
Propargyl-PEG4-NHBoc | CAS 1219810-90-8
| Catalog Number | R01-0158 |
| Category | Alkynes |
| Molecular Formula | C16H29NO6 |
| Molecular Weight | 331.40 |
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Product Introduction
Propargyl-PEG4-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-PEG4-propargyl;t-Boc-N-Amido-PEG4-Propargyl; Boc-N-Amido-PEG4-propargyl; tert-Butyl 3,6,9,12-tetraoxapentadec-14-yn-1-ylcarbamate; Boc-N-Amido-PEG4-Alkyne; 2-Methyl-2-propanyl 3,6,9,12-tetraoxapentadec-14-yn-1-ylcarbamate; Carbamic acid, N-3,6,9,12-tetraoxapentadec-14-yn-1-yl-, 1,1-dimethylethyl ester |
| Purity | ≥95% |
| IUPAC Name | tert-butyl N-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethyl]carbamate |
| SMILES | CC(C)(C)OC(=O)NCCOCCOCCOCCOCC#C |
| InChI | InChI=1S/C16H29NO6/c1-5-7-19-9-11-21-13-14-22-12-10-20-8-6-17-15(18)23-16(2,3)4/h1H,6-14H2,2-4H3,(H,17,18) |
| InChIKey | AHCBQLUQQSACBL-UHFFFAOYSA-N |
| Solubility | Soluble in DCM, DMF, DMSO |
| Density | 1.1±0.1 g/cm3 |
| Appearance | Pale Yellow Oily Matter |
| Boiling Point | 426.0±40.0°C at 760 mmHg |
Product Specification
| Storage | Store at -20°C |
Application
Propargyl-PEG4-NHBoc is a PEG-based propargylated amine building block designed for copper-free and copper-enabled click chemistry workflows, enabling efficient functional group installation on a wide range of substrates. The reagent combines a terminal alkyne handle with a PEG4 spacer and an amine protected as an NHBoc group, which supports downstream deprotection and subsequent conjugation or surface coupling steps. Its amphiphilic, water-compatible PEG architecture makes it particularly relevant for building soluble bioconjugates, flexible linkers, and imaging or diagnostic scaffolds where controlled spacing and minimal steric effects are important.
1. Bioconjugate Linker Design
Propargyl-PEG4-NHBoc is commonly used as a linker component for preparing alkyne-functional conjugates that later undergo click-based attachment to azide-bearing biomolecules, affinity ligands, or polymeric carriers. The PEG4 spacer provides a hydrated, flexible tether that helps preserve binding or recognition features of the conjugated partner while improving solubility and reducing aggregation in aqueous labeling buffers. The Boc-protected amine is frequently leveraged to introduce a latent reactive site for subsequent coupling chemistry after deprotection, enabling two-stage workflows for constructing multifunctional probes, multivalent reagents, or modular research tools.
2. Surface Functionalization And Coatings
Propargyl-PEG4-NHBoc is frequently incorporated into material and interface engineering pipelines to introduce a terminal alkyne for subsequent immobilization onto azide-functional surfaces, beads, or patterned substrates via click chemistry. The PEG4 segment can improve antifouling behavior and reduce nonspecific adsorption compared with shorter or more hydrophobic linkers, which is valuable when preparing diagnostic reagent surfaces, biosensor components, or chromatography materials intended for complex sample matrices. After attachment, the protected amine handle can be used to further tune surface charge and reactivity through controlled deprotection and secondary coupling to biomolecules or capture chemistries.
3. Molecular Imaging Probe Building
Propargyl-PEG4-NHBoc is used in the construction of imaging and detection reagents where an alkyne-bearing PEG linker is required to connect a labeling moiety to an azide-functional scaffold. Researchers often select this reagent to achieve consistent linker length and flexibility, supporting reproducible conjugation density and improved probe handling in aqueous buffers. The Boc-protected amine is also useful for generating probes with additional functional handles, allowing iterative assembly of multicomponent imaging constructs such as fluorescent tags, affinity-based reporters, or platform molecules that require orthogonal reactivity during probe optimization.
4. Diagnostic Reagent And Assay Platforms
Propargyl-PEG4-NHBoc supports the development of assay-ready diagnostic reagents by providing an alkyne-functional PEG linker that can be clicked onto azide-functional assay components, including reporter conjugates, affinity reagents, and polymeric signal carriers. The PEG4 spacer helps maintain reagent dispersibility and reduces steric hindrance, which can be important for consistent assay performance across different labeling formats and conjugate architectures. The NHBoc-protected amine offers a convenient protected functional group for downstream derivatization, enabling assay platforms that require additional coupling steps, such as attaching secondary capture elements or integrating multiple reagent functionalities into a single construct.
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