
t-Boc-Aminooxy-PEG5-azide | CAS 2250216-95-4
| Catalog Number | R14-0150 |
| Category | Azides |
| Molecular Formula | C17H34N4O8 |
| Molecular Weight | 422.47 |
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Product Introduction
t-Boc-Aminooxy-PEG5-azide is a crosslinker containing a t-Boc-aminooxy group and an azide group. The azide group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage. Aminooxy PEG Linkers may be useful in bioconjugation experiments.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | Boc Aminooxy-PEG5-Azide; 2-Methyl-2-propanyl [(17-azido-3,6,9,12,15-pentaoxaheptadec-1-yl)oxy]carbamate; Carbamic acid, N-[(17-azido-3,6,9,12,15-pentaoxaheptadec-1-yl)oxy]-, 1,1-dimethylethyl ester; tert-butyl ((17-azido-3,6,9,12,15-pentaoxaheptadecyl)oxy)carbamate |
| Purity | ≥95% |
| IUPAC Name | tert-butyl N-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]carbamate |
| SMILES | CC(C)(C)OC(=O)NOCCOCCOCCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C17H34N4O8/c1-17(2,3)29-16(22)20-28-15-14-27-13-12-26-11-10-25-9-8-24-7-6-23-5-4-19-21-18/h4-15H2,1-3H3,(H,20,22) |
| InChIKey | RDCAWXMQQLMLFW-UHFFFAOYSA-N |
| Solubility | Soluble in DCM, DMF, DMSO, Water |
Product Specification
| Storage | Store at 2-8°C |
Application
t-Boc-Aminooxy-PEG5-azide is a PEGylated aminooxy-bearing azide click chemistry reagent designed for bioorthogonal conjugation workflows. As an azide-functional building block, it is commonly paired with strain-promoted cycloaddition strategies to install PEG spacers and functional handles onto biomolecules, surfaces, and materials. The presence of an aminooxy group enables orthogonal chemistries for attaching to aldehyde-bearing partners, while the t-Boc protecting group supports controlled reactivity during multistep labeling and materials assembly.
1. Bioorthogonal Surface Labeling
t-Boc-Aminooxy-PEG5-azide is used to introduce azide functionality into biomaterial coatings and functionalized surfaces for downstream strain-promoted click labeling. Researchers in chemical biology and biomaterials science often incorporate PEG spacers to improve accessibility and reduce nonspecific interactions when attaching probes, affinity reagents, or imaging tags to complex substrates. The reagent’s PEG5 chain supports more uniform surface presentation, which is valuable for building reproducible assay surfaces, sensor interfaces, and cell-interaction materials where surface accessibility strongly influences labeling outcomes.
2. Probe and Imaging Conjugates
t-Boc-Aminooxy-PEG5-azide serves as a practical linker for preparing azide-tagged molecular probes used in fluorescence, luminescence, and other molecular imaging reagent development. In probe manufacturing and academic tool development, PEGylation is frequently employed to tune solubility, circulation-like behavior in model systems, and conjugate handling during labeling workflows. The aminooxy functionality provides an additional orthogonal handle for assembling probe architectures from aldehyde-containing components, enabling modular construction of multi-part imaging reagents and standardized labeling intermediates.
3. Multistep Biomolecule Conjugation
t-Boc-Aminooxy-PEG5-azide is well suited for multistep bioconjugation schemes where a protected aminooxy group and an azide handle must be introduced in a controlled sequence. Chemical biology groups commonly use such PEGylated click handles to generate intermediate conjugates that can later be elaborated with complementary click partners or aldehyde-derived components. This design supports workflows that require orthogonality between conjugation steps, such as building labeled protein conjugates, peptide-derivatized reagents, or nucleic-acid-associated constructs for mechanistic studies and assay development.
4. PEG Linker Functional Materials
t-Boc-Aminooxy-PEG5-azide is applied in the construction of PEG-functional polymer and hydrogel materials where azide groups are required for subsequent click-based crosslinking or post-functionalization. Materials scientists use PEG spacers to modulate hydration, diffusion, and steric accessibility of pendant functional groups, which can be critical for creating well-defined reactive domains in soft materials. The reagent’s dual functionality supports flexible design of material architectures that can be further modified with click-compatible ligands, affinity motifs, or reporter components after initial material formation.
Computed Properties
| XLogP3 | 1.1 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 21 |
| Exact Mass | 422.23766406 g/mol |
| Monoisotopic Mass | 422.23766406 g/mol |
| Topological Polar Surface Area | 108Ų |
| Heavy Atom Count | 29 |
| Formal Charge | 0 |
| Complexity | 442 |
| 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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