
BDP 558/568 DBCO
| Catalog Number | F01-0250 |
| Category | BODIPY |
| Molecular Formula | C37H33N4BF2O2S |
| Molecular Weight | 646.56 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
BDP 558/568 fluorescence maximum is in the yellow spectrum range (569 nm). This dye is an analog of such fluorophores as BODIPY™ 558/568, Cy3™, DyLight™ 549 by its spectral characteristics. It is Soluble in polar organic solvents and has good photostability and high quantum yield.,BDP 558/568 has hydrophobic properties and can be used for staining lipids, membranes, and other lipophilic compounds.,Introduced in the BDP 558/568 molecule, the cyclooctyne functional group allows entering into reactions of 1,3-dipolar cycloaddition with various substituted azides. Such reactions are promoted by ring strain and do not require copper catalysis. Thus, this method can be used for investigating various processes in living cells.,BDP 558/568 DBCO can be used for the detection of target molecules, proteins, or nucleic acids that contain azide groups by microscopy and flow cytometry.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | N-[6-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-6-oxohexyl]-3-(2,2-difluoro-12-thiophen-2-yl-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)NCCCCCC(=O)N3CC4=CC=CC=C4C#CC5=CC=CC=C53)C=C6[N+]1=C(C=C6)C7=CC=CS7)(F)F |
| InChI | InChI=1S/C37H33BF2N4O2S/c39-38(40)43-30(17-18-31(43)25-32-19-21-34(44(32)38)35-13-8-24-47-35)20-22-36(45)41-23-7-1-2-14-37(46)42-26-29-11-4-3-9-27(29)15-16-28-10-5-6-12-33(28)42/h3-6,8-13,17-19,21,24-25H,1-2,7,14,20,22-23,26H2,(H,41,45) |
| InChIKey | JZISDGRJVRJABA-UHFFFAOYSA-N |
| Solubility | Very soluble in DMF, DMSO, dichloromethane |
| Appearance | Brown powder with luster |
Product Specification
| CF260 | 0.00 |
| CF280 | 0.07 |
| Excitation | 561 |
| Emission | 569 |
| Storage | 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. |
Application
BDP 558/568 DBCO is a DBCO-functionalized fluorescent labeling reagent designed for copper-free click chemistry bioconjugation. It couples a BDP 558/568 fluorophore payload to azide-bearing biomolecules under mild conditions, enabling efficient construction of fluorescent conjugates for microscopy and flow-based readouts. The BDP dye's orange-red emission supports sensitive visualization of labeled targets in common fluorescence imaging workflows, while the DBCO handle provides robust compatibility with azide-modified proteins, peptides, glycans, and nucleic acid constructs.
1. Biomolecule Labeling
BDP 558/568 DBCO is used by chemical biology and glycobiology groups to generate fluorescent protein and peptide conjugates via strain-promoted azide-alkyne cycloaddition (SPAAC). Researchers typically prepare azide-functionalized biomolecules (for example, via azide-tagged expression, azide-containing linkers, or azide-modified ligands) and then attach the BDP 558/568 dye using the DBCO group to obtain imaging-ready conjugates for localization studies, binding assays, and labeling controls. This workflow is especially common when a copper-free conjugation strategy is preferred to minimize metal-associated background or compatibility issues in sensitive biomolecule preparations.
2. Fluorescent Probe Construction
BDP 558/568 DBCO serves as a fluorophore building block for fluorescent probe development, where the dye is installed onto azide-containing targeting elements such as affinity reagents, receptor-binding peptides, or nucleic acid scaffolds. In probe construction workflows, the DBCO functionality enables modular exchange of labeling components: azide-bearing recognition units can be clicked to the BDP 558/568 dye to create tailored imaging probes for microscopy experiments and fluorescence-based assays. The resulting BDP 558/568-labeled constructs are commonly used to track binding, uptake, or distribution in experimental systems where stable covalent attachment of the fluorophore is required.
3. Surface And Material Functionalization
BDP 558/568 DBCO is applied in biomaterials research to fluorescently tag azide-functionalized surfaces and interfaces, including polymer films, hydrogels, and nanoparticle coatings prepared with azide groups. Materials scientists and surface chemists use the DBCO handle to covalently incorporate the BDP 558/568 dye onto engineered substrates, enabling visualization of coating uniformity, surface patterning, and spatial distribution of functional layers. This approach is also used to create fluorescently labeled materials for microscopy and imaging-based characterization of biomaterial architectures and conjugate presentation.
4. Flow Cytometry Labeling
BDP 558/568 DBCO is used to prepare fluorescent conjugates for flow cytometry when azide-tagged antibodies, ligands, or other binding reagents are available as click partners. By attaching the BDP 558/568 fluorophore through DBCO-azide cycloaddition, researchers can generate covalently labeled reagents for cell-surface staining and fluorescence readouts without relying on dye adsorption or noncovalent conjugation. This workflow supports consistent labeling across experiments and is frequently used in assay development settings where reproducible fluorescence intensity and stable conjugate attachment are important.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 10 |
| Exact Mass | 646.2385340 g/mol |
| Monoisotopic Mass | 646.2385340 g/mol |
| Topological Polar Surface Area | 85.6Ų |
| Heavy Atom Count | 47 |
| Formal Charge | 0 |
| Complexity | 1370 |
| 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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