
Propargyl-PEG4-tos | CAS 875770-32-4
| Catalog Number | R01-0134 |
| Category | Alkynes |
| Molecular Formula | C18H26O7S |
| Molecular Weight | 386.46 |
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Product Introduction
Propargyl-PEG4-Tos is a PEG-based PROTAC linker can be used in the synthesis of PROTACs. Propargyl-PEG4-Tos is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs).
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | Propargyl-PEG5-Tos; 3,6,9,12-Tetraoxapentadec-14-yn-1-yl 4-methylbenzenesulfonate |
| Purity | >98.0% |
| Shelf Life | 0-4°C for short term (days to weeks), or -20°C for long term (months). |
| IUPAC Name | 2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate |
| SMILES | CC1=CC=C(C=C1)S(=O)(=O)OCCOCCOCCOCCOCC#C |
| InChI | InChI=1S/C18H26O7S/c1-3-8-21-9-10-22-11-12-23-13-14-24-15-16-25-26(19,20)18-6-4-17(2)5-7-18/h1,4-7H,8-16H2,2H3 |
| InChIKey | VUJIUZITHCTEAF-UHFFFAOYSA-N |
| Solubility | 10 mm in DMSO |
| Density | 1.2±0.1 g/cm3 |
| Appearance | Solid |
| Boiling Point | 498.1±45.0 °C at 760 mmHg |
| Vapor Pressure | 0.0±1.2 mmHg at 25°C |
| LogP | 0.78 |
Product Specification
| Storage | Store at -20 °C, keep in dry and avoid sunlight. |
Application
Propargyl-PEG4-tos is a PEG-based propargylated tosylate click chemistry reagent designed for copper-catalyzed azide–alkyne cycloaddition (CuAAC) workflows and for downstream handle installation on biomolecules and surfaces. The reagent combines a terminal alkyne (for click conjugation) with a PEG4 spacer that improves solubility and reduces nonspecific interactions, while the tosylate functionality enables robust attachment to nucleophilic targets such as thiols or amines under appropriate coupling conditions. As a result, Propargyl-PEG4-tos is commonly used in chemical biology and biomaterials research to generate well-defined PEGylated linkers, modular probes, and functionalized materials that can be further elaborated via click chemistry.
1. PEG Linker Functionalization
Propargyl-PEG4-tos is widely used to introduce a PEG4 spacer and a terminal alkyne into complex labeling strategies, particularly when researchers need improved aqueous compatibility and reduced steric effects compared with shorter linkers. The tosylate handle supports coupling to nucleophilic groups present on proteins, peptides, or other reactive biomolecular scaffolds, yielding stable conjugates that can be rapidly diversified by CuAAC with azide-bearing partners. This makes Propargyl-PEG4-tos a practical building block for constructing modular reagent sets used in proteomics sample preparation, affinity reagent generation, and multistep labeling pipelines where orthogonal functionalization is required.
2. Surface And Material Labeling
Propargyl-PEG4-tos is frequently applied in biomaterials science to functionalize surfaces and create clickable coatings for biosensing, microscopy, and materials characterization. The PEG spacer helps mitigate nonspecific adsorption on surfaces, while the reactive tosylate enables tethering to appropriately functionalized substrates, after which the terminal alkyne provides a convenient handle for attaching azide-functional biomolecules or reporter tags. Researchers use Propargyl-PEG4-tos to build patterned or uniformly functionalized interfaces that support subsequent click-based assembly of capture ligands, fluorescent reporters, or polymeric components in surface engineering workflows.
3. Imaging Probe Conjugation
Propargyl-PEG4-tos supports the preparation of imaging reagents by enabling controlled installation of an alkyne “click handle” onto targeting scaffolds or carrier systems prior to conjugation with azide-containing dyes, affinity tags, or imaging moieties. The PEG4 segment is particularly valuable when conjugates must remain soluble and accessible for labeling, helping maintain reagent performance in aqueous labeling conditions used for probe synthesis. In molecular imaging and chemical biology tool development, Propargyl-PEG4-tos is used to standardize linker architecture so that downstream click conjugation yields consistent probe formats suitable for comparative studies and multicolor labeling strategies.
4. Diagnostic Reagent Development
Propargyl-PEG4-tos is used in the development of research diagnostic reagents where modular assembly and reproducible conjugation are essential. By providing a tosylate coupling site for attaching the PEG4-alcohol/alkyne linker to reactive components and a terminal alkyne for CuAAC, the reagent enables stepwise construction of assay-ready conjugates such as azide-functional reporter conjugates, affinity reagents, and multivalent labeling constructs. Teams building diagnostic reagent panels and workflow-compatible conjugates often rely on Propargyl-PEG4-tos to streamline the transition from reactive intermediate to click-assembled final formats, improving consistency across reagent batches used in assay development.
5. Polymer and Bioconjugate Building Blocks
Propargyl-PEG4-tos is commonly incorporated into polymer chemistry and bioconjugation toolkits to create clickable PEGylated linkers for constructing larger conjugate architectures. The reagent’s PEG4 spacer supports solubility and flexibility in polymer backbones and conjugate networks, while the tosylate functionality enables attachment to nucleophilic sites on macromolecules or scaffold materials. Downstream, the terminal alkyne introduced by Propargyl-PEG4-tos allows rapid CuAAC coupling to azide-bearing components, enabling the assembly of multicomponent bioconjugates, functional polymer networks, and research-grade materials where controlled incorporation of reactive handles is a key design criterion.
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