
Azido-PEG4-hydrazide-Boc | CAS 1919045-01-4
| Catalog Number | R14-0248 |
| Category | Azides |
| Molecular Formula | C16H31N5O7 |
| Molecular Weight | 405.45 |
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Product Introduction
Azido-PEG4-hydrazide-Boc is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | Azido-PEG4-t-Boc-hydrazide;Azido-PEG4-t-Boc-Hydrazide; tert-butyl 18-azido-4-oxo-7,10,13,16-tetraoxa-2,3-diazaoctadecanoate; Hydrazinecarboxylic acid, 2-(15-azido-1-oxo-4,7,10,13-tetraoxapentadec-1-yl)-, 1,1-dimethylethyl ester; 2-Methyl-2-propanyl 18-azido-4-oxo-7,10,13,16-tetraoxa-2,3-diazaoctadecan-1-oate; 7,10,13,16-Tetraoxa-2,3-diazaoctadecan-1-oic acid, 18-azido-4-oxo-, 1,1-dimethylethyl ester |
| Purity | ≥95% |
| IUPAC Name | tert-butyl N-[3-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]propanoylamino]carbamate |
| SMILES | CC(C)(C)OC(=O)NNC(=O)CCOCCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C16H31N5O7/c1-16(2,3)28-15(23)20-19-14(22)4-6-24-8-10-26-12-13-27-11-9-25-7-5-18-21-17/h4-13H2,1-3H3,(H,19,22)(H,20,23) |
| InChIKey | KJOOCVUXCXHMMG-UHFFFAOYSA-N |
| Appearance | Pale Yellow Oily Matter |
Product Specification
| Storage | Store at 2-8°C |
Application
Azido-PEG4-hydrazide-Boc is a PEG4-based bifunctional click chemistry reagent that combines an azide handle for bioorthogonal azide–alkyne cycloaddition with a hydrazide functionality for subsequent derivatization, while the Boc group provides protected reactivity during handling and conjugation workflows. Its flexible, hydrophilic PEG spacer is commonly used to improve solubility and reduce steric effects when building modular linkers for probes, materials, and labeling reagents. This structure makes it well-suited for research pipelines that require orthogonal functional handles and stable conjugation strategies for downstream attachment to biomolecules and surfaces.
1. Bioorthogonal Probe Labeling
Azido-PEG4-hydrazide-Boc is widely used to introduce an azide-bearing PEG linker into labeling schemes for chemical biology and molecular imaging tool development. Researchers incorporate the azide functionality to enable subsequent attachment of cyclooctyne or alkyne-bearing reporters, affinity tags, or imaging moieties under mild, bioorthogonal conditions. The PEG4 spacer helps maintain probe accessibility and improves performance in aqueous labeling buffers, while the hydrazide/Boc-protected functionality supports modular construction of multi-handle conjugates for assay reagents and research-grade imaging constructs.
2. Hydrazide Linker Conjugation
Azido-PEG4-hydrazide-Boc serves as a practical building block for creating hydrazide-containing conjugates where a second functional handle is needed beyond the azide. In typical workflows, the hydrazide component is used to couple to carbonyl-bearing partners or to enable staged derivatization steps that separate azide installation from later conjugation chemistry. The protected Boc group supports controlled reactivity during multi-step assembly of linkers for affinity reagents, enrichment tools, and structured probe libraries, allowing teams to standardize linker architecture across different targets.
3. Surface and Material Functionalization
Azido-PEG4-hydrazide-Boc is employed in biomaterials science and surface chemistry to functionalize polymers, nanoparticles, and solid supports with an azide handle for subsequent click attachment of coatings, capture ligands, or fluorescent reporters. The PEG4 segment improves compatibility with aqueous processing and can reduce nonspecific interactions during immobilization and washing steps. By installing azide functionality on material surfaces, researchers can later couple a wide range of alkyne-bearing components in a modular fashion, supporting rapid iteration of material-based assay formats and diagnostic reagent components.
4. Multi-Handle Reagent Assembly
Azido-PEG4-hydrazide-Boc is particularly valuable for assembling multi-functional reagents that require orthogonal reactivity in a single construct. The azide enables click-based installation of diverse reporters or targeting elements, while the hydrazide/Boc-protected group supports additional derivatization pathways used to generate standardized reagent families for screening, method development, and platform reagent optimization. This design supports downstream workflows where conjugates must be built in a stepwise manner to preserve functional integrity, maintain solubility, and enable reproducible coupling across different experimental batches.
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