
BDP 576/589 tetrazine
| Catalog Number | F01-0249 |
| Category | BODIPY |
| Molecular Formula | C26H23N8BF2O |
| Molecular Weight | 529.17 |
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Product Introduction
Because of its relatively long excited-state lifetime (about 5 nanoseconds), BDP 576/589 dye can be used in various methods based on measuring fluorescence lifetime. Similarly to other dyes of the BDP family, BDP 576/589 has strong hydrophobic properties and is suitable for labeling non-polar and lypophilic biomolecules and their subsequent visualization by fluorescent microscopy, including two-photon microscopy.,This reagent is a tetrazine derivative that can be conjugated with various strained dienophiles such as trans-cyclooctenes and cyclopropenes. This reaction (TCO ligation) is considered to be one of the best bioconjugation reactions because it is very fast and selective in physiological conditions and does not require additional catalyzers, so it is not toxic in vitro and in vivo.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 3-[2,2-difluoro-12-(1H-pyrrol-2-yl)-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-4-yl]-N-[[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methyl]propanamide |
| SMILES | [B-]1(N2C(=CC=C2CCC(=O)NCC3=CC=C(C=C3)C4=NN=C(N=N4)C)C=C5[N+]1=C(C=C5)C6=CC=CN6)(F)F |
| InChI | InChI=1S/C26H23BF2N8O/c1-17-32-34-26(35-33-17)19-6-4-18(5-7-19)16-31-25(38)13-11-20-8-9-21-15-22-10-12-24(23-3-2-14-30-23)37(22)27(28,29)36(20)21/h2-10,12,14-15,30H,11,13,16H2,1H3,(H,31,38) |
| InChIKey | BFWVCPQOTHOHPO-UHFFFAOYSA-N |
| Solubility | Good in polar organic solvents |
| Appearance | Dark colored solid |
Product Specification
| Mass Spec M+ Increment | 501.16 |
| 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 576/589 tetrazine is a tetrazine-functional small-molecule designed for fast, bioorthogonal tetrazine-TCO click chemistry workflows that enable fluorescent labeling and probe construction. Its emission in the 576/589 nm region supports red/orange fluorescence readouts for imaging and assay development, while the tetrazine handle allows modular conjugation to biomolecules, affinity reagents, and materials bearing the complementary strained alkene partner. Researchers use this reagent to build targeted fluorescent conjugates with controlled dye stoichiometry and convenient post-labeling timing.
1. Bioorthogonal Biomolecule Labeling
BDP 576/589 tetrazine is used to label proteins, peptides, and other biomolecular constructs in click-based bioconjugation workflows where a tetrazine handle provides rapid conjugation to TCO-functional targets. Common users include chemical biology groups building fluorescent affinity reagents, researchers preparing labeled antibodies or binding proteins, and teams developing modular imaging probes that require dye attachment after biomolecule formulation. In these applications, the dye's red/orange emission supports microscopy and plate-based fluorescence readouts, enabling visualization of labeled biomolecules in complex biological mixtures.
2. Fluorescent Probe Construction
BDP 576/589 tetrazine serves as a dye component for constructing fluorescent probes and conjugate libraries using tetrazine-alkene ligation. Probe developers incorporate this reagent into multicomponent imaging reagents, such as dual-labeled constructs for colocalization studies or platform probes where the fluorophore is installed on a targeting scaffold with defined timing. Because the tetrazine moiety is compatible with standard click labeling workflows, it is frequently used in assay development to generate consistent fluorescent conjugates for screening and method optimization in fluorescence microscopy and quantitative fluorescence assays.
3. Biomaterials And Surface Functionalization
BDP 576/589 tetrazine is applied in the functionalization of biomaterials and engineered surfaces by coupling the fluorophore onto TCO-bearing polymers, hydrogels, nanoparticles, or coating layers. Materials scientists and translational research teams use this approach to create fluorescently traceable surfaces for studying transport, binding, and material-biomolecule interactions under experimental conditions. The 576/589 nm emission window is particularly useful for multicolor labeling schemes where red/orange channels are required, supporting fluorescence imaging of labeled materials in microscopy-based characterization workflows.
4. Cellular Imaging Workflows
BDP 576/589 tetrazine is used in cellular imaging experiments where researchers want to visualize click-labeled biomolecular targets with a red/orange fluorescent signal. Typical workflows include labeling cell-associated structures or tracking biomolecule delivery using a two-step strategy: pre-introducing a TCO-functional partner followed by tetrazine dye installation. Imaging teams value the modular nature of the tetrazine labeling step for controlling when fluorescence is generated during sample preparation, supporting downstream microscopy-based localization studies and fluorescence quantification.
Computed Properties
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 7 |
| Exact Mass | 512.2055939 g/mol |
| Monoisotopic Mass | 512.2055939 g/mol |
| Topological Polar Surface Area | 104Ų |
| Heavy Atom Count | 38 |
| Formal Charge | 0 |
| Complexity | 990 |
| 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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