
Methyltetrazine-PEG8-NH-Boc
| Catalog Number | R08-0026 |
| Category | Tetrazines |
| Molecular Formula | C30H49N5O10 |
| Molecular Weight | 639.8 |
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Product Introduction
Methyltetrazine-PEG8-NH-Boc is a click chemistry crosslinker containing methyltetrazine and a Boc protecting group. Methyltetrazine enable fast click reaction with TCO (trans-cycloctene). The hydrophilic PEG spacer arm improves water solubility and is transferrable to the labeled molecule, reducing aggregation of labeled proteins stored in solution. The Boc protecting group can be removed under acidic conditions.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | 98% |
| IUPAC Name | tert-butyl N-[2-[2-[2-[2-[2-[2-[2-[2-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate |
| SMILES | CC1=NN=C(N=N1)C2=CC=C(C=C2)OCCOCCOCCOCCOCCOCCOCCOCCNC(=O)OC(C)(C)C |
| InChI | InChI=1S/C30H49N5O10/c1-25-32-34-28(35-33-25)26-5-7-27(8-6-26)44-24-23-43-22-21-42-20-19-41-18-17-40-16-15-39-14-13-38-12-11-37-10-9-31-29(36)45-30(2,3)4/h5-8H,9-24H2,1-4H3,(H,31,36) |
| InChIKey | SQMLBQLVYAJKQD-UHFFFAOYSA-N |
Product Specification
| Storage | -20 °C |
Application
Methyltetrazine-PEG8-NH-Boc is a PEG8-linked methyltetrazine click chemistry reagent designed for bioorthogonal labeling workflows. As a tetrazine-based partner, it is commonly used in inverse electron-demand Diels–Alder click chemistry to enable rapid, selective conjugation in complex chemical and biological environments. The reagent combines a reactive methyltetrazine moiety with a flexible PEG8 spacer and a protected amine (NH-Boc), supporting downstream conjugation design for probe and material construction where controlled coupling and solubility are important.
1. Bioorthogonal Probe Labeling
Methyltetrazine-PEG8-NH-Boc is used to install tetrazine handles into imaging and detection probes, including fluorescent tags, affinity probes, and other reporter constructs that benefit from PEG-mediated solubility and reduced nonspecific interactions. Researchers incorporate this reagent into labeling strategies where a tetrazine-functional component must be presented on a larger biomolecule or polymer scaffold prior to click conjugation with a complementary trans-cyclooctene or strained-alkene partner. The PEG8 spacer helps maintain accessibility of the tetrazine group during conjugation planning, which is particularly valuable for multicomponent probe assemblies and for workflows that require consistent performance across varying buffer conditions and macromolecular contexts.
2. Surface And Material Functionalization
Methyltetrazine-PEG8-NH-Boc supports the preparation of functionalized biomaterials and surfaces that require bioorthogonal reactivity for subsequent patterning or modular attachment. In materials science settings, the reagent is used to introduce tetrazine functionality onto polymer coatings, hydrogel platforms, and other macromolecular matrices, where the PEG8 chain improves wetting, dispersion, and availability of reactive sites. The NH-Boc group is commonly leveraged in materials build workflows to enable orthogonal coupling steps or controlled deprotection prior to further derivatization, allowing the tetrazine-bearing material to be integrated into larger device fabrication and characterization pipelines.
3. PEG Linker For Conjugate Design
Methyltetrazine-PEG8-NH-Boc is frequently selected as a standardized PEG linker building block for constructing conjugates that require both a reactive tetrazine group and a protected amine handle for later functionalization. Chemical biology and medicinal chemistry research teams use this type of reagent to engineer probe scaffolds, affinity ligands, and multivalent constructs where spacing, accessibility, and modularity are key design parameters. The PEG8 length is particularly relevant when conjugation partners need sufficient separation to reduce steric hindrance and to preserve binding or recognition elements on the final construct, while the Boc-protected amine supports iterative synthesis and assembly of complex reagent libraries.
4. Multistep Click Assembly Workflows
Methyltetrazine-PEG8-NH-Boc is well suited for multistep click assembly strategies in which a tetrazine-functional intermediate is prepared first and then combined with complementary click partners in a later stage. This approach is common in research-grade reagent development, where modularity enables rapid exchange of targeting motifs, reporters, or surface-binding components without redesigning the entire conjugation route. The reagent’s PEG8 architecture and protected amine facilitate planning of downstream coupling and purification steps, helping teams create consistent intermediate materials for iterative screening of probe formats, conjugate architectures, and combinatorial labeling schemes.
Computed Properties
| XLogP3 | 0.3 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 14 |
| Rotatable Bond Count | 28 |
| Exact Mass | 639.34794278 g/mol |
| Monoisotopic Mass | 639.34794278 g/mol |
| Topological Polar Surface Area | 164Ų |
| Heavy Atom Count | 45 |
| Formal Charge | 0 |
| Complexity | 705 |
| 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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