
Boc-aminooxy-PEG2-propargyl | CAS 1895922-74-3
| Catalog Number | R01-0124 |
| Category | Alkynes |
| Molecular Formula | C₁₂H₂₁NO₅ |
| Molecular Weight | 259.30 |
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Product Introduction
Boc-aminooxy-PEG2-propargyl is a polyethylene glycol (PEG)-based PROTAC linker. Boc-aminooxy-PEG2-propargyl can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | t-Boc-aminooxy-PEG2-propargyl |
| Purity | 98% |
| IUPAC Name | tert-butyl N-[2-(2-prop-2-ynoxyethoxy)ethoxy]carbamate |
| SMILES | CC(C)(C)OC(=O)NOCCOCCOCC#C |
| InChI | InChI=1S/C12H21NO5/c1-5-6-15-7-8-16-9-10-17-13-11(14)18-12(2,3)4/h1H,6-10H2,2-4H3,(H,13,14) |
| InChIKey | XXPUFYWATPLMHN-UHFFFAOYSA-N |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
Boc-aminooxy-PEG2-propargyl is a protected aminooxy-functionalized, PEG-linked propargyl click handle designed for bioorthogonal conjugation workflows. As a click chemistry reagent, it is commonly used in oxime-related conjugation strategies followed by alkyne-based coupling to introduce or transfer functional groups onto biomolecules, surfaces, or carrier materials. The Boc-protection and short PEG spacer support controlled reactivity and improved solubility, making the reagent relevant for constructing labeled probes, immobilized linkers, and modular chemical handles in chemical biology and materials research.
1. Protein And Peptide Labeling
Boc-aminooxy-PEG2-propargyl is used to install an aminooxy functionality onto proteins and peptides as part of labeling and derivatization pipelines that rely on modular chemical handles. Researchers commonly incorporate this reagent into workflows where an aminooxy group is needed to generate stable oxime-based conjugates, while the propargyl moiety provides an orthogonal alkyne handle for downstream click-compatible functionalization. The PEG2 spacer helps reduce steric congestion around the reactive sites, supporting efficient derivatization for imaging reagents, affinity tools, and assay-compatible protein conjugates.
2. Surface Immobilization Chemistry
Boc-aminooxy-PEG2-propargyl supports the preparation of functionalized surfaces and biomaterial interfaces where controlled attachment of chemical motifs is required. Materials scientists and platform teams often use the reagent to introduce aminooxy/propargyl-bearing linkers onto polymer films, hydrogel networks, and microfabricated substrates, enabling subsequent attachment of dyes, affinity ligands, or capture elements through click-compatible chemistry. The Boc-protection strategy is particularly useful in multistep surface functionalization schemes, where reactivity can be managed to match the timing of immobilization and final labeling steps.
3. Molecular Imaging Probe Building
Boc-aminooxy-PEG2-propargyl is widely used as a building block for constructing modular molecular imaging probes and fluorescent or luminescent reporters. Chemical biology groups employ the reagent to add an aminooxy-compatible conjugation handle and a propargyl group that can be leveraged to append imaging moieties or targeting/recognition components in a stepwise manner. The short PEG spacer is beneficial in probe design because it can improve accessibility of the conjugated functional groups, which is important when assembling multi-component imaging constructs for microscopy, spectroscopy, and instrument-readout assays.
4. Diagnostic Reagent And Assay Tools
Boc-aminooxy-PEG2-propargyl is applicable to the development of diagnostic reagent components and assay-ready chemical probes used in research and analytical settings. Reagent developers incorporate this linker to generate well-defined conjugates for binding assays, signal generation platforms, and standardized labeling reagents where orthogonal chemical handles are advantageous. By combining an aminooxy-compatible conjugation site with an alkyne handle for subsequent click-based attachment, the reagent fits workflows that require flexible assembly of detection chemistries onto proteins, polymers, or other assay substrates.
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