
Azido-PEG10-t-butyl ester
| Catalog Number | R14-0237 |
| Category | Azides |
| Molecular Formula | C27H53N3O12 |
| Molecular Weight | 611.7 |
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Product Introduction
Azido-PEG10- t-butyl ester is a monodisperse PEG reagent containing an azide group and a t-butyl ester. The azide group is reactive with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | Azido-PEG10-Boc; Azido-PEG10-t-butylester; tert-butyl 1-azido-3,6,9,12,15,18,21,24,27,30-decaoxatritriacontan-33-oate |
| Purity | 98% |
| IUPAC Name | tert-butyl 3-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate |
| SMILES | CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C27H53N3O12/c1-27(2,3)42-26(31)4-6-32-8-10-34-12-14-36-16-18-38-20-22-40-24-25-41-23-21-39-19-17-37-15-13-35-11-9-33-7-5-29-30-28/h4-25H2,1-3H3 |
| InChIKey | ODWTTYRUCVQORR-UHFFFAOYSA-N |
| Solubility | Water, DMSO, DCM, DMF |
Product Specification
| Storage | -20 °C |
Application
Azido-PEG10-t-butyl ester is a PEG-based azide click chemistry reagent designed for bioorthogonal conjugation workflows. As an azide-bearing, protected ester, it combines the chemical handle required for Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC) with a PEG spacer that improves solubility and presentation of the reactive group on biomolecules and surfaces. The t-butyl ester functionality supports downstream derivatization strategies where controlled ester reactivity and PEG-mediated steric tuning are advantageous for building conjugates for chemical biology and materials research.
1. Protein PEGylation Handles
Azido-PEG10-t-butyl ester is commonly used to introduce an azide-functional PEG spacer onto proteins and peptide scaffolds, enabling subsequent CuAAC coupling to alkynyl labels, affinity tags, or polymeric components. Researchers value the PEG10 length for reducing aggregation and improving accessibility of the azide group during labeling and conjugation steps. The t-butyl ester motif is frequently selected in workflows where ester activation or exchange is performed as part of the conjugate assembly, allowing the azide handle to be installed while maintaining compatibility with multistep bioconjugation schemes.
2. Surface And Material Functionalization
Azido-PEG10-t-butyl ester supports the azide functionalization of polymeric and inorganic materials used in chemical biology and biomaterials development. Materials groups employ this reagent to create azide-terminated surfaces that can be patterned or uniformly modified, providing a robust platform for attaching fluorescent probes, affinity ligands, or bioactive polymers via CuAAC. The PEG spacer helps mitigate nonspecific adsorption and supports a hydrated interface, which is particularly useful when building stable probe layers for imaging reagents, assay substrates, and cell-interaction studies.
3. Fluorophore And Imaging Probe Assembly
Azido-PEG10-t-butyl ester is widely used as a modular building block for constructing fluorescent and other imaging-related probes through azide–alkyne click conjugation. Probe developers leverage the PEG10 spacer to improve water compatibility and to tune the distance between the imaging moiety and the targeting or recognition element, which can reduce steric interference in probe assembly. The protected ester functionality is often incorporated into labeling pipelines where the conjugate is assembled from multiple components, allowing the azide handle to be carried through intermediate steps before final attachment to an alkyne-bearing reporter.
4. Diagnostic Reagent And Assay Platforms
Azido-PEG10-t-butyl ester is used to prepare azide-functional conjugates that serve as components in diagnostic reagent development and analytical assay platforms. In these workflows, the reagent provides a defined PEG spacer and an orthogonal click handle for coupling to alkynyl reporters, capture ligands, or signal-generating tags. Assay developers often select PEG-based azide reagents to improve reagent stability in aqueous buffers and to help maintain consistent presentation of the conjugated partners during immobilization or reagent mixing steps.
Computed Properties
| XLogP3 | 0.5 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 14 |
| Rotatable Bond Count | 35 |
| Exact Mass | 611.36292413 g/mol |
| Monoisotopic Mass | 611.36292413 g/mol |
| Topological Polar Surface Area | 133Ų |
| Heavy Atom Count | 42 |
| Formal Charge | 0 |
| Complexity | 634 |
| 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-2020390899-A1 | Aminobenzazepine compounds, immunoconjugates, and uses thereof | 2019-06-13 |
| WO-2020252254-A1 | Macromolecule-supported aminobenzazepine compounds | 2019-06-13 |
| WO-2020252294-A1 | Aminobenzazepine compounds, immunoconjugates, and uses thereof | 2019-06-13 |
| EP-3983080-A1 | Macromolecule-supported aminobenzazepine compounds | 2019-06-13 |
| EP-3983082-A1 | Aminobenzazepine compounds, immunoconjugates, and uses thereof | 2019-06-13 |
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