
N-(t-Boc-Aminooxy-PEG2)-N-bis(PEG3-propargyl) | CAS 2112737-60-5
| Catalog Number | R01-0083 |
| Category | Alkynes |
| Molecular Formula | C₂₉H₅₂N₂O₁₁ |
| Molecular Weight | 604.73 |
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Product Introduction
N-(t-Boc-Aminooxy-PEG2)-N-bis(PEG3-propargyl) is a polyethylene glycol (PEG)-based PROTAC linker. N-(t-Boc-Aminooxy-PEG2)-N-bis(PEG3-propargyl) can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | tert-butyl ((9-(2-(2-(2-(prop-2-yn-1-yloxy)ethoxy)ethoxy)ethyl)-3,6,12,15,18-pentaoxa-9-azahenicos-20-yn-1-yl)oxy)carbamate; tert-butyl N-{[9-(2-{2-[2-(prop-2-yn-1-yloxy)ethoxy]ethoxy}ethyl)-3,6,12,15,18-pentaoxa-9-azahenicos-20-yn-1-yl]oxy}carbamate |
| Purity | 98% |
| IUPAC Name | tert-butyl N-[2-[2-[2-[bis[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethyl]amino]ethoxy]ethoxy]ethoxy]carbamate |
| SMILES | CC(C)(C)OC(=O)NOCCOCCOCCN(CCOCCOCCOCC#C)CCOCCOCCOCC#C |
| InChI | InChI=1S/C29H52N2O11/c1-6-11-33-16-21-38-23-18-35-13-8-31(9-14-36-19-24-39-22-17-34-12-7-2)10-15-37-20-25-40-26-27-41-30-28(32)42-29(3,4)5/h1-2H,8-27H2,3-5H3,(H,30,32) |
| InChIKey | WPRVFLKXCQXMJG-UHFFFAOYSA-N |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
N-(t-Boc-Aminooxy-PEG2)-N-bis(PEG3-propargyl) is a PEGylated, bifunctional click-chemistry reagent designed for copper-free or copper-catalyzed azide–alkyne cycloaddition workflows, with propargyl termini that serve as reactive handles for subsequent conjugation and labeling strategies. The molecule incorporates an aminooxy functional group protected as a Boc-protected aminooxy moiety and multiple PEG spacers that promote aqueous solubility and reduce nonspecific interactions in biomolecular applications. This architecture makes it well suited for building modular, water-compatible conjugates used in chemical biology, probe development, and polymer/material functionalization where orthogonal reactivity and controlled valency are important.
1. Biomolecule Labeling Probes
N-(t-Boc-Aminooxy-PEG2)-N-bis(PEG3-propargyl) is frequently used as a PEG-based linker to introduce multiple alkyne handles onto proteins, peptides, or other biomolecular scaffolds prior to downstream azide–alkyne click conjugation. Researchers value the bis(propargyl) design because it supports multivalent labeling strategies that can improve signal uniformity in imaging and assay development workflows, while the PEG spacers help maintain solubility and minimize aggregation during labeling and purification. The Boc-protected aminooxy functionality also supports staged conjugation designs, enabling workflows where aminooxy reactivity is prepared for later coupling steps while the alkyne groups remain available for click attachment to azide-bearing partners.
2. Multivalent Surface Functionalization
N-(t-Boc-Aminooxy-PEG2)-N-bis(PEG3-propargyl) is applied in the functionalization of biomaterial surfaces and polymer coatings where controlled presentation of reactive ligands is required. The reagent’s PEG-rich structure supports adsorption or coupling to material platforms under aqueous conditions and provides two propargyl “growth points” for subsequent attachment to azide-functional biomolecules, affinity tags, or reporter components. This makes it useful for constructing multivalent interfaces such as functionalized hydrogels, coatings for biosensing surfaces, and modular material layers used in chemical biology and diagnostics reagent development, where reproducible ligand density and reduced nonspecific binding are key practical considerations.
3. Molecular Imaging and Reporter Build
N-(t-Boc-Aminooxy-PEG2)-N-bis(PEG3-propargyl) serves as a versatile building block for assembling imaging and analytical reporter constructs that rely on click chemistry for rapid, selective conjugation. The bis(PEG3-propargyl) motif supports incorporation of multiple reporter or targeting elements after attachment to azide-bearing imaging moieties, enabling researchers to tailor probe architecture for consistent labeling and improved handling in aqueous buffers. In molecular imaging and diagnostic reagent development pipelines, the reagent is commonly used during probe synthesis planning to create modular constructs where the alkyne functionality can be coupled to azide-functional dyes, tags, or imaging reagents, while the aminooxy handle provides an additional orthogonal handle for later derivatization steps.
4. Diagnostic Reagent Conjugates
N-(t-Boc-Aminooxy-PEG2)-N-bis(PEG3-propargyl) is used to prepare click-compatible diagnostic reagent conjugates that require stable, water-soluble linkers and defined multivalency. Teams developing immunoassay reagents, labeling kits, and analytical standards often select PEGylated bis-propargyl linkers to improve conjugate stability during storage and to reduce matrix effects during assay workflows. By enabling azide–alkyne click attachment to azide-functional capture reagents, reporters, or calibration components, N-(t-Boc-Aminooxy-PEG2)-N-bis(PEG3-propargyl) supports scalable reagent assembly strategies where orthogonal functional groups and spacer length are tuned to achieve consistent conjugate behavior in complex assay environments.
Computed Properties
| XLogP3 | 0.1 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 32 |
| Exact Mass | 604.35711048 g/mol |
| Monoisotopic Mass | 604.35711048 g/mol |
| Topological Polar Surface Area | 125Ų |
| Heavy Atom Count | 42 |
| Formal Charge | 0 |
| Complexity | 679 |
| 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 |
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