
Propargyl-PEG7-NHBoc | CAS 2112737-90-1
| Catalog Number | R01-0155 |
| Category | Alkynes |
| Molecular Formula | C22H41NO9 |
| Molecular Weight | 463.56 |
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Product Introduction
Propargyl-PEG7-NHBoc is a crosslinker consisting of a propargyl group and a t-Boc protected amine group. The propargyl group reacts with azide-bearing compounds or biomolecules via copper-catalyzed Click Chemistry reactions. The t-Boc-protected amine can be deprotected under mildly acidic conditions.
Chemical Information
Product Specification
Application
Chemical Information
| Related CAS | 1520979-34-3 (polymer) |
| Synonyms | t-Boc-N-Amido-PEG7-propargyl; Boc-NH-PEG7-propargyl; tert-Butyl 3,6,9,12,15,18,21-heptaoxatetracos-23-yn-1-ylcarbamate; 2-Methyl-2-propanyl 3,6,9,12,15,18,21-heptaoxatetracos-23-yn-1-ylcarbamate; Carbamic acid, N-3,6,9,12,15,18,21-heptaoxatetracos-23-yn-1-yl-, 1,1-dimethylethyl ester |
| Purity | ≥95% |
| IUPAC Name | tert-butyl N-[2-[2-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate |
| SMILES | CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCOCCOCC#C |
| InChI | InChI=1S/C22H41NO9/c1-5-7-25-9-11-27-13-15-29-17-19-31-20-18-30-16-14-28-12-10-26-8-6-23-21(24)32-22(2,3)4/h1H,6-20H2,2-4H3,(H,23,24) |
| InChIKey | KJDMOHBSNFYPKQ-UHFFFAOYSA-N |
| Solubility | Soluble in DMSO |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 532.7±50.0°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-PEG7-NHBoc is a PEG-based propargylated aminooxy-protected building block designed for copper-free or copper-mediated click chemistry workflows. As a propargyl-containing reagent, it participates in strain-promoted or Cu(I)-catalyzed azide–alkyne cycloaddition strategies to install a bioorthogonal handle onto PEGylated scaffolds. The extended PEG7 spacer and Boc-protected amine functionality make it well suited for constructing soluble conjugates, surface-tethered linkers, and imaging or assay reagents where hydrophilicity and controlled reactivity are important.
1. PEGylated Probe Conjugation
Propargyl-PEG7-NHBoc is widely used to generate PEGylated click probes for chemical biology experiments, where a flexible hydrophilic spacer helps maintain solubility and reduces nonspecific interactions. Researchers incorporate the propargyl functionality to enable subsequent conjugation to azide-bearing biomolecules, affinity ligands, or polymeric carriers, producing well-defined, water-compatible labeling reagents. The Boc-protected amine provides a convenient protected handle for downstream functionalization steps, supporting workflows that require sequential modification rather than immediate amine reactivity.
2. Surface Functionalization Linkers
Propargyl-PEG7-NHBoc is a practical linker for creating functionalized material surfaces and coatings that require a stable, hydrated interface. Materials scientists and biomaterials groups use the propargyl group to attach PEG spacers onto azide-functionalized substrates, enabling the presentation of reactive groups at controlled distances from the surface. This approach is commonly applied to prepare click-reactive surfaces for subsequent immobilization of capture molecules, fluorescent tags, or affinity reagents, while the PEG7 segment supports improved wettability and reduced protein adsorption in assay and imaging contexts.
3. Molecular Imaging Reagent Building
Propargyl-PEG7-NHBoc serves as a valuable intermediate for assembling molecular imaging and detection reagents that benefit from PEG-mediated solubility and spacing control. Imaging probe developers use the propargyl handle to connect PEGylated scaffolds to azide-tagged dyes, reporter groups, or targeting motifs, producing conjugates with improved handling and reduced aggregation. The Boc-protected amine can be leveraged to support multi-step probe construction, including orthogonal derivatization strategies that separate labeling steps from final functional group installation.
4. Biosensor and Assay Platforms
Propargyl-PEG7-NHBoc is routinely employed in biosensor and assay reagent development to create click-compatible linkers that improve reagent stability and signal robustness. Assay developers use the PEG7 spacer to tune the local environment around immobilized components, helping maintain accessibility of recognition elements and minimizing steric hindrance. The propargyl group enables straightforward coupling to azide-functional assay partners, supporting the preparation of modular reagent sets for surface-based readouts and homogeneous assay formats where reproducible conjugation chemistry is essential.
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