
Azide-PEG6-Tos | CAS 906007-10-1
| Catalog Number | R14-0190 |
| Category | Azides |
| Molecular Formula | C₁₉H₃₁N₃O₈S |
| Molecular Weight | 461.53 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Azide-PEG6-Tos is a polyethylene glycol (PEG)-based PROTAC linker. Azide-PEG6-Tos can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | Azido-PEG6-Ots; N3-PEG6-Tos; 2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate |
| Purity | 98% |
| IUPAC Name | 2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate |
| SMILES | CC1=CC=C(C=C1)S(=O)(=O)OCCOCCOCCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C19H31N3O8S/c1-18-2-4-19(5-3-18)31(23,24)30-17-16-29-15-14-28-13-12-27-11-10-26-9-8-25-7-6-21-22-20/h2-5H,6-17H2,1H3 |
| InChIKey | DZQISMWOKQMODJ-UHFFFAOYSA-N |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
Azide-PEG6-Tos is a PEG-based aryl sulfonate click chemistry reagent that combines an azide handle with a tosylate leaving group for efficient functional group transfer in polymer, surface, and biomolecule conjugation workflows. As a versatile azide-bearing building block, it is commonly selected for downstream copper-free or copper-mediated click-compatible labeling strategies, enabling modular attachment of PEG spacers to improve solubility, reduce nonspecific interactions, and tune steric accessibility. The PEG6 linker and tosylate functionality make Azide-PEG6-Tos particularly useful when researchers need a stable, transfer-ready intermediate for preparing labeled probes, functional materials, and reagent-ready conjugates.
1. Biomolecule Labeling Platforms
Azide-PEG6-Tos is widely used to introduce PEG spacers and azide functionality into biomolecule labeling schemes, including nucleic acids, peptides, and protein conjugation workflows where improved solubility and reduced aggregation are important. Researchers often incorporate Azide-PEG6-Tos as a reagent-ready intermediate to generate azide-functional conjugates that can be subsequently coupled to complementary cyclooctyne or other click-reactive partners for imaging, affinity reagents, or assay development. The PEG6 chain helps maintain colloidal stability and can improve accessibility of the azide tag during later conjugation steps, making Azide-PEG6-Tos a practical choice for multi-step bioconjugation pipelines.
2. Surface And Material Functionalization
Azide-PEG6-Tos is used in materials science and chemical biology to functionalize surfaces and create azide-presenting coatings for subsequent click-based patterning. In polymer and substrate modification workflows, the tosylate group provides a reactive handle for installing PEG-linked functionality, while the azide moiety enables orthogonal post-functionalization using cyclooctyne or related click partners. This combination supports fabrication of clickable hydrogels, patterned microarrays, and functional polymer films where spatially controlled labeling and modular probe attachment are required for research-grade materials and diagnostic reagent development.
3. Molecular Imaging Probe Construction
Azide-PEG6-Tos is commonly selected as an azide-bearing linker for assembling molecular imaging and detection probes that require modular attachment of reporter groups. Probe developers use Azide-PEG6-Tos to prepare azide-functional intermediates that can be efficiently coupled to imaging moieties, affinity ligands, or scaffold components through click-compatible chemistry, streamlining the synthesis of probe libraries. The PEG6 spacer is frequently chosen to mitigate steric hindrance and to improve handling of conjugates in labeling and purification workflows, supporting robust probe construction for fluorescence, luminescence, or other label-based readouts.
4. Diagnostic Reagent And Assay Reagents
Azide-PEG6-Tos supports the development of diagnostic reagent components by enabling azide-tag installation on assay-ready building blocks used in labeling, immobilization, and signal generation strategies. In assay development, teams often prepare azide-functional conjugates using Azide-PEG6-Tos so that downstream click coupling can be used to attach detection chemistries or immobilization handles under standardized conditions. The PEG6-tosylate design is particularly useful when assay reagents benefit from improved aqueous compatibility and reduced nonspecific binding during conjugate preparation and reagent formulation.
Computed Properties
| XLogP3 | 1.7 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 20 |
| Exact Mass | 461.18318613 g/mol |
| Monoisotopic Mass | 461.18318613 g/mol |
| Topological Polar Surface Area | 112Ų |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Complexity | 573 |
| 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 |
|---|---|---|
| US-2017137389-A1 | Linker molecule for multiplex recognition by atomic force microscopy (afm) | 2014-05-07 |
| WO-2015106292-A1 | Bcr-abl tyrosine-kinase ligands capable of dimerizing in an aqueous solution, and methods of using same | 2014-01-13 |
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