
BDP TR amine | CAS 2183473-18-7
| Catalog Number | F01-0022 |
| Category | BODIPY |
| Molecular Formula | C27H30N4BClF2O2S |
| Molecular Weight | 558.88 |
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Product Introduction
BDP TR is a bright borondipyrromethene dye for ROX channel. Unlike ROX, it is very stable to oxidation. This amine derivative is useful for the conjugation with electrophilic reagents like epoxides and activated carboxyl derivatives, and as well for enzymatic transamination reaction.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | 6-[[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]acetyl]amino]hexylazanium;chloride |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 6-[[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]acetyl]amino]hexylazanium;chloride |
| SMILES | [B-]1(N2C(=CC=C2C3=CC=CS3)C=C4[N+]1=C(C=C4)C5=CC=C(C=C5)OCC(=O)NCCCCCC[NH3+])(F)F.[Cl-] |
| InChI | InChI=1S/C27H29BF2N4O2S.ClH/c29-28(30)33-21(18-22-10-14-25(34(22)28)26-6-5-17-37-26)9-13-24(33)20-7-11-23(12-8-20)36-19-27(35)32-16-4-2-1-3-15-31;/h5-14,17-18H,1-4,15-16,19,31H2,(H,32,35);1H |
| InChIKey | DSCISRRJOISYKQ-UHFFFAOYSA-N |
| Solubility | good in DCM, DMSO, DMF |
| Appearance | dark colored solid |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 60000 |
| 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 amine is a reactive fluorescent dye building block designed for covalent labeling workflows where an amine-reactive handle is needed to attach fluorophores to proteins, peptides, and other primary-amine-containing biomolecules. In typical fluorescence labeling and molecular imaging development, its red-emitting BODIPY-derived character supports bright signal generation for microscopy and fluorescence-based readouts, while the amine functionality enables downstream conjugation strategies for probe and reagent construction.
1. Protein And Peptide Labeling
BDP TR amine is used by chemical biology and bioconjugation researchers to prepare fluorescent protein conjugates for imaging and assay development. In practice, it is commonly incorporated during fluorophore labeling of antibodies, enzymes, affinity reagents, and purified binding proteins to generate stable fluorescent conjugates for tracking molecular localization, monitoring binding interactions, and supporting fluorescence-based characterization of biomolecular systems. The dye's covalent attachment approach helps maintain consistent labeling for workflows that require reproducible fluorescence across samples.
2. Fluorescence Microscopy Staining
BDP TR amine is applied in fluorescence microscopy experiments where red-channel detection is advantageous for multicolor panels and background-managed imaging. Researchers use dye-labeled biomolecules to visualize binding to cellular targets, to follow biomolecule trafficking in fixed specimens, and to construct imaging reagents for cell-surface or extracellular labeling studies. The dye's brightness and emission in the red spectral region make it a practical choice for confocal and widefield microscopy setups that rely on robust fluorophore signal for qualitative and quantitative imaging.
3. Flow Cytometry Fluorescent Conjugates
BDP TR amine supports flow cytometry reagent development by enabling preparation of fluorescently labeled biomolecules used in cell staining and binding assays. In common laboratory workflows, it is used to generate red-emitting conjugates for analyzing cell populations based on fluorescent readouts from labeled antibodies, ligands, or other amine-containing probes. This enables researchers to perform fluorescence-based characterization of binding behavior, labeling intensity distributions, and multiplex-compatible staining schemes using appropriate cytometer filter sets.
4. Biomaterial Surface Functionalization
BDP TR amine is also leveraged in biomaterials research to introduce fluorescent functionality onto amine-containing surfaces and matrices for materials imaging and surface characterization. Investigators use dye-labeled conjugates to visualize coating uniformity, track adsorption of biomolecules onto engineered materials, and create fluorescently traceable scaffolds for microscopy-based readouts. Covalent incorporation strategies help maintain dye retention during washing steps that are typical in surface studies and imaging workflows.
Computed Properties
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 11 |
| Exact Mass | 558.1839116 g/mol |
| Monoisotopic Mass | 558.1839116 g/mol |
| Topological Polar Surface Area | 102Ų |
| Heavy Atom Count | 38 |
| Formal Charge | 0 |
| Complexity | 922 |
| 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 | 2 |
| Compound Is Canonicalized | Yes |
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