
Methylamino-PEG3-azide | CAS 1355197-57-7
| Catalog Number | R14-0105 |
| Category | Azides |
| Molecular Formula | C₉H₂₀N₄O₃ |
| Molecular Weight | 232.28 |
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Product Introduction
Methylamino-PEG3-azide is a polyethylene glycol (PEG)-based PROTAC linker. Methylamino-PEG3-azide can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)-N-methylethan-1-amine; 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)-N-methylethanamine |
| Purity | 98% |
| IUPAC Name | 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]-N-methylethanamine |
| SMILES | CNCCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C9H20N4O3/c1-11-2-4-14-6-8-16-9-7-15-5-3-12-13-10/h11H,2-9H2,1H3 |
| InChIKey | WPBLXGCJBLFAOH-UHFFFAOYSA-N |
| Solubility | Water, DMSO, DCM, DMF |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
Methylamino-PEG3-azide is a PEG-based azide building block designed for copper-free or copper-catalyzed click chemistry workflows, commonly used to introduce an azide handle for subsequent bioorthogonal conjugation. The reagent couples a short PEG3 spacer with a methylamino functionality, providing aqueous compatibility and a flexible linker environment that can reduce steric constraints during labeling and surface functionalization. As an azide, it is routinely paired with complementary alkyne partners to enable modular attachment of probes, biomaterials, and imaging reagents in chemical biology and materials research.
1. Bioorthogonal Probe Labeling
Methylamino-PEG3-azide is widely used to install an azide functionality on biomolecule scaffolds and probe constructs, enabling downstream conjugation to alkyne-bearing dyes, affinity tags, or reporter modules. Researchers in chemical biology and molecular imaging workflows often select PEG3-linked azide reagents to improve solubility and maintain labeling efficiency in aqueous buffers, especially when the target biomolecule is sensitive to harsh conditions or requires mild, modular assembly. The methylamino-containing terminus can also support practical handling during reagent preparation and can influence the local microenvironment around the conjugation site, which is valuable when building multicomponent labeling strategies.
2. Surface And Material Functionalization
Methylamino-PEG3-azide serves as a practical linker precursor for functionalizing polymer surfaces, hydrogel matrices, and other biomaterial platforms that require azide-reactive sites for later attachment of ligands or imaging handles. In biomaterials science, azide-functional PEG spacers are commonly incorporated to tune surface accessibility and reduce nonspecific interactions, helping maintain the availability of conjugation sites for subsequent click coupling. This reagent is frequently used in iterative material build cycles where azide introduction is separated from final probe installation, supporting reproducible surface chemistry for research-grade coatings, patterned materials, and modular scaffold development.
3. Targeting Ligand Conjugation
Methylamino-PEG3-azide is used to generate azide-functional targeting ligands and targeting-adjacent constructs that can be coupled to complementary alkyne components during probe assembly. Chemical biology teams often rely on PEG3-azide linkers to balance flexibility and spacing between the targeting moiety and the attached reporter, which can be important for maintaining binding-site accessibility and reducing steric hindrance in complex conjugates. The reagent’s azide handle enables a modular workflow in which targeting elements, imaging reporters, and solubility-enhancing segments can be assembled in a controlled sequence for research tool development.
4. Imaging Reagent And Reporter Assembly
Methylamino-PEG3-azide is commonly employed in the construction of fluorescence, luminescence, and other labeled imaging reagents that require an azide functional group as a standardized conjugation handle. Molecular imaging and diagnostic reagent development groups frequently use PEG-linked azides to improve aqueous compatibility and to provide a defined spacer length between the imaging reporter and the rest of the probe architecture. By enabling click-ready coupling to alkyne-functional reporters, Methylamino-PEG3-azide supports efficient generation of probe libraries and multicolor labeling schemes, where consistent linker spacing and modularity are key for comparative studies and assay optimization.
Computed Properties
| XLogP3 | 0.3 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 12 |
| Exact Mass | 232.15354051 g/mol |
| Monoisotopic Mass | 232.15354051 g/mol |
| Topological Polar Surface Area | 54.1Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 186 |
| 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 |
|---|---|---|
| EP-2590656-B1 | Compounds and methods for inhibiting phosphate transport | 2010-07-07 |
| JP-2013530247-A | Compounds and methods for inhibiting phosphate transport | 2010-07-07 |
| JP-5823514-B2 | Compounds and methods for inhibiting phosphate transport | 2010-07-07 |
| US-2013336920-A1 | Compounds and methods for inhibiting phosphate transport | 2010-07-07 |
| US-2014023611-A1 | Compounds and methods for inhibiting phosphate transport | 2010-07-07 |
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