
Thalidomide-O-PEG4-Azide | CAS 2380318-57-8
| Catalog Number | R14-0149 |
| Category | Azides |
| Molecular Formula | C23H29N5O9 |
| Molecular Weight | 519.5 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Thalidomide-O-PEG4-Azide is a PROTAC linker that is reactive with alkyne or DBCO, BCN attached molecule via click chemistry
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | 4-((14-Azido-3,6,9,12-tetraoxatetradecyl)oxy)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione; Thalidomide-O-PEG4-N3; 4-[(14-azido-3,6,9,12-tetraoxatetradecan-1-yl)oxy]-2-(2,6-dioxopiperidin-3-yl)-2,3-dihydro-1H-isoindole-1,3-dione |
| Purity | 98% |
| IUPAC Name | 4-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione |
| SMILES | C1CC(=O)NC(=O)C1N2C(=O)C3=C(C2=O)C(=CC=C3)OCCOCCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C23H29N5O9/c24-27-25-6-7-33-8-9-34-10-11-35-12-13-36-14-15-37-18-3-1-2-16-20(18)23(32)28(22(16)31)17-4-5-19(29)26-21(17)30/h1-3,17H,4-15H2,(H,26,29,30) |
| InChIKey | UEXQGUAIPAANLE-UHFFFAOYSA-N |
| Solubility | Water, DMF, DCM, DMSO |
Product Specification
| Storage | -20 °C |
Application
Thalidomide-O-PEG4-Azide is a PEGylated thalidomide-derived azide building block designed for copper-free and/or copper-mediated azide–alkyne click chemistry workflows. The reagent combines a bioactive, thalidomide-based scaffold with a short, flexible PEG4 spacer and a terminal azide handle, enabling modular attachment of diverse functional groups to thalidomide-like ligands. In research and materials settings, this structure is commonly used to prepare conjugatable probes, immobilized affinity reagents, and imaging/assay components that require stable, site-selective click attachment.
1. Target Ligand Conjugation
Thalidomide-O-PEG4-Azide is widely used as a conjugation-ready ligand intermediate for building thalidomide-inspired affinity constructs with defined attachment points. Researchers incorporate the azide handle to couple the scaffold to alkyne-bearing reporters, linkers, or surface-reactive groups, producing modular conjugates for binding studies, cell-surface labeling experiments, and comparative structure–activity mapping in chemical biology. The PEG4 spacer helps maintain accessibility of the ligand during downstream conjugation and assay formatting, which is particularly valuable when preparing multicomponent probes that include bulky dyes, affinity tags, or polymer segments.
2. Molecular Imaging Probes
Thalidomide-O-PEG4-Azide serves as an azide-functional platform for generating molecular imaging reagents in preclinical research workflows focused on probe optimization and labeling strategies. By clicking to alkyne-functional fluorophores or imaging moieties, teams can create ligand–reporter conjugates with controlled stoichiometry and a consistent tether length, supporting reproducible probe behavior across labeling batches. The PEG4 segment is commonly leveraged to reduce steric constraints around the thalidomide scaffold, improving practical conjugate design for microscopy, flow-based readouts, and imaging reagent screening in molecular imaging and diagnostic-reagent development.
3. Surface Immobilized Affinity Materials
Thalidomide-O-PEG4-Azide is used to prepare surface-immobilized affinity materials where a thalidomide-like ligand must be presented on a solid support with a defined, flexible linker. In biomaterials and assay development, the azide group enables click attachment to alkyne-functionalized surfaces such as modified glass, polymer films, or microarray platforms, allowing researchers to construct ligand-coated materials for binding assays and capture formats. The PEG4 spacer supports ligand accessibility at the interface, which is important for developing reproducible immobilized reagents used in screening workflows, ligand characterization, and platform prototyping.
4. Diagnostic Reagent Building Blocks
Thalidomide-O-PEG4-Azide is a practical building block for assembling diagnostic-reagent components that require modular conjugation of a thalidomide-derived ligand to assay-compatible detection chemistries. Teams often use the azide handle to click to alkyne-bearing enzyme labels, chemiluminescent tags, or affinity handles, enabling the rapid generation of reagent panels for assay optimization and reagent compatibility testing. The PEG4 tether provides a convenient design element for balancing signal presentation and steric accessibility, which helps streamline development of multivalent or modular assay reagents used in research diagnostics and analytical chemistry applications.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 17 |
| Exact Mass | 519.19652752 g/mol |
| Monoisotopic Mass | 519.19652752 g/mol |
| Topological Polar Surface Area | 144Ų |
| Heavy Atom Count | 37 |
| Formal Charge | 0 |
| Complexity | 851 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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