffold polymers. This approach is frequently used to streamline probe generation for structure-activity studies, enabling rapid comparison of labeling density and conjugate architecture while keeping the fluorophore identity constant.
3. Surface And Polymer Functionalization
BDP TR azide is applied for fluorescent surface and polymer functionalization via click chemistry, allowing researchers to create labeled coatings, hydrogels, and polymer materials with controlled dye incorporation. Materials scientists and assay developers use these dye-functionalized surfaces to visualize material distribution, quantify surface-bound components in fluorescence readouts, and produce fluorescently tagged biomaterial platforms for microscopy. The azide functionality provides a convenient route to attach the BDP TR fluorophore to alkyne-functional substrates, supporting reproducible material staining and downstream imaging workflows.
4. Cell Imaging Labeling
BDP TR azide is employed to generate red/orange-emitting fluorescent conjugates used for cellular imaging experiments where click-based labeling is preferred for modular construct assembly. In cell biology workflows, alkyne-modified targeting ligands or biomolecule reporters are labeled with BDP TR azide to visualize uptake, distribution, and colocalization in fluorescence microscopy experiments. The reagent's azide chemistry supports flexible labeling strategies that can be integrated into multistep experimental pipelines, including preparing fluorescent reagents for imaging panels and comparative labeling studies.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 9 |
| Exact Mass | 506.1507816 g/mol |
| Monoisotopic Mass | 506.1507816 g/mol |
| Topological Polar Surface Area | 88.9Ų |
| Heavy Atom Count | 36 |
| Formal Charge | 0 |
| Complexity | 993 |
| 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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