
BDP 650/665 alkyne | CAS 2006345-40-8
| Catalog Number | R02-0015 |
| Category | Alkynes |
| Molecular Formula | C26H21N4BF2O2 |
| Molecular Weight | 470.28 |
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Product Introduction
BDP 650/665 is a bright borondipyrromethene dye designed to fit Cy5 channel of various instruments. The terminal ethynyl group of BDP 650/665 alkyne can be easily conjugated with various azides using a copper-catalyzed Click chemistry reaction.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 2-[4-[(E)-2-[2-fluoro-12-(1H-pyrrol-2-yl)-3-aza-1-azonia-2-boratricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-4-yl]ethenyl]phenoxy]-N-prop-2-ynylacetamide;fluoride |
| SMILES | B1(N2C(=CC=C2C=CC3=CC=C(C=C3)OCC(=O)NCC#C)C=C4[N+]1=C(C=C4)C5=CC=CN5)F.[F-] |
| InChI | InChI=1S/C26H20BFN4O2.FH/c1-2-15-30-26(33)18-34-23-12-6-19(7-13-23)5-8-20-9-10-21-17-22-11-14-25(24-4-3-16-29-24)32(22)27(28)31(20)21;/h1,3-14,16-17H,15,18H2,(H,30,33);1H/b8-5+; |
| InChIKey | SVLHJAJWKKRWIX-HAAWTFQLSA-N |
| Solubility | soluble in DMF, DMSO |
| Appearance | dark colored solid |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 94000 |
| Fluorescence Quantum Yield | 0.52 |
| Excitation | 649 |
| Emission | 667 |
| 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 650/665 alkyne is an alkyne-functionalized BODIPY fluorophore designed for click chemistry labeling workflows where a red/far-red emitting dye is required. Its reactive alkyne handle enables efficient conjugation to azide-bearing biomolecules, affinity ligands, polymers, and biomaterials, supporting fluorescent tracking in microscopy and fluorescence-based assays. Researchers commonly incorporate this dye into probe and conjugate construction to visualize labeled targets with BODIPY-like brightness and photostability under standard fluorescence imaging conditions.
1. Biomolecule Labeling
BDP 650/665 alkyne is frequently used by chemical biology and glycobiology groups to prepare fluorescently labeled proteins, peptides, and other biomolecules via azide-alkyne click conjugation. The dye's alkyne functionality allows straightforward installation of a far-red emitting reporter onto azide-functionalized targets, enabling downstream fluorescence imaging, binding studies, and conjugate characterization without introducing additional bulky fluorophore-linker chemistry at the labeling stage. This approach is commonly used to generate fluorescent standards for assay development and to build labeled reagents for screening workflows that rely on robust far-red signal readout.
2. Fluorescent Probe Construction
BDP 650/665 alkyne supports fluorescent probe development by providing a reactive alkyne for attaching the BODIPY reporter to probe scaffolds that already contain azide handles. In practice, this enables construction of multi-component imaging probes, labeling reagents for molecular imaging experiments, and modular fluorescence tags for studying biomolecular interactions. Teams developing fluorescence microscopy reagents often choose this dye for its red/far-red emission profile, which helps separate probe signal from common autofluorescence backgrounds in cellular and material imaging experiments.
3. Biomaterial Surface Functionalization
BDP 650/665 alkyne is used in biomaterials research to introduce a fluorescent reporter onto azide-functionalized surfaces, coatings, and polymer matrices through click-compatible conjugation. Materials scientists and surface engineering teams incorporate the dye to visualize coating uniformity, monitor surface modification, and track labeled biomolecule immobilization on hydrogels, films, and other functional materials. The resulting fluorescently tagged surfaces are also used to support microscopy-based studies of material-biomolecule interactions and to provide spatial readouts during optimization of surface chemistry.
4. Polymer and Nanoparticle Labeling
BDP 650/665 alkyne is well suited for labeling polymer constructs and nanoparticle platforms when azide-functional building blocks are available. Researchers use the alkyne handle to install a far-red BODIPY reporter onto polymer chains, crosslinked networks, or nanoparticle surfaces, creating fluorescent tracers for material characterization and uptake or binding studies in fluorescence imaging workflows. This labeling strategy is commonly applied in industrial and academic materials R&D to generate reproducible fluorescent materials for process monitoring, lot-to-lot comparison, and imaging-guided optimization of functional formulations.
Computed Properties
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 7 |
| Exact Mass | 470.1725624 g/mol |
| Monoisotopic Mass | 470.1725624 g/mol |
| Topological Polar Surface Area | 62.1Ų |
| Heavy Atom Count | 35 |
| Formal Charge | 0 |
| Complexity | 959 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 2 |
| Compound Is Canonicalized | Yes |
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