
Azido-PEG6-t-butyl ester | CAS 406213-76-1
| Catalog Number | R14-0240 |
| Category | Azides |
| Molecular Formula | C19H37N3O8 |
| Molecular Weight | 435.51 |
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Product Introduction
Azido-PEG6-C2-Boc is a polyethylene glycol (PEG)-based PROTAC linker. Azido-PEG6-C2-Boc can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | N3-PEG6-CH2CH2COOtBu; 2-Methyl-2-propanyl 1-azido-3,6,9,12,15,18-hexaoxahenicosan-21-oate; N3-PEG6-tBu; Azido-PEG6-C2-Boc; tert-butyl 1-azido-3,6,9,12,15,18-hexaoxahenicosan-21-oate; Azido-PEG6-Boc; 3,6,9,12,15,18-Hexaoxaheneicosan-21-oic acid, 1-azido-, 1,1-dimethylethyl ester; 21-Azido-4,7,10,13,16,19-hexaoxaheneicosanoic acid 1,1-dimethylethyl ester |
| Purity | >97% |
| IUPAC Name | tert-butyl 3-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate |
| SMILES | CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C19H37N3O8/c1-19(2,3)30-18(23)4-6-24-8-10-26-12-14-28-16-17-29-15-13-27-11-9-25-7-5-21-22-20/h4-17H2,1-3H3 |
| InChIKey | HRNUWAOLFSWRDG-UHFFFAOYSA-N |
| Solubility | Soluble in DMSO |
| Appearance | Colorless Liquid |
Product Specification
| Storage | Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years) |
Application
Azido-PEG6-t-butyl ester is a PEG-based azide building block designed for click chemistry workflows, most commonly used as a masked azide handle that can be incorporated into biomolecule conjugates, surfaces, and materials. The reagent features a flexible six-unit polyethylene glycol spacer that improves solubility and reduces nonspecific interactions, while the t-butyl ester provides a protected carboxyl functionality for downstream coupling strategies. As an azide-bearing component, it is widely relevant to strain-promoted or copper-catalyzed azide–alkyne cycloaddition (CuAAC) labeling schemes used in chemical biology, probe development, and biomaterials functionalization.
1. Biomolecule PEGylation
Azido-PEG6-t-butyl ester is frequently used to introduce a PEG spacer and an azide functionality onto proteins, peptides, and other biomolecular scaffolds as part of conjugation toolkits. Researchers select this reagent when they need improved aqueous handling and reduced aggregation during downstream labeling, while retaining a reactive azide for orthogonal attachment to alkyne-functional partners. The t-butyl ester form supports compatibility with coupling workflows where a carboxyl group is later required for attachment to amine-bearing targets or for integration into larger conjugate architectures.
2. Surface And Material Functionalization
Azido-PEG6-t-butyl ester is commonly applied in the preparation of functionalized surfaces and polymeric materials that require defined azide density for subsequent click-based immobilization. Materials scientists and diagnostic-reagent developers use the PEG spacer to promote uniform presentation of reactive groups and to mitigate steric crowding that can limit labeling efficiency on solid supports. After integration into coatings, hydrogels, or membrane-like substrates, the azide handle enables modular attachment of fluorescent tags, affinity ligands, or other reporter components via established click chemistry strategies.
3. Fluorescent Probe And Imaging Labeling
Azido-PEG6-t-butyl ester is used to build fluorescent and molecular imaging reagent platforms where an azide-bearing PEG linker is needed to connect targeting or recognition elements to optical reporters. Chemical biology teams often incorporate this reagent into probe design to tune hydrophilicity and spacing between functional domains, supporting consistent labeling behavior in complex assay mixtures. The azide group provides a versatile connection point for coupling to alkyne-containing dyes, imaging moieties, or reference standards, enabling rapid generation of probe variants for screening and method development.
4. Diagnostic Reagent Conjugation
Azido-PEG6-t-butyl ester supports the construction of diagnostic and assay reagents that rely on modular conjugation chemistry, particularly when a PEG spacer is desired to improve reagent stability and reduce nonspecific binding. Assay developers use the azide functionality as a standardized attachment handle to assemble multi-component systems such as labeled binding reagents, capture probes, and assay calibration components through click-compatible partners. The protected ester format also aligns with workflows where linker installation and subsequent conjugation steps are staged to maintain control over functional group availability during reagent manufacturing and optimization.
Computed Properties
| XLogP3 | 1.1 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 23 |
| Exact Mass | 435.25806515 g/mol |
| Monoisotopic Mass | 435.25806515 g/mol |
| Topological Polar Surface Area | 96Ų |
| Heavy Atom Count | 30 |
| Formal Charge | 0 |
| Complexity | 454 |
| 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-2018161446-A1 | Antibody drug conjugate, intermediate, preparation method, pharmaceutical composition and uses thereof | 2015-06-09 |
| EP-2917195-B9 | Spliceostatin analogs | 2012-11-05 |
| US-2014134193-A1 | Spliceostatin analogs and methods for their preparation | 2012-11-05 |
| US-2016022626-A1 | Spliceostatin analogs and methods for their preparation | 2012-11-05 |
| US-2017014523-A1 | Spliceostatin analogs and methos for their preparation | 2012-11-05 |
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