
N-(acid-PEG3)-N-bis(PEG3-azide) | CAS 2182602-17-9
| Catalog Number | R14-0067 |
| Category | Azides |
| Molecular Formula | C₂₅H₄₉N₇O₁₁ |
| Molecular Weight | 623.70 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
N-(acid-PEG3)-N-bis(PEG3-azide) is a polyethylene glycol (PEG)-based PROTAC linker. N-(acid-PEG3)-N-bis(PEG3-azide) can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | 1-azido-12-(2-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}ethyl)-3,6,9,15,18,21-hexaoxa-12-azatetracosan-24-oic acid; 3-[2-[2-[2-[bis[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]amino]ethoxy]ethoxy]ethoxy]propanoic acid |
| Purity | 98% |
| IUPAC Name | 3-[2-[2-[2-[bis[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]amino]ethoxy]ethoxy]ethoxy]propanoic acid |
| SMILES | C(COCCOCCOCCN(CCOCCOCCOCCN=[N+]=[N-])CCOCCOCCOCCN=[N+]=[N-])C(=O)O |
| InChI | InChI=1S/C25H49N7O11/c26-30-28-2-8-36-14-20-42-23-17-39-11-5-32(4-10-38-16-22-41-19-13-35-7-1-25(33)34)6-12-40-18-24-43-21-15-37-9-3-29-31-27/h1-24H2,(H,33,34) |
| InChIKey | WDEYOYQVZPSNFR-UHFFFAOYSA-N |
| Solubility | Water, DMSO, DCM, DMF |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
N-(acid-PEG3)-N-bis(PEG3-azide) is a PEG-based, multifunctional azide click chemistry reagent designed for bioconjugation workflows that benefit from hydrophilicity and controlled spacing. As an azide-bearing building block, it is commonly used in copper-free or copper-catalyzed azide–alkyne cycloaddition strategies to install or crosslink biomolecules, surfaces, and polymeric constructs. The reagent’s acid-functional handle and bis(PEG3-azide) architecture make it well suited for constructing multivalent conjugates, tunable linkers, and modular imaging or materials platforms where azide density and accessibility are important.
1. Multivalent Bioconjugation
N-(acid-PEG3)-N-bis(PEG3-azide) is widely used as a PEG spacer and azide-loading reagent to generate multivalent bioconjugates for research-grade labeling of proteins, peptides, and other biomolecular targets. The bis(PEG3-azide) motif supports higher local functional density compared with monofunctional azides, which is valuable when downstream conjugation requires multiple attachment points to maintain binding-site accessibility or to improve coupling efficiency in complex labeling workflows. The acid-functional group provides a convenient anchoring or coupling handle in many bioconjugation schemes, enabling users to prepare azide-terminated constructs that can be further reacted with complementary alkyne partners for modular assembly of probes, affinity reagents, and engineered biomaterials.
2. Surface And Material Functionalization
N-(acid-PEG3)-N-bis(PEG3-azide) is used to functionalize polymeric materials, hydrogels, and device surfaces with azide groups for subsequent click-based patterning and immobilization. In molecular imaging and diagnostic reagent development pipelines, azide-modified substrates are often prepared as intermediate platforms that can be uniformly functionalized and then selectively decorated with alkyne-bearing ligands, reporters, or capture molecules. The PEG3 spacing helps reduce nonspecific interactions and improves accessibility of reactive sites on the material interface, which is particularly relevant when building low-fouling surfaces or when maintaining consistent conjugation behavior across batch-prepared coatings and bulk gels.
3. Molecular Imaging Probe Assembly
N-(acid-PEG3)-N-bis(PEG3-azide) serves as a practical azide component for assembling imaging probes and fluorescent or luminescent conjugates through click chemistry-compatible coupling to alkyne-containing dyes, affinity tags, or scaffold molecules. Its PEG-based design supports solubility and reduces steric hindrance, helping maintain labeling efficiency when probe constructs require multiple functional elements or when conjugates must remain well-dispersed in aqueous labeling buffers. Researchers frequently use bis(PEG3-azide) reagents to tune azide stoichiometry for controlled probe architecture, enabling consistent downstream conjugation to alkyne reporters while preserving modularity for swapping targeting or reporting components.
4. Crosslinking and Polymer Architectures
N-(acid-PEG3)-N-bis(PEG3-azide) is applied in polymer and biomaterials engineering to introduce azide functionality for click-mediated crosslinking, network formation, and multicomponent assembly. The bis(PEG3-azide) structure supports the creation of defined linkages when reacted with complementary alkyne crosslinkers or multifunctional alkyne scaffolds, allowing users to build structured PEG-rich architectures with controlled reactive site spacing. Such azide-functional PEG linkers are commonly used to prepare intermediate materials for subsequent modular modification, including incorporation of imaging handles, affinity motifs, or surface-active groups, thereby supporting iterative development of advanced research materials and reagent platforms.
Computed Properties
| XLogP3 | -2 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 16 |
| Rotatable Bond Count | 36 |
| Exact Mass | 623.34900540 g/mol |
| Monoisotopic Mass | 623.34900540 g/mol |
| Topological Polar Surface Area | 152Ų |
| Heavy Atom Count | 43 |
| Formal Charge | 0 |
| Complexity | 675 |
| 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-2022148979-A1 | Methods for treating cancer | 2021-01-11 |
| WO-2022148975-A1 | Heterotandem bicyclic peptide complexes | 2021-01-08 |
| WO-2021028686-A1 | Modified multimeric bicyclic peptide ligands | 2019-08-13 |
| US-2021040154-A1 | Heterotandem bicyclic peptide complex | 2019-07-30 |
| US-2021069287-A1 | Heterotandem bicyclic peptide complex | 2019-07-30 |
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