
BDP 558/568 carboxylic acid | CAS 150173-72-1
| Catalog Number | F01-0003 |
| Category | BODIPY |
| Molecular Formula | C16H13BF2N2O2S |
| Molecular Weight | 346.16 |
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Product Introduction
BDP 558/568 carboxylic acid is a fluorescent dye that features a borondipyrromethene (BODIPY) core, known for its bright fluorescence and photostability. This compound exhibits strong absorption and emission in the orange-red spectrum, making it suitable for fluorescence microscopy and flow cytometry applications. The presence of a carboxylic acid group allows for straightforward conjugation to amine-containing biomolecules, facilitating its use as a labeling reagent in biochemical assays and molecular imaging studies.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | BDP 558/568 COOH; BODIPY 558/568 carboxylic acid |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 3-(2,2-difluoro-12-thiophen-2-yl-1,3-diaza-2-boranuidatricyclo[7.3.0.03,7]dodeca-4,6,8,10-tetraen-4-yl)propanoic acid |
| SMILES | [B-]1(N2C(C=CC2=CC3=CC=C(N31)CCC(=O)O)C4=CC=CS4)(F)F |
| InChI | InChI=1S/C16H14BF2N2O2S/c18-17(19)20-11(6-8-16(22)23)3-4-12(20)10-13-5-7-14(21(13)17)15-2-1-9-24-15/h1-5,7,9-10,14H,6,8H2,(H,22,23)/q-1 |
| InChIKey | AQRXTSIFUROMPR-UHFFFAOYSA-N |
| Solubility | good in DCM, DMF, DMSO |
| Appearance | dark colored solid |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 84400 |
| Excitation | 561 |
| Emission | 569 |
| 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 558/568 carboxylic acid is a BODIPY-based fluorescent dye designed for covalent incorporation into biomolecules and materials through its carboxylic acid functionality. Its emission in the 560-580 nm range makes it a practical orange-red channel label for fluorescence microscopy and fluorescence readouts, including conjugate tracking and multicolor imaging workflows. Researchers commonly use it to prepare fluorescent conjugates where a stable, compact fluorophore scaffold is advantageous for labeling and imaging.
1. Bioconjugate Labeling
BDP 558/568 carboxylic acid is used to generate fluorescent bioconjugates for protein and peptide labeling workflows in chemical biology and biomaterials research. In practice, the carboxylic acid handle enables downstream coupling strategies to attach the dye to amine-bearing biomolecules or to dye-linker architectures used in labeling kits and custom conjugation schemes. This makes the reagent a common choice for preparing conjugates used to monitor binding, trafficking, and distribution of labeled biomacromolecules in assay development and imaging studies.
2. Fluorescence Microscopy Imaging
BDP 558/568 carboxylic acid supports cellular and molecular imaging experiments where an orange-red emitting fluorophore is required for multichannel fluorescence microscopy. Investigators use dye-labeled targets, such as labeled proteins, polymers, or affinity reagents, to visualize localization patterns in fixed-cell experiments and fluorescence imaging datasets that benefit from a distinct emission window. The dye's BODIPY core is often selected for constructing robust imaging reagents that can be integrated into microscopy staining and probe-construction pipelines.
3. Flow Cytometry Fluorescent Labeling
BDP 558/568 carboxylic acid is applied in fluorescence-activated cell sorting and flow cytometry workflows as part of fluorescent labeling reagent development. Researchers prepare dye-conjugated biomolecules or labeling reagents that report on binding events, surface association, or labeling efficiency using the dye's emission in the orange-red region. This approach is frequently used in assay development and cell-surface characterization studies where a fluorophore with a clean spectral contribution to common cytometry channels is needed.
4. Fluorescent Standards And Tracers
BDP 558/568 carboxylic acid is also used to create fluorescent reference materials and tracers for method development and instrument setup. In many laboratories, dye-containing conjugates or dye-incorporated materials derived from the reagent are used to validate imaging conditions, compare labeling batches, or support quantitative fluorescence workflows where a consistent orange-red emitting signal is required. This use case is particularly common when researchers need a controllable fluorescent component that can be incorporated into calibration-like reagents for routine fluorescence measurements.
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