
Propargyl-PEG10-COOtBu | CAS 2055022-22-3
| Catalog Number | R01-0169 |
| Category | Alkynes |
| Molecular Formula | C28H52O12 |
| Molecular Weight | 580.71 |
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Product Introduction
Propargyl-PEG10-COOtBu is a PEG crosslinker containing a propargyl group and a t-butyl protected carboxyl group. Under the catalysis of copper, propargyl group can react with azide-bearing compounds to produce stable triazole compounds. The hydrophilic PEG spacer increases solubility in aqueous media.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | Propargyl-PEG10-t-butyl ester; Propargyl-PEG10-Boc; tert-butyl 2-((prop-2-yn-1-yloxy)methyl)-3,6,9,12,15,18,21,24,27-nonaoxanonacosanoate |
| Purity | ≥95% |
| IUPAC Name | tert-butyl 3-[2-[2-[2-[2-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate |
| SMILES | CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCC#C |
| InChI | InChI=1S/C28H52O12/c1-5-7-30-9-11-32-13-15-34-17-19-36-21-23-38-25-26-39-24-22-37-20-18-35-16-14-33-12-10-31-8-6-27(29)40-28(2,3)4/h1H,6-26H2,2-4H3 |
| InChIKey | AQCJITMVJIOAQF-UHFFFAOYSA-N |
| Solubility | Soluble in Water, DMSO, DCM, DMF |
| Density | 1.1±0.1 g/cm3 |
| Appearance | Pale Yellow or Colorless Oily Matter |
| Boiling Point | 592.3±45.0 °C at 760 mmHg |
Product Specification
| Storage | Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years) |
Application
Propargyl-PEG10-COOtBu is a PEG-based propargyl ester building block designed for copper-free and copper-enabled click chemistry workflows, where the terminal alkyne serves as a versatile handle for bioorthogonal conjugation. The extended PEG10 spacer and protected carboxylate (tBu ester) support solubility and downstream functionalization, making this reagent well suited for constructing PEGylated probes, linkers, and polymer conjugates. Because the alkyne can be selectively incorporated into larger macromolecules or surfaces, Propargyl-PEG10-COOtBu is commonly used in chemical biology and materials chemistry to generate defined conjugation sites for subsequent coupling steps.
1. PEG Linker Construction
Propargyl-PEG10-COOtBu is frequently used as a PEGylated linker precursor in research-grade conjugation strategies, enabling the introduction of a terminal alkyne into otherwise non-clickable scaffolds such as polymers, dendrimers, and functionalized biomolecule derivatives. The PEG10 segment improves aqueous compatibility and helps maintain accessibility of the reactive handle after conjugation, which is valuable when preparing multivalent libraries of labeled constructs. The tBu-protected carboxylate also supports controlled downstream conversion to carboxylic acid functionality for further coupling, surface immobilization, or attachment to amine-bearing partners via standard carbodiimide or related coupling chemistries.
2. Biomolecule Conjugation Platforms
Propargyl-PEG10-COOtBu supports the generation of alkyne-functional biomolecule conjugation platforms used in proteomics sample preparation, affinity reagent development, and labeling workflows that require defined attachment points. Researchers incorporate the propargylated PEG spacer into targeting ligands, protein-reactive intermediates, or nucleic-acid compatible constructs to create stable, well-dispersed conjugates that can be subsequently joined to azide-bearing partners through click chemistry. This reagent is particularly useful when the conjugation design benefits from a hydrophilic spacer that reduces steric congestion and improves the practical performance of downstream labeling or capture steps.
3. Surface and Material Functionalization
Propargyl-PEG10-COOtBu is widely applied to functionalize polymeric materials, nanoparticles, and engineered surfaces with an alkyne handle for subsequent click-based grafting or patterning. The PEG10 spacer can help mitigate nonspecific interactions and improve the presentation of reactive sites, which is advantageous for coatings, biointerface studies, and materials used in chemical sensing or affinity capture. After integration of the alkyne-bearing PEG ester into a surface or material precursor, subsequent coupling to azide-functional reagents enables modular assembly of multicomponent materials, including fluorescent or affinity-tagged layers for imaging and analytical workflows.
4. Imaging Probe and Reporter Assembly
Propargyl-PEG10-COOtBu is commonly selected for assembling imaging and analytical reporter constructs where a PEG spacer and an orthogonal conjugation handle are required for modular build workflows. The terminal alkyne introduced by this reagent allows researchers to connect the PEGylated scaffold to azide-containing dyes, affinity tags, or other reporter modules using click chemistry-compatible partners. The protected carboxylate functionality provides additional flexibility for incorporating the PEG unit into larger probe architectures, such as linker systems that balance solubility, reduced aggregation, and controlled attachment geometry for multicomponent labeling schemes.
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