
BDP 564/570 carboxylic acid | CAS 150173-89-0
| Catalog Number | F01-0247 |
| Category | BODIPY |
| Molecular Formula | C20H17N2BF2O2 |
| Molecular Weight | 366.17 |
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Product Introduction
BDP 564/570 is a fluorophore with the emission in orange part of the spectrum. The dye is pretty hydrophobic. It can be used for the labeling of lipids, oligonucleotides, peptides, and many other large and small molecules.,Free carboxylic acid can be used in peptide synthesis as an N-terminal monomer. An NHS ester, with a pre-activated carboxy group, is also available.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 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]propanoic acid |
| SMILES | [B-]1(N2C(=CC=C2CCC(=O)O)C=C3[N+]1=C(C=C3)C=CC4=CC=CC=C4)(F)F |
| InChI | InChI=1S/C20H17BF2N2O2/c22-21(23)24-16(7-6-15-4-2-1-3-5-15)8-10-18(24)14-19-11-9-17(25(19)21)12-13-20(26)27/h1-11,14H,12-13H2,(H,26,27)/b7-6+ |
| InChIKey | FSFCXHCEPTYPSJ-VOTSOKGWSA-N |
| Solubility | Good in DMF, DMSO, chlorinated organic solvents |
| Appearance | Dark colored solid |
Product Specification
| CF260 | 0.01 |
| CF280 | 0.03 |
| Fluorescence Quantum Yield | 0.74 |
| Excitation | 565 |
| Emission | 574 |
| 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. Desiccate. |
Application
BDP 564/570 carboxylic acid is a BODIPY-based fluorescent dye supplied as a carboxylic acid for conjugation-ready labeling workflows. Its bright visible emission in the orange-red region makes it well suited for fluorescence imaging and quantitative fluorescence assays where stable dye performance and covalent attachment to biomolecules are required. The carboxyl group enables straightforward incorporation into labeled probes and conjugates used across microscopy, flow cytometry, and fluorescence-based detection formats.
1. Protein Conjugation Labeling
BDP 564/570 carboxylic acid is frequently used by chemical biology and protein engineering groups to generate fluorescently labeled proteins for localization and binding studies. Researchers typically incorporate the dye into protein conjugates to track expression, uptake, or interaction partners in fluorescence microscopy and plate-based fluorescence assays. The carboxylic acid handle supports covalent dye attachment strategies that help reduce dye loss during washing steps common in imaging workflows.
2. Fluorescence Microscopy Imaging
BDP 564/570 carboxylic acid is applied in fluorescence microscopy for cellular and biomolecular imaging experiments that benefit from orange-red channel readouts. Imaging labs use dye-conjugated targeting reagents or labeled biomolecules to visualize distributions at the single-cell level, including colocalization experiments where the emission window is chosen to minimize overlap with other fluorophores. The dye's conjugation-ready functionality supports consistent staining of fixed or prepared samples used in microscopy pipelines.
3. Flow Cytometry Fluorescent Labeling
BDP 564/570 carboxylic acid supports flow cytometry workflows that rely on covalent fluorescent labeling for robust signal during sample processing. Flow cytometry users commonly prepare dye-labeled biomolecules for quantifying binding events, tracking biomaterial-associated components, or monitoring labeled populations in multiplex staining panels. The carboxylic acid form is leveraged to build stable conjugates that remain associated with the labeled entity through centrifugation and wash steps typical of cytometry sample preparation.
4. Fluorescent Assay Reagent Development
BDP 564/570 carboxylic acid is used by assay developers to construct fluorescence reagents for quantitative readouts in microplate formats. In fluorescence assay development, the dye is incorporated into labeled reporters such as binding reagents, detection conjugates, or fluorescent standards that are compatible with routine fluorescence instrumentation. The orange-red emission supports assay design choices where spectral separation from other assay components is important for reliable measurement of signal changes associated with binding or labeling events.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 5 |
| Exact Mass | 366.1351143 g/mol |
| Monoisotopic Mass | 366.1351143 g/mol |
| Topological Polar Surface Area | 45.2Ų |
| Heavy Atom Count | 27 |
| Formal Charge | 0 |
| Complexity | 738 |
| 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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