
Methyltetrazine-amido-PEG5-alkyne | CAS 2322322-23-4
| Catalog Number | R08-0034 |
| Category | Tetrazines |
| Molecular Formula | C₂₄H₃₃N₅O₆ |
| Molecular Weight | 487.55 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Methyltetrazine-amido-PEG5-alkyne is a polyethylene glycol (PEG)-based PROTAC linker. Methyltetrazine-amido-PEG5-alkyne can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | Methyltetrazine-amido-PEG5-alkyne; N-(4-(6-Methyl-1,2,4,5-tetrazin-3-yl)benzyl)-4,7,10,13,16-pentaoxanonadec-18-ynamide; N-{[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methyl}-4,7,10,13,16-pentaoxanonadec-18-ynamide |
| Purity | 98% |
| IUPAC Name | N-[[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methyl]-3-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]propanamide |
| SMILES | CC1=NN=C(N=N1)C2=CC=C(C=C2)CNC(=O)CCOCCOCCOCCOCCOCC#C |
| InChI | InChI=1S/C24H33N5O6/c1-3-9-31-11-13-33-15-17-35-18-16-34-14-12-32-10-8-23(30)25-19-21-4-6-22(7-5-21)24-28-26-20(2)27-29-24/h1,4-7H,8-19H2,2H3,(H,25,30) |
| InChIKey | OHZFOEAHYKQSRL-UHFFFAOYSA-N |
| Solubility | DMSO, DCM, DMF |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
Methyltetrazine-amido-PEG5-alkyne is a bifunctional click chemistry reagent that combines a methyltetrazine moiety with a PEG5-alkyne handle, enabling chemoselective tetrazine ligation chemistry for labeling workflows that require orthogonal functional groups. The presence of the amide linkage and the PEG5 spacer supports efficient conjugation and improved solubility in aqueous research settings, while the alkyne functionality provides a convenient secondary handle for downstream coupling strategies. This reagent is commonly relevant for building modular bioconjugates, imaging probes, and functional materials where sequential or multi-step conjugation is advantageous.
1. Live Cell Labeling Probes
Methyltetrazine-amido-PEG5-alkyne is used by chemical biology groups to assemble cell-compatible labeling reagents that benefit from tetrazine-based chemoselectivity and the availability of an additional alkyne handle for further derivatization. Researchers incorporate it into probe design when they need to attach a tetrazine-bearing targeting component and later introduce secondary reporters, affinity tags, or surface immobilization elements without re-optimizing the entire conjugation sequence. The PEG5 spacer helps maintain accessibility of the reactive groups in complex biological media, supporting robust probe construction for microscopy and flow-based assay development.
2. Antibody And Protein Conjugates
Methyltetrazine-amido-PEG5-alkyne is applied in protein engineering and bioconjugation workflows to generate modular antibody or protein conjugates that can be functionalized in a stepwise manner. In typical supplier and research lab use cases, the reagent serves as a building block for installing tetrazine functionality onto biomolecules while retaining an alkyne group for subsequent coupling to dyes, polymers, or capture surfaces. The amide-linked PEG5 architecture is particularly useful when maintaining conjugate solubility and minimizing steric constraints are important for reproducible labeling across different protein formats and buffer conditions.
3. Molecular Imaging Reagent Building
Methyltetrazine-amido-PEG5-alkyne supports molecular imaging tool development by enabling the construction of multi-component imaging reagents that require reliable attachment of reporter-bearing fragments. Imaging-focused teams often use the methyltetrazine functionality for rapid, selective conjugation to complementary partners, then leverage the alkyne handle to attach imaging reporters, chelators, or scaffold elements through orthogonal coupling steps. The PEG5 spacer is commonly valued in probe synthesis for improving the presentation of functional groups, which can be critical when assembling conjugates intended for high-contrast signal generation in imaging experiments.
4. Surface Coatings And Biomaterials
Methyltetrazine-amido-PEG5-alkyne is used in biomaterials science to functionalize surfaces and create reactive coatings that can be patterned or sequentially modified. Materials researchers incorporate the reagent to introduce tetrazine-reactive functionality onto polymer films, hydrogel systems, or bead-based platforms, while the alkyne handle enables additional post-functionalization routes such as attachment of linkers, affinity ligands, or secondary polymer components. The PEG5-alkyne design supports aqueous compatibility and flexible spacing, which helps maintain reactivity at material interfaces during surface derivatization and downstream assembly of functional biomaterial constructs.
Computed Properties
| XLogP3 | -0.9 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 19 |
| Exact Mass | 487.24308379 g/mol |
| Monoisotopic Mass | 487.24308379 g/mol |
| Topological Polar Surface Area | 127Ų |
| Heavy Atom Count | 35 |
| Formal Charge | 0 |
| Complexity | 588 |
| 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 |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-2016120987-A1 | Chemical structures for localized delivery of therapeutic agents | 2013-06-19 |
| US-2019111140-A1 | Chemical structures for localized delivery of therapeutic agents | 2013-06-19 |
| US-10953098-B2 | Chemical structures for localized delivery of therapeutic agents | 2013-06-19 |
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