
Acid-PEG5-Amide-Tri(3-methoxypropanamide-PEG4-Azide) Methane
| Catalog Number | R14-0040 |
| Category | Azides |
| Molecular Formula | C57H107N13O26 |
| Molecular Weight | 1390.6 |
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Product Introduction
Acid-PEG5-Amide-Tri(3-methoxypropanamide-PEG4-Azide) Methane is a complex reagent featuring a multi-functional architecture designed for advanced bioconjugation applications. The molecule incorporates both azide and amide functionalities, enabling participation in copper-catalyzed azide–alkyne cycloaddition (CuAAC) and facilitating the formation of stable triazole linkages. Its poly(ethylene glycol) (PEG) spacers enhance solubility and provide flexibility in labeling chemistry, making it suitable for polymer modification, surface immobilization, and macromolecular assembly within diverse experimental contexts.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Purity | 98% |
| IUPAC Name | 3-[2-[2-[2-[2-[3-[[1,3-bis[3-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethylamino]-3-oxopropoxy]-2-[[3-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethylamino]-3-oxopropoxy]methyl]propan-2-yl]amino]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid |
| SMILES | C(COCCOCCOCCOCCOCCC(=O)O)C(=O)NC(COCCC(=O)NCCOCCOCCOCCOCCN=[N+]=[N-])(COCCC(=O)NCCOCCOCCOCCOCCN=[N+]=[N-])COCCC(=O)NCCOCCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C57H107N13O26/c58-68-64-9-20-82-28-36-90-44-41-87-33-25-79-17-6-61-52(71)1-13-94-49-57(67-55(74)4-12-77-23-31-85-39-47-93-48-40-86-32-24-78-16-5-56(75)76,50-95-14-2-53(72)62-7-18-80-26-34-88-42-45-91-37-29-83-21-10-65-69-59)51-96-15-3-54(73)63-8-19-81-27-35-89-43-46-92-38-30-84-22-11-66-70-60/h1-51H2,(H,61,71)(H,62,72)(H,63,73)(H,67,74)(H,75,76) |
| InChIKey | KAUYRXCXYJYTHP-UHFFFAOYSA-N |
| Solubility | Water, DMSO, DCM, DMF |
Product Specification
| Storage | -20 °C |
Application
Acid-PEG5-Amide-Tri(3-methoxypropanamide-PEG4-Azide) Methane is a PEG-based, multi-azide click chemistry reagent designed for copper-free and/or catalyst-assisted azide reactivity in bioconjugation workflows. The structure combines a PEG5 carboxylic acid handle with an amide-linked tri-azide motif through PEG4 spacers, providing high local azide density and improved solubility for aqueous labeling and surface modification. This reagent is commonly used to introduce multiple azide functional groups onto PEGylated scaffolds, biomaterials, and imaging or assay platforms that subsequently undergo strain-promoted or CuAAC-type conjugation with complementary alkynes.
1. Multivalent Biomolecule Labeling
Acid-PEG5-Amide-Tri(3-methoxypropanamide-PEG4-Azide) Methane is used to generate multivalent azide-bearing conjugates for downstream coupling to alkyne-functional partners, including fluorescent tags, affinity ligands, and modular probe components. The tri-azide architecture supports higher effective labeling stoichiometry compared with monofunctional azide reagents, which is valuable when building multivalent imaging constructs or assay reagents where signal amplification by increased handle density is desired. The PEG spacers help maintain conjugate solubility and reduce non-specific interactions during labeling and purification steps commonly performed in chemical biology and proteomics-adjacent laboratories.
2. Surface And Material Functionalization
Acid-PEG5-Amide-Tri(3-methoxypropanamide-PEG4-Azide) Methane is well suited for introducing azide functionalities onto PEG-compatible polymer surfaces, hydrogel matrices, and other biomaterials that require stable, water-compatible reactive handles. The carboxylic acid functionality enables integration into material-anchoring strategies, while the PEGylated tri-azide region provides accessible click sites for subsequent attachment of alkynes such as targeting motifs, bioorthogonal reporters, or crosslinking elements. This makes the reagent a practical choice for creating azide-functional coatings and 3D culture-adjacent material systems where modular post-functionalization is preferred over one-step fabrication.
3. Molecular Imaging Probe Construction
Acid-PEG5-Amide-Tri(3-methoxypropanamide-PEG4-Azide) Methane is frequently incorporated into molecular imaging and diagnostic-reagent development pipelines to install multiple azide handles on probe scaffolds prior to conjugation with alkyne-bearing reporters. The PEG-driven spacing and solubility characteristics support robust handling during probe assembly, purification, and formulation for in vitro imaging experiments and reagent characterization. Tri-azide loading can be advantageous when constructing multicomponent probes that require controlled attachment of several reporter elements, such as fluorophores, quenchers, or affinity modules, in a modular workflow.
4. Diagnostic Reagent And Assay Platforms
Acid-PEG5-Amide-Tri(3-methoxypropanamide-PEG4-Azide) Methane supports the development of click-assembled diagnostic and analytical assay components that benefit from multivalent conjugation chemistry. The reagent’s azide-rich PEG framework is used to prepare standardized labeling intermediates for coupling to alkyne-tagged detection reagents, enabling consistent reagent build-out across screening campaigns and method development efforts. By providing a flexible azide handle with aqueous compatibility, it helps streamline assay reagent manufacturing steps where modular assembly and reproducible conjugate formation are important for downstream assay optimization and reagent performance characterization.
Computed Properties
| XLogP3 | -3.6 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 32 |
| Rotatable Bond Count | 79 |
| Exact Mass | 1389.74502057 g/mol |
| Monoisotopic Mass | 1389.74502057 g/mol |
| Topological Polar Surface Area | 381Ų |
| Heavy Atom Count | 96 |
| Formal Charge | 0 |
| Complexity | 1820 |
| 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 |
|---|---|---|
| WO-2022148975-A1 | Heterotandem bicyclic peptide complexes | 2021-01-08 |
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