![O-(2-Azidoethyl)-O-[2-(diglycolyl-amino)ethyl]heptaethylene glycol](https://resource.bocsci.com/structure/846549-37-9.gif)
O-(2-Azidoethyl)-O-[2-(diglycolyl-amino)ethyl]heptaethylene glycol | CAS 846549-37-9
| Catalog Number | R14-0277 |
| Category | Azides |
| Molecular Formula | C22H42N4O12 |
| Molecular Weight | 554.59 |
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Product Introduction
O-(2-Azidoethyl)-O-[2-(diglycolyl-amino)ethyl]heptaethylene glycol (CAS# 846549-37-9) is a useful research chemical compound.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | 2-((Azido-PEG8-carbamoyl)methoxy)acetic acid;2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethylamino]-2-oxoethoxy]acetic acid |
| Purity | >95% |
| IUPAC Name | 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethylamino]-2-oxoethoxy]acetic acid |
| SMILES | C(COCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-])NC(=O)COCC(=O)O |
| InChI | InChI=1S/C22H42N4O12/c23-26-25-2-4-31-6-8-33-10-12-35-14-16-37-18-17-36-15-13-34-11-9-32-7-5-30-3-1-24-21(27)19-38-20-22(28)29/h1-20H2,(H,24,27)(H,28,29) |
| InChIKey | WWDNBBVPYDZICO-UHFFFAOYSA-N |
| Solubility | In DMSO: 100 mg/mL (180.31 mM; Need ultrasonic) |
| Appearance | Transparent Liquid |
| LogP | -0.06004 |
Product Specification
| Storage | Pure form, -20°C, 3 years; In solvent, -80°C, 6 months; -20°C, 1 month |
| Signal | Warning |
| Precautionary Statement Codes | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 |
Application
O-(2-Azidoethyl)-O-[2-(diglycolyl-amino)ethyl]heptaethylene glycol is a specialized azide-functional polyethylene glycol (PEG) derivative designed for copper-free and bioorthogonal click chemistry workflows. Its flexible heptaethylene glycol scaffold and azide handle make it well-suited for installing biomolecules, polymers, or imaging tags while maintaining water solubility and minimizing nonspecific interactions. The diglycolyl-amino segment provides a stable, amide-rich linkage environment that supports conjugate construction for research-grade probes, surface coatings, and diagnostic reagent components.
1. Bioconjugation Linker Chemistry
O-(2-Azidoethyl)-O-[2-(diglycolyl-amino)ethyl]heptaethylene glycol is commonly used as a PEG-based azide linker in bioconjugation pipelines where researchers need a hydrophilic spacer between a reactive biomolecule and a downstream click partner. The heptaethylene glycol chain helps reduce steric congestion and improves conjugate handling in aqueous buffers, supporting workflows that generate labeled antibodies, affinity ligands, or enzyme-binding constructs for analytical and mechanistic studies. In these settings, the azide functionality enables modular assembly with complementary cyclooctyne or strained-alkyne partners, allowing teams to standardize labeling strategies across multiple targets while preserving conjugate solubility and colloidal stability.
2. Molecular Imaging Probe Assembly
O-(2-Azidoethyl)-O-[2-(diglycolyl-amino)ethyl]heptaethylene glycol is frequently selected as a spacer-bearing azide reagent for building molecular imaging probes and fluorescent or luminescent reporters that require improved dispersion and reduced background from nonspecific adsorption. The PEG segment provides a tunable distance between the imaging moiety and the targeting or recognition element, which can be critical for probe behavior in complex assay matrices. Researchers use this reagent to create click-assembled imaging conjugates where the azide group serves as a reliable attachment point for subsequent coupling to imaging handles, including strained-alkyne functional dyes and reporter-bearing cyclooctyne reagents.
3. Surface Functionalization And Coatings
O-(2-Azidoethyl)-O-[2-(diglycolyl-amino)ethyl]heptaethylene glycol is applied in materials science and surface chemistry to introduce bioorthogonal azide functionality onto polymeric or biomaterial surfaces. The PEG-rich structure supports antifouling-like behavior and helps maintain wettability, which is valuable for preparing assay-ready surfaces, sensor interfaces, and cell-interaction studies where nonspecific protein adsorption can confound readouts. Once immobilized or incorporated into a coating matrix, the azide handle enables post-fabrication click attachment of capture ligands, reporter tags, or functional polymers using complementary click partners, supporting modular surface redesign without repeating full fabrication steps.
4. Diagnostic Reagent And Assay Labeling
O-(2-Azidoethyl)-O-[2-(diglycolyl-amino)ethyl]heptaethylene glycol is used to generate azide-bearing components for diagnostic reagent development and assay labeling strategies that rely on modular click assembly. The PEG spacer and amide-rich linkage environment are advantageous when constructing reagent conjugates that must remain soluble and stable during reagent preparation, storage, and buffer exchange. Teams often incorporate this azide reagent to standardize the placement of detection moieties or affinity tags on assay reagents, enabling consistent conjugate architecture when pairing with complementary cyclooctyne or strained-alkyne partners for multiplexing and workflow flexibility.
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