
BDP 581/591 carboxylic acid | CAS 480999-04-0
| Catalog Number | F01-0236 |
| Category | BODIPY |
| Molecular Formula | C22H19BF2N2O2 |
| Molecular Weight | 392.2 |
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Product Introduction
BDP 581/591 carboxylic acid is a BDP linker containing a carboxylic acid. The BDP 581/591 is very photostable. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | 95% |
| IUPAC Name | 3-[2,2-difluoro-12-[(1E,3E)-4-phenylbuta-1,3-dienyl]-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=CC=CC4=CC=CC=C4)(F)F |
| InChI | InChI=1S/C22H19BF2N2O2/c24-23(25)26-18(9-5-4-8-17-6-2-1-3-7-17)10-12-20(26)16-21-13-11-19(27(21)23)14-15-22(28)29/h1-13,16H,14-15H2,(H,28,29)/b8-4+,9-5+ |
| InChIKey | BNURWCMGIJOEAC-KBXRYBNXSA-N |
| Solubility | DMF, DMSO, DCM |
Product Specification
| Excitation | 585 |
| Emission | 594 |
| Storage | -20 °C |
Application
BDP 581/591 carboxylic acid is a BODIPY-based fluorescent dye supplied with a carboxylic acid handle for covalent incorporation into amine-bearing biomolecules and labeling platforms. Its bright orange-red emission supports fluorescence microscopy and quantitative fluorescence workflows where stable dye conjugates are required, and the carboxyl functionality enables downstream conjugate construction for imaging reagents and labeled standards.
1. Protein And Antibody Labeling
BDP 581/591 carboxylic acid is used to generate fluorescently labeled proteins, antibodies, and affinity reagents for fluorescence imaging and fluorescence-based binding studies. Researchers typically incorporate the dye into lysine-rich biomolecules to create stable dye conjugates for microscopy and plate-based fluorescence assays, leveraging the dye's strong emission in the orange-red spectral region. This labeling approach is common in chemical biology labs that need consistent fluorescent reporters for tracking binding, localization, or reagent distribution across experimental conditions.
2. Fluorescence Microscopy Staining
BDP 581/591 carboxylic acid is frequently employed as a fluorescent labeling component for cellular and biomaterial microscopy workflows where orange-red emission provides spectral separation from common green-channel fluorophores. The carboxylic acid functionality supports preparation of dye conjugates used for staining fixed samples, imaging labeled biomolecular assemblies, and visualizing fluorescently tagged components within complex samples. Imaging teams use BODIPY conjugates to produce robust fluorescence signals suited to routine widefield and confocal microscopy experiments, including multicolor experiments that benefit from red-shifted emission.
3. Fluorescent Labeling For Flow Cytometry
BDP 581/591 carboxylic acid is applied in flow cytometry reagent development by converting the dye into fluorescent conjugates that report on biomolecule binding or labeling events. Flow cytometry users incorporate the dye into antibodies or other targeting binders to create orange-red emitting reagents for quantifying labeled populations and monitoring labeling consistency across samples. The carboxyl functionality supports conjugate construction workflows that yield stable fluorescent reporters for instrument-compatible multicolor panels, particularly when spectral separation from standard fluorophores is needed.
4. Fluorescent Standards And Tracing Reagents
BDP 581/591 carboxylic acid is also used to prepare fluorescent standards and tracing reagents for method development and assay qualification in fluorescence-based analytical workflows. Researchers generate dye-containing conjugates or labeled reference materials to calibrate fluorescence readouts, validate labeling efficiency trends, and support reproducible imaging or quantitation experiments. In materials science and chemical biology, orange-red emitting BODIPY conjugates prepared from this dye are used to track labeled components in labeled polymers, biomaterial constructs, and experimental controls where consistent fluorescence behavior is required.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 6 |
| Exact Mass | 392.1507643 g/mol |
| Monoisotopic Mass | 392.1507643 g/mol |
| Topological Polar Surface Area | 45.2Ų |
| Heavy Atom Count | 29 |
| Formal Charge | 0 |
| Complexity | 810 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 2 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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