
1,1,1-Trifluoroethyl-PEG4-azide | CAS 1817735-35-5
| Catalog Number | R14-0137 |
| Category | Azides |
| Molecular Formula | C10H18F3N3O4 |
| Molecular Weight | 301.26 |
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Product Introduction
1,1,1-Trifluoroethyl-PEG4-azide is a crosslinker containing an azide group and a trifluroethyl group. The azide group can participate in Click Chemistry reactions with reagents such as alkynes, DBCO and BCN. The hydrophilic PEG spacer increases solubility in aqueous media. The trifluoroethyl group is used to react with lysine and other primary amine groups in proteins, antibodies, and other molecules and surfaces.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | 14-Azido-1,1,1-trifluoro-3,6,9,12-tetraoxatetradecane; 3,6,9,12-Tetraoxatetradecane, 14-azido-1,1,1-trifluoro-; BUN 35355; BUN-35355; BUN35355 |
| Purity | ≥95% |
| IUPAC Name | 2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]-1,1,1-trifluoroethane |
| SMILES | C(COCCOCCOCCOCC(F)(F)F)N=[N+]=[N-] |
| InChI | InChI=1S/C10H18F3N3O4/c11-10(12,13)9-20-8-7-19-6-5-18-4-3-17-2-1-15-16-14/h1-9H2 |
| InChIKey | BHMFBNPYALGJKL-UHFFFAOYSA-N |
| Solubility | Soluble in DMSO |
Product Specification
| Storage | Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years) |
Application
1,1,1-Trifluoroethyl-PEG4-azide is a PEGylated azide click chemistry reagent designed for bioorthogonal conjugation workflows, commonly used in strain-promoted or copper-catalyzed azide–alkyne cycloaddition (depending on the complementary partner). The molecule combines an azide functional group for selective “handle” installation with a short PEG spacer that improves solubility and reduces nonspecific interactions, while the 1,1,1-trifluoroethyl motif supports chemical stability and convenient spectroscopic/labeling compatibility. This reagent is frequently selected by chemical biology and biomaterials groups that require modular attachment of functional payloads to proteins, peptides, surfaces, and imaging/diagnostic building blocks.
1. Protein And Peptide Labeling
1,1,1-Trifluoroethyl-PEG4-azide is widely used to install azide handles onto proteins and peptides for downstream conjugation to alkyne-bearing probes, reporters, and affinity tags. The PEG4 spacer helps maintain accessibility of the reactive azide during conjugation steps and supports robust labeling in aqueous buffers, which is particularly valuable when working with sensitive biomolecules or multistep reagent sequences. Researchers commonly pair this reagent with complementary click partners to generate site-defined conjugates for mechanistic studies, binding assays, and analytical characterization workflows.
2. Surface Functionalization For Biomaterials
1,1,1-Trifluoroethyl-PEG4-azide supports azide-based functionalization of polymeric and inorganic biomaterial surfaces, enabling tethering of bioactive or analytical moieties through click coupling to surface-presented or added alkynes. The PEG4 segment is useful for improving wettability and reducing steric crowding near the surface, which can improve uniformity of subsequent attachment of dyes, affinity ligands, and other functional components. This application is common in materials science and interface chemistry, where azide incorporation is used to build modular coatings, assay-ready surfaces, and engineered materials with controlled chemical presentation.
3. Molecular Imaging Probe Construction
1,1,1-Trifluoroethyl-PEG4-azide is used as a modular azide reagent to assemble imaging and analytical probes by click conjugation to alkyne-functional fluorophores, enrichment tags, or imaging scaffolds. The PEG4 linker provides a practical balance between solubility and reactive group exposure, which is important when constructing probe libraries intended for screening across different labeling densities and experimental conditions. The trifluoroethyl component can also be advantageous for analytical tracking and compatibility with fluorine-sensitive characterization approaches used during probe development and optimization.
4. Diagnostic Reagent And Assay Platforms
1,1,1-Trifluoroethyl-PEG4-azide is commonly integrated into diagnostic reagent development workflows to generate azide-functional intermediates for assembling assay components such as detection probes, signal amplifiers, and capture conjugates. By introducing an azide handle with a PEG4 spacer, teams can streamline iterative build-and-test cycles where the same azide-bearing scaffold is coupled to different alkyne-functional readouts. This approach is frequently adopted in chemical biology and assay engineering to support scalable reagent preparation for multiplexing strategies and standardized analytical formats.
Computed Properties
| XLogP3 | 1.7 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 13 |
| Exact Mass | 301.12494055 g/mol |
| Monoisotopic Mass | 301.12494055 g/mol |
| Topological Polar Surface Area | 51.3Ų |
| Heavy Atom Count | 20 |
| Formal Charge | 0 |
| Complexity | 273 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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