
Propargyl-PEG5-NHBoc | CAS 2062663-67-4
| Catalog Number | R01-0157 |
| Category | Alkynes |
| Molecular Formula | C18H33NO7 |
| Molecular Weight | 375.46 |
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Product Introduction
Propargyl-PEG5-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-PEG5-propargyl; Boc-NH-PEG5-propargyl; Boc-Amine-PEG5-propargyl; tert-butyl (3,6,9,12,15-pentaoxaoctadec-17-yn-1-yl)carbamate; 2-Methyl-2-propanyl 3,6,9,12,15-pentaoxaoctadec-17-yn-1-ylcarbamate; Carbamic acid, N-3,6,9,12,15-pentaoxaoctadec-17-yn-1-yl-, 1,1-dimethylethyl ester; 5,8,11,14,17-Pentaoxa-2-azaeicos-19-ynoic acid, 1,1-dimethylethyl ester |
| Purity | ≥95% |
| IUPAC Name | tert-butyl N-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethyl]carbamate |
| SMILES | CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCC#C |
| InChI | InChI=1S/C18H33NO7/c1-5-7-21-9-11-23-13-15-25-16-14-24-12-10-22-8-6-19-17(20)26-18(2,3)4/h1H,6-16H2,2-4H3,(H,19,20) |
| InChIKey | KSXRJNCGVMUJQW-UHFFFAOYSA-N |
| Solubility | Soluble in DMSO |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 463.4±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-PEG5-NHBoc is a PEG-based propargylated building block bearing an N-Boc-protected amine, designed for copper-free or copper-assisted click chemistry workflows where a terminal alkyne handle is required for conjugation. As a functionalized PEG linker, it provides aqueous compatibility and spatial separation that is commonly leveraged to improve solubility and reduce nonspecific interactions in probe and material labeling. The protected amine enables downstream deprotection and further functionalization, making Propargyl-PEG5-NHBoc a versatile reagent for constructing clickable intermediates used in chemical biology and biomaterials research.
1. Alkyne Handle For Labeling
Propargyl-PEG5-NHBoc is widely used as a PEGylated alkyne precursor to introduce a reactive click handle into biomolecule- and polymer-based systems. Researchers incorporate the propargyl group into labeling strategies for subsequent conjugation to azide-bearing partners, enabling modular assembly of fluorescent probes, affinity reagents, and engineered molecular tools. The PEG spacer helps maintain dispersibility in aqueous buffers and supports consistent conjugation outcomes when building multicomponent constructs for imaging and analytical assays.
2. PEG Linker For Bioconjugates
Propargyl-PEG5-NHBoc serves as a linker component in bioconjugation workflows where distance control and improved solubility are critical. The PEG5 chain is commonly selected to mitigate steric crowding at the conjugation site, supporting the preparation of well-defined conjugates such as PEG-extended reactive intermediates for surface attachment, bead-based capture reagents, and reagent scaffolds used in chemical biology. After deprotection of the Boc group in downstream steps, the amine functionality can be leveraged for coupling to activated carboxylates or other electrophiles, expanding the range of construct designs that can be produced from a single clickable starting material.
3. Surface And Material Functionalization
Propargyl-PEG5-NHBoc is employed to functionalize biomaterials and device-relevant surfaces through click-ready alkyne incorporation into coatings, hydrogels, and polymer films. Material scientists use PEGylated linkers to tune interfacial properties, improve wettability, and reduce nonspecific adsorption while maintaining accessible reactive groups for later coupling to azide-functional components. The reagent’s protected amine also supports iterative material build-up, where orthogonal steps can introduce additional reactive handles for multistep assembly of patterned or heterogeneous materials.
4. Molecular Imaging Probe Assembly
Propargyl-PEG5-NHBoc is used in the preparation of imaging and detection reagents that require controlled attachment of reporters via click chemistry. Probe developers often start from an alkyne-containing PEG intermediate to connect fluorophores, quenchers, or other signal units bearing azide groups, enabling rapid generation of conjugate libraries for assay development and method optimization. The PEG5 spacer is particularly valuable for maintaining probe solubility and minimizing aggregation, which supports reproducible labeling and consistent performance of imaging reagent formats in research instrumentation workflows.
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