
TAMRA-PEG4-methyltetrazine | CAS 2163772-19-6
| Catalog Number | F07-0027 |
| Category | TAMRA Dyes |
| Molecular Formula | C₄₂H₄₅N₇O₈ |
| Molecular Weight | 775.85 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
TAMRA-PEG4-methyltetrazine is a polyethylene glycol (PEG)-based PROTAC linker. TAMRA-PEG4-methyltetrazine can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | 2-(3,6-Bis(dimethylamino)xanthylium-9-yl)-5-((2-(2-(2-(2-(4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenoxy)ethoxy)ethoxy)ethoxy)ethyl)carbamoyl)benzoate; TAMRA Methyltetrazine |
| Purity | 775.9 |
| IUPAC Name | 2-[3-(dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl]-5-[2-[2-[2-[2-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenoxy]ethoxy]ethoxy]ethoxy]ethylcarbamoyl]benzoate |
| SMILES | CC1=NN=C(N=N1)C2=CC=C(C=C2)OCCOCCOCCOCCNC(=O)C3=CC(=C(C=C3)C4=C5C=CC(=[N+](C)C)C=C5OC6=C4C=CC(=C6)N(C)C)C(=O)[O-] |
| InChI | InChI=1S/C42H45N7O8/c1-27-44-46-40(47-45-27)28-6-11-32(12-7-28)56-23-22-55-21-20-54-19-18-53-17-16-43-41(50)29-8-13-33(36(24-29)42(51)52)39-34-14-9-30(48(2)3)25-37(34)57-38-26-31(49(4)5)10-15-35(38)39/h6-15,24-26H,16-23H2,1-5H3,(H-,43,50,51,52) |
| InChIKey | SPHPUTOWAPVULR-UHFFFAOYSA-N |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
TAMRA-PEG4-methyltetrazine is a tetrazine-functionalized TAMRA conjugate designed for fast, bioorthogonal click chemistry labeling. The methyltetrazine handle enables rapid reaction with strained trans-cyclooctene (TCO) partners to install the TAMRA fluorophore onto biomolecules, probes, or materials under mild conditions. The PEG4 spacer supports aqueous conjugation workflows by helping decouple the fluorophore from the reactive surface, supporting fluorescence readouts in microscopy and flow-based assays.
1. Fluorescent Biomolecule Labeling
TAMRA-PEG4-methyltetrazine is used by chemical biology and fluorescence imaging groups to fluorescently label TCO-bearing proteins, peptides, and antibody conjugates via tetrazine-TCO ligation. Researchers commonly incorporate the reagent into labeling workflows where rapid installation of a red/orange-emitting TAMRA reporter is needed for downstream visualization, tracking, or quantification, including experiments that require minimizing perturbation from slower labeling chemistries.
2. Probe Construction For Imaging
TAMRA-PEG4-methyltetrazine supports fluorescent probe development in which a TAMRA reporter must be appended to a pre-targeting or recognition scaffold already functionalized with TCO. Molecular imaging reagent teams use the reagent to generate conjugates for fluorescence microscopy and related cellular imaging readouts, leveraging the PEG4 linker to help maintain probe performance while providing a practical route to assemble modular fluorescent constructs for localization studies.
3. Biomaterials And Surface Engineering
TAMRA-PEG4-methyltetrazine is applied in biomaterials research to fluorescently tag TCO-functionalized surfaces, hydrogels, or polymer coatings for imaging-based material characterization. Materials scientists use the tetrazine handle to incorporate TAMRA into surface-modified constructs, enabling visualization of coating uniformity, spatial distribution, or labeling stability in microscopy workflows where a stable, covalently installed fluorophore is required.
4. Flow Cytometry Reporter Conjugates
TAMRA-PEG4-methyltetrazine is frequently used by assay developers to prepare TAMRA-labeled conjugates for flow cytometry experiments starting from TCO-modified binders. By enabling rapid fluorescent installation, the reagent supports workflows where researchers need consistent reporter density on targeting reagents for cell-associated readouts, including binding and uptake studies that rely on robust fluorescence signal from the TAMRA label.
Computed Properties
| XLogP3 | 2.9 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 13 |
| Rotatable Bond Count | 17 |
| Exact Mass | 775.33296142 g/mol |
| Monoisotopic Mass | 775.33296142 g/mol |
| Topological Polar Surface Area | 173Ų |
| Heavy Atom Count | 57 |
| Formal Charge | 0 |
| Complexity | 1420 |
| 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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