3,6,9,12,15-Pentaoxaoctadec-17-yn-1-ol | CAS 1036204-60-0

3,6,9,12,15-Pentaoxaoctadec-17-yn-1-ol is a propargyl-containing, poly(ethylene glycol)-like alkyne building block designed for copper-free and copper-mediated click chemistry workflows. The long, ether-rich chain provides strong aqueous compatibility and flexible spacing, while the terminal alkyne enables high-specificity conjugation to azide-bearing partners. This reagent is commonly used as a functional handle for constructing PEGylated probes, surface-linked materials, and imaging or assay reagents where controlled hydrophilicity and distance control are important.

1. PEGylated Probe Conjugation

3,6,9,12,15-Pentaoxaoctadec-17-yn-1-ol is widely used to introduce an alkyne handle into PEG-like probe architectures, supporting subsequent azide–alkyne click coupling to fluorescent dyes, affinity tags, or reporter scaffolds. The ether-rich backbone helps maintain solubility and reduces nonspecific interactions during labeling and purification, which is particularly valuable for probe formats that must remain stable in buffered aqueous systems. Researchers often select this reagent when they need a flexible linker length that can tune probe accessibility on complex targets such as proteins, nanoparticles, or multivalent biomolecular assemblies.

2. Surface Functionalization And Coatings

3,6,9,12,15-Pentaoxaoctadec-17-yn-1-ol serves as a practical surface-reactive component for creating azide-reactive or alkyne-reactive interfaces in biomaterials and materials chemistry. Its extended, hydrophilic ether chain improves compatibility with polymeric and aqueous coating environments, enabling the formation of well-dispersed functional layers on substrates used for biosensing, affinity capture, and controlled surface chemistry. In downstream workflows, the alkyne group allows modular attachment to azide-functional materials, facilitating rapid exchange of surface ligands and enabling library-style development of functional coatings.

3. Biomolecular Labeling Linkers

3,6,9,12,15-Pentaoxaoctadec-17-yn-1-ol is used as a linker reagent to incorporate a click-ready alkyne into biomolecular constructs, including labeling reagents for proteins, peptides, and carbohydrate-modified targets. The long polyether-like spacer helps reduce steric congestion around the conjugation site, supporting efficient coupling to azide-bearing partners while preserving the accessibility of binding or recognition elements. This makes the reagent attractive for building multicomponent labeling panels where consistent linker behavior is required across different biomolecular targets and labeling chemistries.

4. Molecular Imaging And Reporter Builds

3,6,9,12,15-Pentaoxaoctadec-17-yn-1-ol is commonly incorporated into imaging and reporter reagent design to provide a hydrophilic, distance-controlling tether for attaching azide-functional imaging moieties or signal reporters. The terminal alkyne enables straightforward modular assembly, allowing researchers to swap reporter groups without redesigning the entire conjugate scaffold. The ether-rich chain can also help manage aggregation and improve handling during probe synthesis and purification, which is important for producing reproducible reporter constructs for screening and assay development.