
Methyltetrazine-PEG3-amine
| Catalog Number | R08-0038 |
| Category | Tetrazines |
| Molecular Formula | C19H28N6O4 |
| Molecular Weight | 404.5 |
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Product Introduction
Methyltetrazine-PEG3-amine is a specialized reagent featuring a methyltetrazine moiety linked to a triethylene glycol (PEG3) spacer and an amine functional group. This compound participates in bioorthogonal labeling reactions, particularly through inverse electron-demand Diels–Alder cycloaddition with trans-cyclooctene derivatives, facilitating rapid and selective bioconjugation. The PEG3 linker enhances solubility and flexibility, making it suitable for applications in surface modification and polymer functionalization.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | Methyltetrazine-amino-PEG3-amine; Methyltetrazine-CH2NHCO-PEG3-CH2CH2NH2 |
| IUPAC Name | 3-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-N-[[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methyl]propanamide |
| SMILES | CC1=NN=C(N=N1)C2=CC=C(C=C2)CNC(=O)CCOCCOCCOCCN |
| InChI | InChI=1S/C19H28N6O4/c1-15-22-24-19(25-23-15)17-4-2-16(3-5-17)14-21-18(26)6-8-27-10-12-29-13-11-28-9-7-20/h2-5H,6-14,20H2,1H3,(H,21,26) |
| InChIKey | YCRYSSFTLLZVIG-UHFFFAOYSA-N |
Product Specification
| Storage | -20 °C |
Application
Methyltetrazine-PEG3-amine is a PEGylated methyltetrazine click handle designed for bioorthogonal tetrazine ligation, commonly used in inverse-electron-demand Diels–Alder chemistry to enable rapid, selective conjugation under aqueous conditions. The reagent couples a reactive methyltetrazine moiety with a short, flexible PEG3 spacer and a terminal amine functionality, supporting attachment to biomolecules, surfaces, and polymeric platforms where controlled spacing and improved solubility are beneficial. This combination makes it a practical building block for preparing tetrazine-functional probes used in molecular imaging, diagnostics development, and modular bioconjugation workflows.
1. Tetrazine Probe Conjugation
Methyltetrazine-PEG3-amine is widely used to generate tetrazine-bearing probes for downstream click conjugation to strained-alkene or trans-cyclooctene partners, enabling modular assembly of fluorescent, affinity, or reporting constructs. Researchers in chemical biology and molecular imaging commonly incorporate this reagent into probe synthesis pipelines to introduce a reactive tetrazine handle while maintaining aqueous compatibility through the PEG3 spacer. The terminal amine also supports coupling strategies to carrier proteins, targeting ligands, or scaffold molecules, helping maintain accessible reactivity for subsequent labeling steps.
2. Surface And Material Functionalization
Methyltetrazine-PEG3-amine serves as a versatile linker for installing tetrazine functionality onto biomaterials and engineered surfaces, including polymer coatings and functionalized nanoparticles used in research-grade assay development. The PEG3 spacer can reduce steric crowding at the interface, which is valuable when immobilizing reactive groups for repeated or multistep labeling workflows. Material scientists and diagnostic reagent developers use this reagent to create standardized tetrazine surfaces that can be rapidly addressed by complementary click partners during probe immobilization, wash-based labeling, or modular assay build-out.
3. Antibody And Protein Labeling
Methyltetrazine-PEG3-amine is commonly used in bioconjugation workflows to prepare protein- or antibody-derived constructs that require a stable, accessible tetrazine handle for later click coupling. The amine functionality enables attachment to proteins via established amide-forming or crosslinking chemistries, while the PEG3 segment provides spacing that can help preserve binding-site accessibility and reduce nonspecific interactions during labeling. In protein engineering and chemical biology laboratories, this reagent supports the construction of multicomponent labeling reagents where tetrazine introduction is a key enabling step for subsequent conjugation to imaging reporters or enrichment tags.
4. Modular Imaging Reagent Assembly
Methyltetrazine-PEG3-amine is frequently incorporated into molecular imaging reagent development to enable late-stage assembly of imaging probes from separately prepared components. By providing a methyltetrazine click handle with a PEG3 spacer and an amine for conjugation to targeting or scaffold elements, the reagent supports flexible design of probe libraries and rapid iteration of labeling formats. Imaging-focused chemistry teams use this building block to streamline workflows in which tetrazine-functional targeting constructs are prepared in advance and then coupled to complementary reporting moieties for visualization and assay readouts.
Computed Properties
| XLogP3 | -1.7 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 14 |
| Exact Mass | 404.21720340 g/mol |
| Monoisotopic Mass | 404.21720340 g/mol |
| Topological Polar Surface Area | 134Ų |
| Heavy Atom Count | 29 |
| Formal Charge | 0 |
| Complexity | 429 |
| 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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