
BDP TR carboxylic acid | CAS 150152-64-0
| Catalog Number | F01-0024 |
| Category | BODIPY |
| Molecular Formula | C21H15N2BF2O3S |
| Molecular Weight | 424.23 |
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Product Introduction
BDP TR is a bright and photostable fluorophore for ROX/Texas red channel. It is moderately hydrophobic, has relatively long lifetime of the excited state, and significant two photon cross section. This carboxylic acid derivative can be used for the labeling of alcohols by Steglich esterification, or in non-conjugated form (non-activated carboxy group can be considered inert for applications that do not require conjugation).
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | 2-[4-(2,2-difluoro-12-thiophen-2-yl-1-aza-3-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-3,5,7,9,11-pentaen-4-yl)phenoxy]acetic acid |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 2-[4-(2,2-difluoro-12-thiophen-2-yl-1-aza-3-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-3,5,7,9,11-pentaen-4-yl)phenoxy]acetic acid |
| SMILES | [B-]1(N2C(=CC=C2C3=CC=CS3)C=C4[N+]1=C(C=C4)C5=CC=C(C=C5)OCC(=O)O)(F)F |
| InChI | InChI=1S/C21H15BF2N2O3S/c23-22(24)25-15(12-16-6-10-19(26(16)22)20-2-1-11-30-20)5-9-18(25)14-3-7-17(8-4-14)29-13-21(27)28/h1-12H,13H2,(H,27,28) |
| InChIKey | GBWGJJBJMKBGOS-UHFFFAOYSA-N |
| Solubility | good in DMF, DMSO |
| Appearance | dark colored solid |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 69000 |
| Fluorescence Quantum Yield | 0.9 |
| Excitation | 589 |
| Emission | 616 |
| 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 TR carboxylic acid is a red-emitting BODIPY-derived fluorescent dye bearing a carboxylic acid handle, commonly used as a labeling fluorophore in chemical biology workflows. Its strong fluorescence in the visible range makes it practical for constructing fluorescent conjugates for microscopy and fluorescence-based assays, while the carboxyl functionality enables downstream coupling strategies to biomolecules and materials.
1. Protein Conjugation Labeling
BDP TR carboxylic acid is frequently used as a fluorophore for protein labeling in research settings where robust red fluorescence is required for tracking, quantification, and imaging readouts. Researchers incorporate it into antibody conjugates, enzyme labeling reagents, and protein standards by first converting the carboxylic acid to an activated coupling form compatible with common bioconjugation chemistries. The resulting BDP TR-labeled proteins are then employed in fluorescence microscopy, fluorescence spectroscopy, and plate-based fluorescence assays to monitor binding interactions, reagent distribution, or labeling efficiency.
2. Fluorescent Imaging Tracers
BDP TR carboxylic acid is well suited for building fluorescent imaging tracers for cellular and materials studies, particularly when a red-emitting dye is desired to reduce spectral overlap with other channels. In typical workflows, the carboxylic acid is used to generate dye conjugates that can be incorporated into probes, labeled biomolecular assemblies, or functionalized surfaces used as imaging substrates. Imaging teams use these conjugates for localization studies in fluorescence microscopy and for visualization of labeled components in complex experimental samples where stable, bright emission supports clear contrast.
3. Biomaterial Surface Functionalization
BDP TR carboxylic acid is applied in biomaterials science to introduce fluorescent tags onto polymers, hydrogels, and other surface platforms used for microscopy and imaging-based characterization. The dye's carboxylic acid group provides a practical attachment point for immobilizing fluorescence onto material surfaces or for integrating the dye into surface-modified coatings that can be imaged during cell-material interaction studies or scaffold characterization. Materials researchers rely on BDP TR fluorescence to visualize distribution, coating uniformity, and spatial organization of functional layers in engineered biomaterial systems.
4. Multicolor Assay Development
BDP TR carboxylic acid is used as a red fluorophore component in fluorescence assay development where multiplexing and channel separation are important. Assay developers conjugate the dye to targeting ligands, reporters, or assay reagents to create fluorescent readouts compatible with standard fluorescence plate readers and imaging systems. The carboxylic acid functionality supports incorporation into labeled constructs that can be used for binding assays, labeling quantification, and fluorescence-based monitoring of reagent performance in assay optimization workflows.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 5 |
| Exact Mass | 424.0864500 g/mol |
| Monoisotopic Mass | 424.0864500 g/mol |
| Topological Polar Surface Area | 82.7Ų |
| Heavy Atom Count | 30 |
| Formal Charge | 0 |
| Complexity | 810 |
| 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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