3,6,9,12,15,18-Hexaoxahenicos-20-yn-1-ol | CAS 944560-99-0

3,6,9,12,15,18-Hexaoxahenicos-20-yn-1-ol is a propargyl alcohol derivative built around a poly(ethylene glycol)-like hexaoxy spacer, providing a terminal alkyne handle for copper-free or copper-mediated click chemistry workflows. As a terminal alkyne reagent, it is commonly used to introduce a defined “clickable” moiety into hydrophilic scaffolds, linkers, and biomolecule conjugates while maintaining aqueous compatibility. Its flexible, oxygen-rich chain structure makes it particularly relevant for surface and material functionalization, probe construction, and modular bioconjugation strategies where solubility and spacing strongly influence labeling efficiency and downstream handling.

1. PEGylated Surface Functionalization

3,6,9,12,15,18-Hexaoxahenicos-20-yn-1-ol is widely used to functionalize polymeric and biomaterial surfaces with terminal alkyne groups for subsequent click-based coupling to azide-bearing ligands, coatings, or capture reagents. The hexaoxy, PEG-like segment helps maintain hydrophilicity at interfaces, which is valuable for reducing nonspecific adsorption and improving the stability of surface-bound functional layers in aqueous buffers. Researchers developing clickable antifouling coatings, microarray surfaces, and instrument-compatible sensor interfaces often select this reagent to tune linker length and spacing between the surface and the reactive coupling site.

2. Modular Bioconjugation Linkers

3,6,9,12,15,18-Hexaoxahenicos-20-yn-1-ol serves as a modular alkyne-bearing linker for constructing conjugates where controlled hydrophilicity and flexible reach are needed. Bioconjugation teams use it to incorporate a terminal alkyne handle into labeling reagents, carrier scaffolds, and reactive intermediates that can be assembled with azide-functional partners via click chemistry. The oxygen-rich chain can help mitigate steric crowding around the click site and improve conjugate handling in solution, supporting workflows that require reproducible coupling to azide-tagged peptides, proteins, carbohydrates, or affinity reagents.

3. Fluorescent and Imaging Probe Assembly

3,6,9,12,15,18-Hexaoxahenicos-20-yn-1-ol is used in the preparation of fluorescent and molecular imaging probes where a terminal alkyne is needed for rapid, modular attachment to azide-containing dyes or imaging vectors. The reagent’s hydrophilic hexaoxy spacer is particularly helpful for probe solubility and for controlling the effective distance between the imaging reporter and the targeting or recognition element. Probe developers commonly integrate this alkyne handle into intermediate constructs to enable straightforward late-stage assembly, facilitating systematic variation of labeling density and linker length across probe libraries.

4. Diagnostic Reagent and Assay Platforms

3,6,9,12,15,18-Hexaoxahenicos-20-yn-1-ol supports the build-out of assay-ready reagent platforms that rely on click-ready chemistries for consistent reagent assembly. Diagnostic reagent developers use the terminal alkyne functionality to couple azide-tagged affinity molecules, reporter components, or signal-amplifying elements onto solid supports and assay-compatible carriers. The flexible hexaoxy chain can improve wetting and reduce aggregation during reagent preparation, which is advantageous for producing stable, mix-and-use conjugate formats for high-throughput assay workflows.

5. Polymer and Hydrogel Crosslinking

3,6,9,12,15,18-Hexaoxahenicos-20-yn-1-ol is incorporated into polymer and hydrogel formulations as a clickable building block for constructing networks using azide-functional crosslinkers or complementary reactive partners. Materials scientists use its terminal alkyne group to enable stepwise assembly and post-fabrication functionalization, allowing patterned or gradient introduction of reactive sites within soft materials. The hexaoxy, PEG-like character helps maintain water compatibility and can influence network swelling and mechanical behavior by modulating hydrophilicity and chain spacing around the reactive coupling points.