
Azido-PEG3-t-butyl ester | CAS 252881-73-5
| Catalog Number | R14-0243 |
| Category | Azides |
| Molecular Formula | C13H25N3O5 |
| Molecular Weight | 303.35 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
N3-PEG3-CH2CH2-Boc is a cleavable 3 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs). N3-PEG3-CH2CH2-Boc is also a PEG- and Alkyl/ether-based PROTAC linker that can be used in the synthesis of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | N3-PEG3-CH2CH2COOtBu;N3-PEG3-tBu; N3-PEG3-CH2CH2-Boc; 3-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]propanoic acid 1,1-dimethylethyl ester; tert-Butyl 12-azido-4,7,10-trioxadocecanoate; 12-Azido-4,7,10-trioxadodecanoic acid tert-butyl ester; 2-Methyl-2-propanyl 3-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}propanoate; Propanoic acid, 3-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]-, 1,1-dimethylethyl ester |
| Purity | ≥95% |
| Shelf Life | 0-4°C for short term (days to weeks), or -20°C for long term (months). |
| IUPAC Name | tert-butyl 3-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]propanoate |
| SMILES | CC(C)(C)OC(=O)CCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C13H25N3O5/c1-13(2,3)21-12(17)4-6-18-8-10-20-11-9-19-7-5-15-16-14/h4-11H2,1-3H3 |
| InChIKey | QUSLQIYNPWASRR-UHFFFAOYSA-N |
| Solubility | Soluble in DMSO (10 mm) |
| Appearance | Pale Yellow or Colorless Oily Matter |
| LogP | 1.53106 |
Product Specification
| Storage | Store at -20°C, keep in dry and avoid sunlight |
Application
Azido-PEG3-t-butyl ester is a PEG-based azide click handle designed for copper-free and copper-mediated azide–alkyne cycloaddition workflows in chemical biology and materials research. The reagent combines a short, flexible poly(ethylene glycol) spacer with a t-butyl ester functionality, enabling downstream conversion to carboxylate-bearing conjugates while retaining the azide for selective ligation. Its amphiphilic PEG architecture and compact azide motif make it a common building block for constructing bioconjugates, surface coatings, and imaging/assay reagents where controlled attachment and improved solubility are required.
1. Surface Functionalization
Azido-PEG3-t-butyl ester is widely used to introduce azide-bearing PEG linkers onto polymeric and inorganic surfaces for subsequent click attachment of biomolecules, affinity ligands, or fluorescent reporters. Researchers often select this reagent when they need a short hydrophilic spacer to reduce nonspecific adsorption and to improve accessibility of the reactive handle on surfaces such as glass, polymer films, and nanoparticle coatings. After immobilization, the azide group serves as a modular platform for attaching alkyne-functional probes under mild conditions that preserve sensitive surface-bound components.
2. Protein and Peptide Conjugation
Azido-PEG3-t-butyl ester supports labeling strategies where PEG-mediated spacing improves conjugate behavior, including solubility and reduced steric hindrance during subsequent functionalization. Bioconjugation workflows frequently incorporate this reagent as an azide-containing intermediate that can be transformed into carboxylate-bearing derivatives for coupling to amine-reactive chemistries or for building multi-component conjugates. The resulting azide-functional PEG linkers are then used to attach imaging tags, affinity handles, or assay components through click chemistry, enabling rapid generation of probe libraries with consistent linker geometry.
3. Molecular Imaging Probes
Azido-PEG3-t-butyl ester is commonly used in the development of modular molecular imaging and detection probes that require orthogonal assembly steps. The azide handle enables late-stage conjugation to alkyne-functional dyes, radiolabeling scaffolds, or enrichment motifs, allowing probe construction to be decoupled from the preparation of the PEG-linked precursor. The short PEG spacer provided by Azido-PEG3-t-butyl ester helps tune probe hydrophilicity and reduces aggregation tendencies, which is particularly valuable when preparing fluorescent or luminescent conjugates for imaging-oriented research assays.
4. Diagnostic and Assay Reagents
Azido-PEG3-t-butyl ester is frequently employed as a click-ready reagent for assembling diagnostic and analytical reagents, including affinity capture constructs and signal-generating conjugates. In assay development, the azide group provides a convenient handle for attaching reporter groups, biorecognition elements, or polymeric scaffolds via azide–alkyne cycloaddition, supporting streamlined workflows for generating multiple reagent variants. The PEG linker functionality helps maintain reagent dispersibility and accessibility of the attached components, which can be important for consistent performance in binding and detection assays that rely on well-defined conjugate architecture.
Computed Properties
| XLogP3 | 1.5 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 14 |
| Exact Mass | 303.17942091 g/mol |
| Monoisotopic Mass | 303.17942091 g/mol |
| Topological Polar Surface Area | 68.4Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 324 |
| 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-2022078524-A2 | Specific conjugation of an antibody | 2021-11-03 |
| WO-2022078524-A4 | Specific conjugation of an antibody | 2021-11-03 |
| JP-2021006531-A | Cross-linked conjugate for conjugation of cell-binding molecules | 2020-09-01 |
| JP-7149610-B2 | Specific conjugates of cell binding molecules | 2019-11-22 |
| US-2022249594-A1 | A formulation of a conjugate of a tubulysin analog to a cell-binding molecule | 2019-06-24 |
Recommended Services
Recommended Articles
- Hoechst Dyes: Definition, Structure, Mechanism and Applications
- Mastering the Spectrum: A Comprehensive Guide to Cy3 and Cy5 Dyes
- Fluorescent Probes: Definition, Structure, Types and Application
- Fluorescent Dyes: Definition, Mechanism, Types and Application
- Coumarin Dyes: Definition, Structure, Benefits, Synthesis and Uses
- Unlocking the Power of Fluorescence Imaging: A Comprehensive Guide
- Cell Imaging: Definitions, Systems, Protocols, Dyes, and Applications
- Lipid Staining: Definition, Principles, Methods, Dyes, and Uses
- Flow Cytometry: Definition, Principles, Protocols, Dyes, and Uses
- Nucleic Acid Staining: Definition, Principles, Dyes, Procedures, and Uses
Recommended Products
Online Inquiry