
Azido-PEG8-PFP ester | CAS 2055014-62-3
| Catalog Number | R14-0294 |
| Category | Azides |
| Molecular Formula | C₂₅H₃₆F₅N₃O₁₀ |
| Molecular Weight | 633.56 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Azido-PEG8-PFP ester is a polyethylene glycol (PEG)-based PROTAC linker. Azido-PEG8-PFP ester can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | perfluorophenyl 1-azido-3,6,9,12,15,18,21,24-octaoxaheptacosan-27-oate; (2,3,4,5,6-pentafluorophenyl) 3-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate; 2,3,4,5,6-PENTAFLUOROPHENYL 1-AZIDO-3,6,9,12,15,18,21,24-OCTAOXAHEPTACOSAN-27-OATE; 4,7,10,13,16,19,22,25-Octaoxaheptacosanoic acid, 27-azido-, 2,3,4,5,6-pentafluorophenyl ester |
| Purity | 98% |
| IUPAC Name | (2,3,4,5,6-pentafluorophenyl) 3-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate |
| SMILES | C(COCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-])C(=O)OC1=C(C(=C(C(=C1F)F)F)F)F |
| InChI | InChI=1S/C25H36F5N3O10/c26-20-21(27)23(29)25(24(30)22(20)28)43-19(34)1-3-35-5-7-37-9-11-39-13-15-41-17-18-42-16-14-40-12-10-38-8-6-36-4-2-32-33-31/h1-18H2 |
| InChIKey | FLLXHBTXSPGUHL-UHFFFAOYSA-N |
| Solubility | In DMSO: 100 mg/mL (157.84 mM; Need ultrasonic) |
Product Specification
| Storage | -20°C, sealed storage, away from moisture and light; In solvent, -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light) |
Application
Azido-PEG8-PFP ester is a PEG-based azide functional reagent designed for click chemistry workflows and subsequent bioconjugation. The molecule combines a terminal azide handle with a reactive pentafluorophenyl (PFP) ester, enabling efficient coupling to nucleophilic amines on biomolecules and surfaces while preserving the azide for downstream strain-promoted or copper-catalyzed azide–alkyne cycloaddition. Its PEG spacer supports aqueous solubility and reduces steric constraints, making it widely used in labeling, probe construction, and modular assembly of functional biomaterials.
1. Protein Labeling Workflows
Azido-PEG8-PFP ester is commonly used to introduce a stable azide handle onto proteins and protein-containing conjugates for subsequent click-based attachment of dyes, affinity tags, or imaging moieties. Researchers in chemical biology and molecular imaging frequently select PFP-ester coupling to rapidly install the azide functionality on lysine-rich targets under standard bioconjugation conditions, then use the azide for orthogonal ligation to alkyne-functional partners. The PEG8 spacer helps maintain accessibility of the azide for high-yield click labeling and can improve conjugate homogeneity by spacing the functional group away from the protein surface.
2. Surface and Material Functionalization
Azido-PEG8-PFP ester is applied to functionalize polymers, nanoparticles, and solid supports where amine-bearing surfaces are available, enabling the creation of azide-functional materials for later click immobilization. Biomaterials and materials chemistry groups use the PFP ester chemistry to covalently attach the PEG-azide linker to substrates such as amine-derivatized beads, membranes, and coatings, followed by reaction with alkyne-bearing ligands to build multivalent surfaces. This approach is particularly useful when the end-goal is modular assembly, such as creating patterned biointerfaces, immobilizing capture reagents, or generating clickable scaffolds for assay development.
3. Multimodal Probe Construction
Azido-PEG8-PFP ester supports the stepwise construction of multifunctional chemical probes by separating the initial bioconjugation step from the final click attachment of reporting groups. Molecular imaging and diagnostic reagent developers often install the azide onto a targeting scaffold or carrier using the PFP ester, then perform click coupling with fluorophores, enrichment handles, or other reporter-bearing alkynes to tune probe composition. The PEG8 length is frequently leveraged to improve labeling flexibility and reduce quenching or steric interference, yielding conjugates with more consistent performance in downstream assay formats and analytical workflows.
4. Click-Compatible Conjugate Libraries
Azido-PEG8-PFP ester is widely used to generate azide-bearing conjugate libraries for screening and method development in chemical biology. By installing azide groups onto a common set of biomolecular backbones or platform materials, teams can rapidly diversify the final products through standardized azide–alkyne click coupling to a range of alkyne partners. This modular strategy is attractive for reagent development pipelines because it decouples the coupling chemistry used to introduce the azide from the chemistry used to attach the final functional payload, facilitating parallel synthesis of structurally related labeling reagents, affinity reagents, or tool compounds.
Computed Properties
| XLogP3 | 1.8 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 17 |
| Rotatable Bond Count | 29 |
| Exact Mass | 633.23208516 g/mol |
| Monoisotopic Mass | 633.23208516 g/mol |
| Topological Polar Surface Area | 115Ų |
| Heavy Atom Count | 43 |
| Formal Charge | 0 |
| Complexity | 732 |
| 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 |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| WO-2020081744-A1 | Immunomodulating polynucleotide conjugates and methods of use | 2018-10-17 |
| AU-2019360216-A1 | Immunomodulating polynucleotide conjugates and methods of use | 2018-10-17 |
| BR-112021007294-A2 | immunomodulation of polynucleotide conjugates and methods of use | 2018-10-17 |
| CA-3116880-A1 | Immunomodulating polynucleotide conjugates and methods of use | 2018-10-17 |
| EP-3866858-A1 | Immunomodulating polynucleotide conjugates and methods of use | 2018-10-17 |
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