
BDP TR methyltetrazine | CAS 2183473-54-1
| Catalog Number | F01-0222 |
| Category | BODIPY |
| Molecular Formula | C31H24BF2N7O2S |
| Molecular Weight | 607.5 |
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Product Introduction
BDP TR methyltetrazine is a BDP dye linker containing a methyltetrazine group. Methyltetrazine is reactive toward trans-cyclooctenes. The additional methyl on the methyltetrazine enhances the stability of the group.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | BDPTRmethyltetrazine |
| Purity | 98% |
| IUPAC Name | 2-[4-(2,2-difluoro-12-thiophen-2-yl-1,3-diaza-2-boranuidatricyclo[7.3.0.03,7]dodeca-5,7,9,11-tetraen-4-yl)phenoxy]-N-[[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methyl]acetamide |
| SMILES | [B-]1(N2C(C=CC2=CC3=CC=C(N31)C4=CC=CS4)C5=CC=C(C=C5)OCC(=O)NCC6=CC=C(C=C6)C7=NN=C(N=N7)C)(F)F |
| InChI | InChI=1S/C31H25BF2N7O2S/c1-20-36-38-31(39-37-20)23-6-4-21(5-7-23)18-35-30(42)19-43-26-12-8-22(9-13-26)27-14-10-24-17-25-11-15-28(29-3-2-16-44-29)41(25)32(33,34)40(24)27/h2-17,27H,18-19H2,1H3,(H,35,42)/q-1 |
| InChIKey | MZDFKWBMDRSAJA-UHFFFAOYSA-N |
| Solubility | DMF, DMSO, DCM |
Product Specification
| Fluorescence Quantum Yield | 0.90 |
| Excitation | 589 |
| Emission | 616 |
| Storage | -20 °C |
Application
BDP TR methyltetrazine is a tetrazine-functionalized fluorescent building block designed for bioorthogonal click chemistry workflows, enabling fast labeling of biomolecules and probe constructs via trans-cyclooctene (TCO) ligation. The BDP (boron-dipyrromethene) fluorophore provides strong far-red fluorescence for imaging and flow-based readouts, while the methyltetrazine moiety supports efficient conjugation in complex biological matrices. Researchers use this reagent to assemble targeted fluorescent conjugates, including microscopy probes, labeling reagents, and imaging standards where modular click attachment is preferred.
1. Targeted Biomolecule Labeling
BDP TR methyltetrazine is used to fluorescently label proteins, peptides, and other TCO-functionalized biomolecules in chemical biology and molecular imaging workflows. In practice, teams often prepare a TCO-bearing targeting component (e.g., affinity reagent, binding ligand, or carrier protein) and then perform the tetrazine-mediated fluorescent "tagging" step to generate a final imaging conjugate. This approach supports modular probe construction for microscopy studies, fluorescence-based binding experiments, and reagent development where the fluorescent payload must be attached after the targeting scaffold is prepared.
2. Fluorescence Microscopy Probes
BDP TR methyltetrazine supports the development of far-red fluorescence microscopy probes by enabling post-functionalization of TCO-containing imaging constructs. Researchers commonly use the reagent to build fluorescent conjugates for cellular imaging experiments, including labeling of biomolecule assemblies, surface-associated targets on engineered materials, and multi-component probe systems where the fluorophore is introduced at the final stage. The BDP fluorophore's emission properties make it a practical choice for experiments that benefit from reduced spectral interference and robust visualization in fluorescence microscopy.
3. Flow Cytometry Conjugates
BDP TR methyltetrazine is applied in the preparation of fluorescent conjugates for flow cytometry workflows that rely on modular assembly from a TCO-functionalized reagent. By attaching the BDP fluorophore through tetrazine click chemistry, assay developers can generate consistent fluorescent labeling reagents for cell-surface or biomolecule-associated staining formats used in immunoassay development, binding studies, and reagent screening. The resulting labeling conjugates are particularly useful when researchers need a reliable way to swap fluorophores or rapidly prototype new fluorescent tagging strategies.
4. Biomaterial Surface Functionalization
BDP TR methyltetrazine is used to introduce far-red fluorescent functionality onto TCO-modified biomaterials and surfaces for imaging and materials characterization. In biomaterials research, investigators often incorporate TCO groups into hydrogels, polymer coatings, or nanoparticle surfaces and then use the tetrazine reagent to attach a fluorescent reporter for spatial visualization, localization studies, and quality control of surface functionalization. This click-based labeling strategy helps maintain modularity between the material synthesis step and the fluorescent reporter installation step, supporting iterative materials development and characterization by fluorescence imaging.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 8 |
| Exact Mass | 608.1851557 g/mol |
| Monoisotopic Mass | 608.1851557 g/mol |
| Topological Polar Surface Area | 126Ų |
| Heavy Atom Count | 44 |
| Formal Charge | -1 |
| Complexity | 1080 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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