
FAM tetrazine, 6-isomer
| Catalog Number | R08-0012 |
| Category | Fluorescein FAM |
| Molecular Formula | C31H21N5O6 |
| Molecular Weight | 559.53 |
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Product Introduction
Fluorescein (FAM) is a popular fluorophore that has bright emission in the green area of visible spectrum. This derivative of fluorescein contains tetrazine moiety. Tetrazines react with trans-cycloalkenes and other strained olefins in a reaction called inverse electron demand Diels-Alder reaction (ied-DA). The reaction is very quick and specific. The reagent contains pure 6-isomer of FAM.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | 6-isomer FAM tetrazine |
| Purity | NMR 1H, HPLC-MS (95%) |
| IUPAC Name | 3',6'-dihydroxy-N-[[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methyl]-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxamide |
| SMILES | CC1=NN=C(N=N1)C2=CC=C(C=C2)CNC(=O)C3=CC4=C(C=C3)C(=O)OC45C6=C(C=C(C=C6)O)OC7=C5C=CC(=C7)O |
| InChI | InChI=1S/C31H21N5O6/c1-16-33-35-28(36-34-16)18-4-2-17(3-5-18)15-32-29(39)19-6-9-22-25(12-19)31(42-30(22)40)23-10-7-20(37)13-26(23)41-27-14-21(38)8-11-24(27)31/h2-14,37-38H,15H2,1H3,(H,32,39) |
| InChIKey | FMZXZQSGQICZSN-UHFFFAOYSA-N |
| Solubility | good in DMF, DMSO, poor in water |
| Appearance | orange solid |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 80000 |
| Fluorescence Quantum Yield | 0.93 |
| Excitation | 490 |
| Emission | 513 |
| 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
FAM tetrazine, 6-isomer is a fluorescent tetrazine building block designed for bioorthogonal click chemistry workflows, enabling strain-promoted inverse electron-demand Diels-Alder labeling strategies. Incorporated as a tetrazine handle with a fluorescein (FAM) fluorophore, it supports direct fluorescent readout of labeled biomolecules and materials across microscopy and flow-based analysis. Its conjugation-ready tetrazine functionality makes it useful for constructing fluorescent probes, imaging conjugates, and labeling reagents where a tetrazine moiety is required.
1. Fluorescent Biomolecule Labeling
FAM tetrazine, 6-isomer is used by chemical biology and glycobiology groups to label proteins, peptides, and other biomolecules with fluorescent tracking, leveraging the tetrazine functionality as the click handle. Researchers commonly incorporate it into labeling workflows where the fluorescent tag is installed during the final conjugation step, allowing direct visualization of the labeled target in fluorescence microscopy and downstream analytical workflows. Because the product carries a fluorescein-based dye, it is frequently selected for experiments that require straightforward fluorescence detection without introducing an additional separate dye-labeling reagent.
2. Live-Cell Imaging Conjugate Tracking
FAM tetrazine, 6-isomer is applied in cellular imaging studies to generate fluorescent conjugates that can be followed during uptake, binding, or intracellular trafficking experiments. In typical microscopy workflows, the tetrazine-bearing fluorescent reagent is used to produce labeled biomolecular constructs that can be imaged after conjugation, supporting experiments that compare labeling conditions, incubation times, or targeting ligand variants using the same dye platform. The fluorescein signal provides a convenient readout for tracking conjugate distribution in cell-based assays and imaging reagent development.
3. Fluorescence-Based Flow Cytometry Assays
FAM tetrazine, 6-isomer is also used in flow cytometry assay development for fluorescent labeling of biomolecules and cell-associated targets where a tetrazine click handle is part of the conjugation strategy. In these workflows, the reagent enables generation of fluorescently tagged conjugates that can be quantified by flow cytometry to monitor labeling efficiency, binding to cell-surface components, or the relative abundance of labeled species across samples. The FAM fluorophore supports routine fluorescence detection in standard cytometry configurations, making it a practical choice for assay optimization and panel development involving tetrazine-based conjugation.
4. Fluorescent Probe Construction
FAM tetrazine, 6-isomer is frequently incorporated into fluorescent probe development for constructing imaging reagents that require both a bioorthogonal tetrazine functionality and an intrinsic fluorescence signal. Probe developers use it to assemble labeled recognition constructs, including multi-component imaging reagents where the tetrazine moiety serves as the reactive handle for final assembly, while the fluorescein dye provides direct visualization of the probe after conjugation. This approach is commonly used in microscopy-driven studies and reagent screening workflows where rapid confirmation of probe labeling and localization is needed.
Computed Properties
| XLogP3 | 2.9 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 4 |
| Exact Mass | 559.14918341 g/mol |
| Monoisotopic Mass | 559.14918341 g/mol |
| Topological Polar Surface Area | 157Ų |
| Heavy Atom Count | 42 |
| Formal Charge | 0 |
| Complexity | 974 |
| 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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