
Propargyl-PEG3-phosphonic acid | CAS 1714139-62-4
| Catalog Number | R01-0131 |
| Category | Alkynes |
| Molecular Formula | C₉H₁₇O₆P |
| Molecular Weight | 252.20 |
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Product Introduction
Propargyl-PEG3-phosphonic acid is a polyethylene glycol (PEG)-based PROTAC linker. Propargyl-PEG3-phosphonic acid can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | (2-(2-(2-(prop-2-yn-1-yloxy)ethoxy)ethoxy)ethyl)phosphonic acid; Propargyl-PEG3-phosphonicacid; 2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethylphosphonic acid |
| Purity | 98% |
| IUPAC Name | 2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethylphosphonic acid |
| SMILES | C#CCOCCOCCOCCP(=O)(O)O |
| InChI | InChI=1S/C9H17O6P/c1-2-3-13-4-5-14-6-7-15-8-9-16(10,11)12/h1H,3-9H2,(H2,10,11,12) |
| InChIKey | OUKZOEDGARPKKQ-UHFFFAOYSA-N |
| Solubility | DMSO, DCM |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
Propargyl-PEG3-phosphonic acid is a PEGylated propargyl phosphonate designed for bioorthogonal click chemistry workflows that rely on the alkyne handle for subsequent conjugation. As a phosphonic acid–containing, water-compatible linker, it is commonly used to introduce a stable anionic anchoring motif alongside the reactive propargyl group. This combination makes it particularly relevant for preparing functional biomaterials, surface-modified probes, and imaging or assay reagents where controlled spacing and robust attachment are required.
1. Surface Anchoring Chemistry
Propargyl-PEG3-phosphonic acid is frequently used to create alkyne-functional coatings on oxide-containing surfaces, including glass and other metal-oxide substrates, where phosphonic acids provide strong surface affinity. The PEG3 spacer helps reduce nonspecific interactions and improves accessibility of the terminal alkyne for downstream click conjugation to biomolecules, polymers, or affinity ligands. Researchers developing reusable assay platforms and immobilized reagent surfaces often select this scaffold to balance stable attachment with efficient post-functionalization.
2. Biomolecule Conjugation Linker
Propargyl-PEG3-phosphonic acid serves as a practical PEG-based linker for preparing alkyne-bearing intermediates used in click-based bioconjugation workflows. Laboratories commonly incorporate the phosphonate-propargyl motif to provide a handle that can be further coupled to azide-functional partners, enabling modular assembly of labeled proteins, peptides, or nucleic-acid reagents. The PEG3 length is especially useful when conjugation requires improved solubility and steric spacing to preserve binding or recognition behavior of the attached biomolecule.
3. Molecular Imaging Probe Building
Propargyl-PEG3-phosphonic acid is used in the construction of imaging and detection probes that require both a reactive alkyne for click attachment and a phosphonic acid group for stable physicochemical association with inorganic components or structured materials. In molecular imaging reagent development, the PEG spacer supports more uniform probe presentation and can help maintain probe accessibility after conjugation. Teams building multi-component probe assemblies often rely on this reagent as a modular building block to connect targeting or reporting elements through click chemistry.
4. Diagnostic Assay Surface Functionalization
Propargyl-PEG3-phosphonic acid is well suited for preparing functional surfaces and reagent formats used in diagnostic and analytical assay development, where immobilization and subsequent labeling must be reliable and reproducible. The phosphonic acid functionality supports anchoring to oxide-bearing materials, while the propargyl group enables post-immobilization coupling to azide-tagged reporters, capture reagents, or signal-amplifying components. This architecture is commonly adopted in research workflows that require flexible, stepwise assembly of assay reagents with controlled spacing and reduced background interactions.
Computed Properties
| XLogP3 | -1.9 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 10 |
| Exact Mass | 252.07627526 g/mol |
| Monoisotopic Mass | 252.07627526 g/mol |
| Topological Polar Surface Area | 85.2Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 252 |
| 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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