
Aminooxy-PEG5-azide | CAS 1919045-02-5
| Catalog Number | R14-0253 |
| Category | Azides |
| Molecular Formula | C₁₂H₂₆N₄O₆ |
| Molecular Weight | 322.36 |
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Product Introduction
Aminooxy-PEG5-azide is a polyethylene glycol (PEG)-based PROTAC linker. Aminooxy-PEG5-azide can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | ((17-azido-3,6,9,12,15-pentaoxaheptadecyl)oxy)-l4-azane; O-(17-azido-3,6,9,12,15-pentaoxaheptadecan-1-yl)hydroxylamine; O-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl]hydroxylamine |
| Purity | 95% |
| IUPAC Name | O-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl]hydroxylamine |
| SMILES | C(COCCOCCOCCOCCOCCON)N=[N+]=[N-] |
| InChI | InChI=1S/C12H26N4O6/c13-16-15-1-2-17-3-4-18-5-6-19-7-8-20-9-10-21-11-12-22-14/h1-12,14H2 |
| InChIKey | TZMRTDAQRAJMRO-UHFFFAOYSA-N |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
Aminooxy-PEG5-azide is a PEG-based azide click reagent designed for bioorthogonal conjugation workflows. It couples an aminooxy functional handle with a terminal azide, enabling oxime-directed attachment to carbonyl-containing biomolecules and subsequent azide-compatible click chemistry for modular labeling. The flexible PEG5 spacer improves solubility and reduces steric constraints, making this reagent broadly useful for constructing functional bioconjugates, imaging probes, and surface or material-bound linkers.
1. Oxime-Based Biomolecule Labeling
Aminooxy-PEG5-azide is commonly used to install an azide functionality onto aldehyde- or ketone-bearing biomolecules via aminooxy/oxime chemistry, creating a versatile intermediate for downstream click labeling. Researchers use it to generate azide-tagged proteins, peptides, and glycan-modified constructs where PEG spacing helps preserve binding or recognition properties during conjugation. The resulting azide handle is then compatible with copper-free or copper-mediated azide–alkyne click strategies, supporting modular workflows in chemical biology and reagent development.
2. Fluorescent and Imaging Probe Conjugation
Aminooxy-PEG5-azide supports the preparation of fluorescent probes and molecular imaging reagents by providing a stable azide handle for attaching dyes, reporters, or imaging moieties to biomolecular targeting scaffolds. In probe development, the PEG5 linker is frequently used to improve aqueous handling and to mitigate steric effects that can otherwise reduce labeling efficiency or alter optical behavior. This reagent is therefore a practical choice for building multi-component imaging tools where orthogonal conjugation steps are required to assemble final probe architectures.
3. Surface and Biomaterial Functionalization
Aminooxy-PEG5-azide is used to functionalize biomaterials, coatings, and surfaces by first introducing oxime-forming attachment to carbonyl-present substrates, followed by azide-driven click coupling to immobilize ligands or reactive partners. Materials scientists value the PEG spacer for promoting uniform presentation of functional groups and for improving resistance to nonspecific interactions in many surface chemistry applications. The azide functionality enables rapid, modular installation of peptides, polymers, or other linkers onto engineered materials used in research-grade diagnostics development and biointerface studies.
4. Diagnostic Reagent Assembly
Aminooxy-PEG5-azide is frequently incorporated into diagnostic reagent development workflows to create azide-enabled conjugates that can be rapidly assembled into multivalent detection formats. Teams in assay and reagent engineering use the aminooxy handle to connect the PEG5-azide motif to carbonyl-bearing components, then rely on azide click compatibility to attach detection reporters or secondary binding elements. This approach is especially useful when iterative, component-wise assembly is needed to generate consistent reagent batches for assay optimization and platform prototyping.
Computed Properties
| XLogP3 | -0.5 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 18 |
| Exact Mass | 322.18523456 g/mol |
| Monoisotopic Mass | 322.18523456 g/mol |
| Topological Polar Surface Area | 95.8Ų |
| Heavy Atom Count | 22 |
| Formal Charge | 0 |
| Complexity | 266 |
| 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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