
Azido-PEG16-t-Butyl ester
| Catalog Number | R14-0234 |
| Category | Azides |
| Molecular Formula | C39H77N3O18 |
| Molecular Weight | 876.04 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Azido-PEG16-t-butyl ester is a PEG linker containing an azide group and a tert-butyl ester. The azide group reacts with terminal alkynes and cyclooctyne derivatives via click chemistry. The carboxyl group is protected by the tert-butyl group.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | Azido-PEG16-Boc; N3-PEG16-CH2CH2COOtBu; 2-Methyl-2-propanyl 1-azido-3,6,9,12,15,18,21,24,27,30,33,36,39,42,45,48-hexadecaoxahenpentacontan-51-oate; 3,6,9,12,15,18,21,24,27,30,33,36,39,42,45,48-Hexadecaoxahenpentacontan-51-oic acid, 1-azido-, 1,1-dimethylethyl ester; tert-butyl 1-azido-3,6,9,12,15,18,21,24,27,30,33,36,39,42,45,48-hexadecaoxahenpentacontan-51-oate |
| Purity | >95% |
| IUPAC Name | tert-butyl 3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate |
| SMILES | CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C39H77N3O18/c1-39(2,3)60-38(43)4-6-44-8-10-46-12-14-48-16-18-50-20-22-52-24-26-54-28-30-56-32-34-58-36-37-59-35-33-57-31-29-55-27-25-53-23-21-51-19-17-49-15-13-47-11-9-45-7-5-41-42-40/h4-37H2,1-3H3 |
| InChIKey | XFMACWJWKFDASQ-UHFFFAOYSA-N |
| Solubility | Soluble in DMSO |
| Appearance | Transparent Liquid |
Product Specification
| Storage | Store at 2-8°C |
Application
Azido-PEG16-t-Butyl ester is a PEG-based azide click chemistry reagent designed for downstream bioconjugation workflows, where the azide handle enables copper-free or copper-catalyzed azide–alkyne cycloaddition to install functional payloads on target scaffolds. The long, hydrophilic PEG spacer supports solubility and spacing control, while the t-butyl ester provides a protected carboxylate motif that can be leveraged for subsequent deprotection or coupling strategies in labeling and surface-functionalization pipelines. This combination makes Azido-PEG16-t-Butyl ester a practical building block for creating stable, well-defined conjugates for chemical biology, materials labeling, and probe assembly.
1. Protein And Peptide Labeling
Azido-PEG16-t-Butyl ester is commonly used by chemical biology and proteomics groups to introduce a bioorthogonal azide functionality onto protein- and peptide-containing systems prior to click-based installation of dyes, affinity tags, or imaging handles. The PEG16 spacer helps maintain conjugate solubility and reduces steric crowding, which is especially valuable when labeling large biomolecules or multivalent protein assemblies. Researchers often integrate Azido-PEG16-t-Butyl ester into workflows where the azide-bearing intermediate is generated first and then reacted with complementary alkyne-functional partners to produce homogeneous labeling reagents for analytical assays and workflow-compatible probe sets.
2. Surface Functionalization For Biomaterials
Azido-PEG16-t-Butyl ester is widely applied in biomaterials science to functionalize polymeric surfaces, hydrogel matrices, and coating layers with azide groups that can later be addressed by click chemistry. The extended PEG chain promotes antifouling-like behavior and improves accessibility of the reactive azide moiety at material interfaces, supporting more consistent downstream coupling to alkyne-bearing ligands, crosslinkers, or fluorescent reporters. In practical material development, Azido-PEG16-t-Butyl ester is used to create modular, post-functionalizable surfaces where the final chemistry is selected at the stage of probe or ligand installation, enabling rapid iteration of material-reactive platforms.
3. Molecular Imaging Probe Assembly
Azido-PEG16-t-Butyl ester serves as a versatile azide handle for assembling molecular imaging and diagnostic-reagent components in research settings, where probe modularity is essential. The PEG16 spacer supports conjugate handling and can improve dispersion of hydrophobic imaging moieties after click installation, which is useful when preparing libraries of structurally related probes for screening and method development. Teams building imaging reagents often rely on Azido-PEG16-t-Butyl ester to standardize the azide-bearing precursor, then perform click coupling with alkyne-functional fluorophores or reporter groups to generate probe variants with controlled linker length and improved solution behavior.
4. Diagnostic Reagent And Assay Building
Azido-PEG16-t-Butyl ester is used in diagnostic-reagent development and assay prototyping to create azide-functional intermediates that can be clicked onto alkyne-modified detection elements. The PEG spacer can help tune reagent accessibility and reduce nonspecific interactions in solution-based assay formats, supporting more reproducible conjugate preparation for labeling workflows. In many laboratory and industrial R&D environments, Azido-PEG16-t-Butyl ester is selected as a standardized azide reagent for building modular assay components, including reporter conjugates and functionalized binding constructs, where the final detection chemistry is chosen through the subsequent click step.
Computed Properties
| XLogP3 | -0.4 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 20 |
| Rotatable Bond Count | 53 |
| Exact Mass | 875.52021262 g/mol |
| Monoisotopic Mass | 875.52021262 g/mol |
| Topological Polar Surface Area | 188Ų |
| Heavy Atom Count | 60 |
| Formal Charge | 0 |
| Complexity | 918 |
| 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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