
Propargyl-PEG3-NHBoc | CAS 1333880-60-6
| Catalog Number | R01-0159 |
| Category | Alkynes |
| Molecular Formula | C14H25NO5 |
| Molecular Weight | 287.36 |
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Product Introduction
Propargyl-PEG3-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-PEG3-propargyl; Boc-NH-PEG3-propargyl; Boc-N-Amido-PEG3-Alkyne; tert-butyl (2-(2-(2-(prop-2-yn-1-yloxy)ethoxy)ethoxy)ethyl)carbamate; 5,8,11-Trioxa-2-azatetradec-13-ynoic acid, 1,1-dimethylethyl ester; tert-butyl N-(2-{2-[2-(prop-2-yn-1-yloxy)ethoxy]ethoxy}ethyl)carbamate; 2-Methyl-2-propanyl (2-{2-[2-(2-propyn-1-yloxy)ethoxy]ethoxy}ethyl)carbamate; Carbamic acid, N-[2-[2-[2-(2-propyn-1-yloxy)ethoxy]ethoxy]ethyl]-, 1,1-dimethylethyl ester |
| Purity | ≥95% |
| IUPAC Name | tert-butyl N-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethyl]carbamate |
| SMILES | CC(C)(C)OC(=O)NCCOCCOCCOCC#C |
| InChI | InChI=1S/C14H25NO5/c1-5-7-17-9-11-19-12-10-18-8-6-15-13(16)20-14(2,3)4/h1H,6-12H2,2-4H3,(H,15,16) |
| InChIKey | IKRULGOPBBCYPJ-UHFFFAOYSA-N |
| Solubility | Soluble in DCM, DMF, DMSO |
| Density | 1.045±0.06 g/cm3 (Predicted) |
| Boiling Point | 386.4±32.0°C (Predicted) |
Product Specification
| Storage | Store at -20°C |
Application
Propargyl-PEG3-NHBoc is a PEG-based propargylated amine building block designed for copper-free or copper-catalyzed click chemistry workflows, enabling efficient attachment of alkynyl handles to biomolecules, polymers, and surfaces. The reagent combines a terminal alkyne for click conjugation with a PEG3 spacer that improves solubility and reduces steric effects, while the NHBoc group provides protected amine functionality for downstream derivatization. As a versatile linker precursor, Propargyl-PEG3-NHBoc is commonly selected in molecular imaging probe development, bioconjugation reagent preparation, and materials functionalization where stable, well-defined conjugation sites are required.
1. Bioconjugation Linkers
Propargyl-PEG3-NHBoc is frequently used as a PEGylated click handle for preparing conjugates between targeting ligands and reactive biomolecular scaffolds, including peptides, proteins, and nucleic-acid derivatives. The PEG3 spacer helps maintain accessibility of the terminal alkyne during conjugation and subsequent binding studies, while the Boc-protected amine supports controlled functional group unveiling for further coupling steps. Researchers often incorporate Propargyl-PEG3-NHBoc into workflows that require modular assembly of multicomponent bioconjugates, such as attaching fluorescent tags, affinity handles, or capture moieties to complex biomolecular constructs.
2. Surface And Polymer Functionalization
Propargyl-PEG3-NHBoc is widely applied to introduce click-reactive alkyne functionality onto polymer backbones, hydrogel networks, and material surfaces prior to subsequent labeling or assembly. The PEG3 chain contributes to improved wetting and reduced nonspecific interactions compared with shorter linkers, which is valuable for surface chemistry and coating strategies used in assay development and advanced biomaterials research. After incorporation, the alkyne handle enables orthogonal grafting of dyes, affinity reagents, or other functional components through click-based coupling, supporting scalable fabrication of functional materials with spatially defined chemical reactivity.
3. Molecular Imaging Probe Assembly
Propargyl-PEG3-NHBoc is used in molecular imaging and analytical probe construction where controlled attachment of reporter groups to biomolecular carriers is essential. The terminal alkyne provides a convenient conjugation site for linking imaging moieties, such as fluorophores or other reporter tags, to targeting scaffolds or capture systems using click chemistry-compatible strategies. By leveraging the PEG3 spacer, probe developers can improve conjugate solubility and reduce steric hindrance around the reactive site, which helps maintain labeling efficiency and consistent probe architecture across labeling batches.
4. Diagnostic Reagent Development
Propargyl-PEG3-NHBoc supports the preparation of diagnostic and analytical reagents that rely on modular conjugation of recognition elements and signal reporters. The reagent’s click-compatible alkyne functionality allows researchers to build reagent formats such as labeled binding constructs, assay-ready conjugation intermediates, and multiplexing components where defined attachment chemistry is required. The protected amine functionality enables additional downstream derivatization steps, allowing reagent developers to tailor handle density and coupling chemistry for consistent performance in complex assay workflows.
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