
N-(PEG1-OH)-N-Boc-PEG2-propargyl | CAS 2100306-85-0
| Catalog Number | R01-0104 |
| Category | Alkynes |
| Molecular Formula | C₁₆H₂₉NO₆ |
| Molecular Weight | 331.40 |
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Product Introduction
N-(PEG1-OH)-N-Boc-PEG2-propargyl is a polyethylene glycol (PEG)-based PROTAC linker. N-(PEG1-OH)-N-Boc-PEG2-propargyl can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | tert-butyl (2-(2-hydroxyethoxy)ethyl)(2-(2-(prop-2-yn-1-yloxy)ethoxy)ethyl)carbamate; tert-butyl N-[2-(2-hydroxyethoxy)ethyl]-N-{2-[2-(prop-2-yn-1-yloxy)ethoxy]ethyl}carbamate |
| Purity | 98% |
| IUPAC Name | tert-butyl N-[2-(2-hydroxyethoxy)ethyl]-N-[2-(2-prop-2-ynoxyethoxy)ethyl]carbamate |
| SMILES | CC(C)(C)OC(=O)N(CCOCCO)CCOCCOCC#C |
| InChI | InChI=1S/C16H29NO6/c1-5-9-20-13-14-22-11-7-17(6-10-21-12-8-18)15(19)23-16(2,3)4/h1,18H,6-14H2,2-4H3 |
| InChIKey | YEBWOLWOJRIJNN-UHFFFAOYSA-N |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
N-(PEG1-OH)-N-Boc-PEG2-propargyl is a PEG-based propargylated linker designed for copper-free and copper-mediated click chemistry workflows, providing a flexible hydrophilic spacer that improves solubility and bioconjugation handling. The molecule combines a terminal propargyl functional group for alkyne participation with PEG segments that reduce nonspecific interactions and help maintain probe accessibility in aqueous environments. This reagent is commonly used to introduce a clickable alkyne handle into biomaterials, imaging probes, and macromolecular conjugates where steric flexibility and water compatibility are important.
1. Alkyne Handle For Conjugation
N-(PEG1-OH)-N-Boc-PEG2-propargyl is widely used as a practical alkyne-bearing building block for preparing click-reactive conjugates from PEGylated precursors. Researchers incorporate this reagent to generate stable, water-soluble clickable sites on polymers, surfaces, and macromolecules, enabling subsequent coupling to azide-functional partners via established click chemistry strategies. The PEG spacer architecture supports efficient downstream labeling by helping the alkyne remain accessible and reducing aggregation during conjugation and purification steps.
2. Surface And Hydrogel Functionalization
N-(PEG1-OH)-N-Boc-PEG2-propargyl is suitable for introducing propargyl functionality into material platforms such as hydrogels, coatings, and polymeric matrices used in chemical biology and biomaterials research. By installing an alkyne handle through PEG-mediated linkers, teams can pattern or functionalize materials with azide-bearing ligands, reporters, or capture moieties while maintaining aqueous compatibility. This approach is commonly applied when researchers need modular post-fabrication assembly, where clickable sites are introduced first and then used to attach functional components under controlled conditions.
3. Molecular Imaging Probe Preparation
N-(PEG1-OH)-N-Boc-PEG2-propargyl is frequently selected for constructing imaging and detection reagents that require a defined clickable handle for modular assembly. The PEG segments help solubilize probe components and can improve the practical handling of conjugation mixtures, which is valuable when integrating fluorophores, affinity tags, or other imaging motifs through azide–alkyne coupling. In molecular imaging workflows, the reagent’s propargyl functionality supports late-stage attachment strategies that simplify probe generation and enable rapid swapping of targeting or reporting elements.
4. PEGylated Linkers For Diagnostics Research
N-(PEG1-OH)-N-Boc-PEG2-propargyl supports diagnostic reagent development and assay-relevant labeling by providing a PEGylated alkyne linker that can be incorporated into assay components, affinity constructs, or signal-generating materials. The hydrophilic spacer design is often used to manage nonspecific interactions and improve reagent behavior in complex aqueous assay buffers. Teams use this reagent to create click-ready intermediate conjugates that can be further combined with azide-functional recognition elements or reporting groups to build modular assay formats.
Computed Properties
| XLogP3 | 0.1 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 14 |
| Exact Mass | 331.19948764 g/mol |
| Monoisotopic Mass | 331.19948764 g/mol |
| Topological Polar Surface Area | 77.5Ų |
| Heavy Atom Count | 23 |
| Formal Charge | 0 |
| Complexity | 357 |
| 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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