
BDP TR alkyne | CAS 2006345-35-1
| Catalog Number | R02-0019 |
| Category | Alkynes |
| Molecular Formula | C24H18N3BF2O2S |
| Molecular Weight | 461.29 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
BDP TR is a borondipyrromethene fluorophore for ROX (Texas Red) channel. This is a universal fluorophore that can be used for microscopy, fluorescence polarization assay, and other applications. This derivative is a terminal alkyne for copper-catalyzed Click chemistry.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | Bodipy TR alkyne; 2-(4-(5,5-difluoro-7-(thiophen-2-yl)-5H-5l4,6l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-3-yl)phenoxy)-N-(prop-2-yn-1-yl)acetamide; 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]-N-prop-2-ynylacetamide |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 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]-N-prop-2-ynylacetamide |
| SMILES | [B-]1(N2C(=CC=C2C3=CC=CS3)C=C4[N+]1=C(C=C4)C5=CC=C(C=C5)OCC(=O)NCC#C)(F)F |
| InChI | InChI=1S/C24H18BF2N3O2S/c1-2-13-28-24(31)16-32-20-9-5-17(6-10-20)21-11-7-18-15-19-8-12-22(23-4-3-14-33-23)30(19)25(26,27)29(18)21/h1,3-12,14-15H,13,16H2,(H,28,31) |
| InChIKey | NRAIVGWGVIETRD-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 alkyne is an alkyne-functional, BODIPY-based fluorescent dye designed for copper-catalyzed azide-alkyne cycloaddition (CuAAC) labeling workflows. Its bright red-orange emission and small, hydrophobic fluorophore scaffold make it well suited for constructing fluorescent conjugates where defined attachment chemistry is required. In click-based bioconjugation, BDP TR alkyne is commonly incorporated into probes, affinity reagents, and labeled materials to enable fluorescence microscopy and quantitative fluorescence readouts after conjugation to azide-bearing partners.
1. Biomolecule Labeling
BDP TR alkyne is used to fluorescently tag biomolecules that have been engineered with azide handles, including proteins, peptides, and nucleic acid derivatives. Researchers typically employ it to generate site-defined fluorescent conjugates for tracking binding events, monitoring biomolecular interactions, and building labeled standards for fluorescence-based assays. Because the dye is introduced through click chemistry, the labeling can be performed under conditions that are compatible with many azide-functional biomolecule workflows, supporting downstream imaging and quantification.
2. Fluorescent Probe Construction
BDP TR alkyne serves as a modular fluorophore component for assembling fluorescent probes via click conjugation to azide-functional targeting ligands or scaffold molecules. In chemical biology and fluorescence probe development, it is frequently incorporated into small-molecule or polymer-linked imaging reagents where the fluorophore needs to be appended at a defined position rather than through random dye-reactive coupling. The resulting BODIPY-triazole conjugates are then used in fluorescence imaging experiments to visualize labeled constructs and to support assay development that relies on stable, dye-driven signal generation.
3. Surface And Polymer Functionalization
BDP TR alkyne is applied in biomaterials and materials research to introduce fluorescent functionality onto azide-bearing surfaces, coatings, and polymer backbones using click immobilization strategies. This enables fabrication of fluorescently labeled hydrogels, membranes, and nanoparticles where spatially localized fluorescence is required for microscopy-based characterization, material tracking, or process monitoring in lab-scale workflows. By using the alkyne handle as the reactive site, the dye can be integrated into functional materials while preserving the performance of other surface chemistries used for binding or immobilization.
4. Cell Imaging Conjugates
BDP TR alkyne is frequently used to prepare fluorescence imaging reagents that label cell-associated targets after conjugation to azide-functional biomolecules or cell-labeling reagents. In microscopy workflows, researchers generate red-orange fluorescent conjugates that can be introduced to biological samples to visualize binding, localization, or uptake patterns of the azide-bearing targeting component. The click approach supports consistent dye incorporation into the final imaging conjugate, which is particularly useful when comparing multiple labeled constructs across imaging experiments.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 6 |
| Exact Mass | 461.1180845 g/mol |
| Monoisotopic Mass | 461.1180845 g/mol |
| Topological Polar Surface Area | 74.5Ų |
| Heavy Atom Count | 33 |
| Formal Charge | 0 |
| Complexity | 935 |
| 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 |
Recommended Services
Recommended Articles
- Hoechst Dyes: Definition, Structure, Mechanism and Applications
- Mastering the Spectrum: A Comprehensive Guide to Cy3 and Cy5 Dyes
- Fluorescent Probes: Definition, Structure, Types and Application
- Fluorescent Dyes: Definition, Mechanism, Types and Application
- Coumarin Dyes: Definition, Structure, Benefits, Synthesis and Uses
- Unlocking the Power of Fluorescence Imaging: A Comprehensive Guide
- Cell Imaging: Definitions, Systems, Protocols, Dyes, and Applications
- Lipid Staining: Definition, Principles, Methods, Dyes, and Uses
- Flow Cytometry: Definition, Principles, Protocols, Dyes, and Uses
- Nucleic Acid Staining: Definition, Principles, Dyes, Procedures, and Uses
Recommended Products
Online Inquiry