
BDP 564/570 NHS ester | CAS 150173-90-3
| Catalog Number | F01-0239 |
| Category | BODIPY |
| Molecular Formula | C24H20N3BF2O4 |
| Molecular Weight | 463.24 |
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Product Introduction
BDP 564/570 is a lypophilic dye with orange emission. This NHS ester is useful for the labeling of amine containing biomolecules, including amine-modified oligonucleotides.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | (2,5-dioxopyrrolidin-1-yl) 3-[2,2-difluoro-12-[(E)-2-phenylethenyl]-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-4-yl]propanoate |
| SMILES | [B-]1(N2C(=CC=C2CCC(=O)ON3C(=O)CCC3=O)C=C4[N+]1=C(C=C4)C=CC5=CC=CC=C5)(F)F |
| InChI | InChI=1S/C24H20BF2N3O4/c26-25(27)28-18(7-6-17-4-2-1-3-5-17)8-10-20(28)16-21-11-9-19(29(21)25)12-15-24(33)34-30-22(31)13-14-23(30)32/h1-11,16H,12-15H2/b7-6+ |
| InChIKey | DGXBQAVUXBHTIZ-VOTSOKGWSA-N |
| Solubility | Soluble in DMSO, DMF, chlorinated organic solvents |
| Appearance | Dark colored solid |
Product Specification
| CF260 | 0.01 |
| CF280 | 0.03 |
| Fluorescence Quantum Yield | 0.74 |
| Mass Spec M+ Increment | 348.1 |
| Excitation | 565 |
| Emission | 574 |
| Storage | Storage: 12 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 564/570 NHS ester is an NHS-ester activated fluorescent dye designed for covalent fluorescent labeling of primary amine-containing biomolecules and polymers. Its BODIPY-based fluorophore architecture provides strong fluorescence in the orange-red spectral region, making it a common choice for building fluorescent conjugates used in microscopy, imaging workflows, and fluorescence-based assays. Because the NHS ester reacts efficiently with lysine residues and N-termini under standard bioconjugation conditions, this reagent is frequently used to generate labeled antibodies, proteins, and labeling standards for downstream detection.
1. Protein And Antibody Labeling
BDP 564/570 NHS ester is widely used to prepare fluorescently labeled proteins for immunoassays, binding studies, and imaging experiments where lysine/amine coupling is required. Researchers use it to generate BODIPY-labeled antibodies, antibody fragments, and protein conjugates for fluorescence microscopy and plate-based fluorescence readouts, benefiting from the dye's compatibility with common filter sets in the 560-570 nm excitation and 570-600 nm emission window typical of BODIPY orange-red dyes. The NHS ester activation enables straightforward conjugate preparation for labeling workflows that rely on covalent attachment rather than passive adsorption.
2. Fluorescent Microscopy Staining
BDP 564/570 NHS ester supports fluorescence microscopy applications where covalent labeling of cellular or biomolecular targets is needed. Lab teams use BDP 564/570 NHS ester to fluorescently tag proteins used as staining reagents, including extracellular matrix components, cell-surface binding proteins, and other amine-containing probes that are then visualized by widefield or confocal fluorescence imaging. Covalent attachment helps maintain dye retention during washing steps typical of staining protocols, enabling consistent signal during multi-step imaging workflows and colocalization studies with spectrally compatible fluorophores.
3. Flow Cytometry Conjugates
BDP 564/570 NHS ester is used to generate fluorescent conjugates for flow cytometry panels, particularly when covalent amine labeling of antibodies or other binding proteins is preferred. Researchers label amine-rich reagents such as antibodies, lectins, or other protein binders to create stable fluorescent staining reagents for cell-surface or intracellular labeling workflows. The dye's orange-red emission is leveraged to assign a distinct fluorescence channel in multiparameter experiments, supporting gating strategies that require reliable covalent dye attachment and consistent staining behavior after sample processing and washing.
4. Biomaterial Surface Functionalization
BDP 564/570 NHS ester is also applied in biomaterials research to fluorescently functionalize amine-containing surfaces and polymers for imaging-guided material characterization. Materials scientists use the NHS ester chemistry to incorporate BDP 564/570 labeling onto functional coatings, hydrogel components, or amine-terminated polymer scaffolds, enabling visualization of coating distribution, surface coverage, and material morphology by fluorescence microscopy. This approach is frequently used during method development for surface modification strategies where fluorescent readout is needed to confirm successful functionalization and spatial uniformity.
Computed Properties
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 7 |
| Exact Mass | 463.1514926 g/mol |
| Monoisotopic Mass | 463.1514926 g/mol |
| Topological Polar Surface Area | 71.6Ų |
| Heavy Atom Count | 34 |
| Formal Charge | 0 |
| Complexity | 1000 |
| 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 | 1 |
| Compound Is Canonicalized | Yes |
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