1,1,1-Trifluoro-3,6,9,12,15-pentaoxaoctadec-17-yne | CAS 1817735-37-7

1,1,1-Trifluoro-3,6,9,12,15-pentaoxaoctadec-17-yne is a fluorinated, alkyne-bearing PEG-like click chemistry reagent designed for copper-free and bioorthogonal labeling workflows. As a terminal alkyne component, it is commonly paired with azide-functional partners to enable strain-promoted or Cu-free click conjugation in chemical biology, biomaterials, and molecular imaging tool development. Its ether-rich, flexible scaffold supports aqueous compatibility and distance control between the reactive handle and the attached payload, making it useful when alkyne tagging is needed for subsequent conjugation and detection.

1. Bioorthogonal Probe Labeling

1,1,1-Trifluoro-3,6,9,12,15-pentaoxaoctadec-17-yne is widely used as an alkyne handle for installing clickable functionality on biomolecule-derived probes, including polymeric imaging agents and affinity reagents. Researchers incorporate the reagent into labeling strategies where an azide-bearing reporter (fluorophore, quencher, biotin/streptavidin ligand, or polymerizable tag) is subsequently coupled under mild, bioorthogonal conditions. The ether-rich chain helps maintain solubility and reduces nonspecific interactions during probe assembly, while the terminal alkyne provides a robust conjugation site for downstream click attachment to complex targets such as cell-surface ligands, extracellular matrix components, and engineered binding domains.

2. Surface And Material Functionalization

1,1,1-Trifluoro-3,6,9,12,15-pentaoxaoctadec-17-yne supports the functionalization of surfaces and soft materials where alkyne-bearing linkers are needed to build multicomponent architectures. In biomaterials science, the reagent is used to introduce clickable moieties onto hydrogels, coatings, and polymer networks so that azide-containing crosslinkers, affinity handles, or imaging tags can be incorporated after material formation. The flexible polyether character assists in achieving uniform surface presentation and minimizes steric hindrance, which is particularly valuable for creating reproducible conjugation densities in material-based assays and platform technologies.

3. Polymer And Linker Synthesis

1,1,1-Trifluoro-3,6,9,12,15-pentaoxaoctadec-17-yne is commonly employed in the preparation of clickable polymer building blocks and spacer linkers used across chemical biology and industrial R&D. The reagent’s terminal alkyne enables modular assembly of macromolecular constructs by coupling to azide-functional monomers, dyes, or capture ligands, allowing researchers to tune spacing, hydrophilicity, and handle accessibility. The fluorinated motif can also be leveraged to adjust physicochemical properties such as local polarity and stability of the linker environment, which is helpful when designing multivalent conjugates for assay development, reagent panels, and advanced material formulations.

4. Molecular Imaging Reagent Development

1,1,1-Trifluoro-3,6,9,12,15-pentaoxaoctadec-17-yne is used as a click-compatible alkyne component in the construction of imaging and detection reagents that require modular attachment of reporting groups. Teams developing molecular imaging tools often rely on alkyne/azide conjugation to assemble probe libraries efficiently, enabling rapid exchange of fluorophores, enrichment handles, or signal-modulating moieties while keeping the recognition or scaffold element constant. The polyether scaffold contributes to aqueous handling and helps maintain effective presentation of the clickable site, supporting reproducible probe synthesis for microscopy, fluorescence-based assays, and multimodal labeling workflows.