
N-(PEG2-Boc)-N-bis(PEG2-propargyl) | CAS 2100306-69-0
| Catalog Number | R01-0090 |
| Category | Alkynes |
| Molecular Formula | C₂₅H₄₃NO₈ |
| Molecular Weight | 485.61 |
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Product Introduction
N-(PEG2-Boc)-N-bis(PEG2-propargyl) is a polyethylene glycol (PEG)-based PROTAC linker. N-(PEG2-Boc)-N-bis(PEG2-propargyl) can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | N-(t-butyl ester-PEG2)-N-bis(PEG2-propargyl) |
| Purity | 98% |
| IUPAC Name | tert-butyl 3-[2-[2-[bis[2-(2-prop-2-ynoxyethoxy)ethyl]amino]ethoxy]ethoxy]propanoate |
| SMILES | CC(C)(C)OC(=O)CCOCCOCCN(CCOCCOCC#C)CCOCCOCC#C |
| InChI | InChI=1S/C25H43NO8/c1-6-12-28-18-21-31-15-9-26(10-16-32-22-19-29-13-7-2)11-17-33-23-20-30-14-8-24(27)34-25(3,4)5/h1-2H,8-23H2,3-5H3 |
| InChIKey | SNTDJGZACCWQRM-UHFFFAOYSA-N |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
N-(PEG2-Boc)-N-bis(PEG2-propargyl) is a PEGylated, Boc-protected bis-propargyl click chemistry reagent designed for copper-free and copper-mediated azide–alkyne cycloaddition workflows. Its structure combines two terminal propargyl groups for multivalent labeling with a PEG2-based spacer environment that improves solubility and reduces nonspecific interactions in complex aqueous systems. This reagent is commonly used as a functional building block for attaching biomolecules, polymers, and surfaces to azide-bearing partners, enabling downstream construction of fluorescent probes, affinity reagents, and modular biomaterials.
1. Multivalent Biomolecule Labeling
N-(PEG2-Boc)-N-bis(PEG2-propargyl) is well suited for labeling biomolecules that require higher effective loading than monofunctional alkyne reagents, such as proteins, peptides, and nucleic-acid constructs bearing azide handles. The bis-propargyl architecture supports multivalent conjugation strategies that are frequently used to generate more robust signal output in biochemical assays and imaging workflows, while the PEG2 segments help maintain colloidal stability and reduce aggregation during conjugation and purification. Researchers often select this reagent when they need flexible spacing between the reactive termini and the biological scaffold, improving accessibility of the conjugation sites in crowded labeling environments.
2. PEG-Based Surface Functionalization
N-(PEG2-Boc)-N-bis(PEG2-propargyl) is commonly applied in the preparation of azide-functional coatings and materials where subsequent click coupling to alkyne-bearing surfaces is desired. The PEGylated backbone is particularly useful for engineering antifouling or low-nonspecific-binding interfaces in biosensing and materials research, because PEG spacers can mitigate protein adsorption and nonspecific interactions after functionalization. In practical workflows, this reagent is used to introduce two reactive alkyne termini that can be coupled to azide-presenting linkers, enabling the fabrication of patterned or modular surfaces for research-grade diagnostic reagent development and molecular imaging probe platforms.
3. Polymer and Hydrogel Crosslinking
N-(PEG2-Boc)-N-bis(PEG2-propargyl) supports polymer modification and network formation strategies that rely on azide–alkyne click chemistry to tune gelation and material architecture. The bis-propargyl functionality enables crosslinking or post-functionalization of PEG-containing polymer systems when paired with azide-bearing macromers, linkers, or crosslinking agents. Materials scientists frequently incorporate this reagent into hydrogel and polymer conjugate design to control the density of reactive sites and to improve water compatibility, which is important for maintaining reproducible material properties during downstream processing, washing, and probe incorporation.
4. Modular Imaging Probe Building
N-(PEG2-Boc)-N-bis(PEG2-propargyl) is used as a modular alkyne component for assembling molecular imaging and detection reagents that incorporate azide-functional targeting motifs, reporters, or scaffold elements. The PEG2 spacing and dual alkyne groups make it convenient for constructing multicomponent probes where a single conjugation step connects a probe scaffold to an azide-bearing partner, supporting efficient generation of probe libraries for method development. In molecular imaging and diagnostic reagent workflows, researchers value this reagent for its ability to provide reactive handles that remain accessible in aqueous labeling buffers, facilitating consistent probe synthesis and purification prior to assay or imaging use.
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