tert-Butyl 2-(4-{[4-(3-azidopropoxy)phenyl]azo}benzamido)ethylcarbamate
Tert-Butyl 2-(4-{[4-(3-azidopropoxy)phenyl]azo}benzamido)ethylcarbamate (CAS: 1207289-71-1) is a specialized organic compound with the molecular formula C23H29N7O4 and a molecular weight of 467.52 g/mol. This azobenzene cleavable linker can be bis-cleaved by sodium dithionite. It is primarily utilised in chemical biology and conjugation chemistry for its ability to release two primary amines upon reduction of the azo functionality. The Boc-protected amine allows for controlled deprotection under acidic conditions.
- IUPAC
- N-[2-(4-{2-[4-(3-Azidopropoxy)phenyl]diazenyl}benzoyl)amino]ethylcarbamic acid 1,1-dimethylethyl ester
![tert-Butyl 2-(4-{[4-(3-azidopropoxy)phenyl]azo}benzamido)ethylcarbamate (C23H29N7O4) — chemical structure, CAS 1207289-71-1; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F1207289-71-1.png&w=3840&q=75)
Azobenzene Cleavable Linker
This compound functions as an azobenzene cleavable linker, designed to break under specific reducing conditions. Treatment with sodium dithionite cleaves the N-N bond, yielding two primary amine functionalities.
Chemical Biology and Proteomics
Its cleavable nature makes it valuable in chemical biology and proteomics applications, including affinity chromatography. The controlled release of amine groups can be used to modify biomolecules or facilitate separation processes.
Conjugation Chemistry
The presence of both an azide group and a protected amine allows for versatile conjugation strategies. The azide readily participates in click chemistry reactions with alkynes, while the Boc-protected amine can be deprotected for further functionalization.
| Molecular weight | 467.52 |
|---|---|
| Empirical formula | C23H29N7O4 |
| Assay | 95% |
| Storage temperature | 2-8°C |
| Application | Azobenzene cleavable linker. Treatment with sodium dithionite (sodium hydrosulfite) reduces azo functionality, cleaving the N-N bond to yield two primary amines.Has been used in proteomic and affinity chromatography applications. Boc group on the primary amine can be removed under acidic conditions (MeOH, CH3COCl, 0 degrees C to RT, Et2O, 1 h). The azide can be reacted with a terminal alkyne or cyclooctyne derivative via the 1,3 dipolar cycloaddition click chemistry reaction. |
| Melting point | 173-178 °C |
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is tert-Butyl 2-(4-{[4-(3-azidopropoxy)phenyl]azo}benzamido)ethylcarbamate used for?
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This compound is an azobenzene cleavable linker used in chemical biology, proteomics, and conjugation chemistry. It releases two primary amines upon reduction of the azo functionality and can undergo click chemistry via its azide group.
What is the CAS number and chemical formula for this compound?
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The CAS number is 1207289-71-1 and the chemical formula is C23H29N7O4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product with an assay of 95%. We do not represent this product as USP, BP, EP, or other pharmacopoeia grades. For critical applications, please consult our technical team.
How should tert-Butyl 2-(4-{[4-(3-azidopropoxy)phenyl]azo}benzamido)ethylcarbamate be handled and stored?
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The supplied safety data indicates a WGK Germany rating of 3. It should be stored at 2-8°C. Please refer to the Safety Data Sheet (SDS) for comprehensive handling, safety, and disposal information.
How is this chemical packed, shipped, and exported by TSS?
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Tech Serve Solutions professionally packs, ships, and exports fine chemicals globally, adhering to all relevant regulations for safe and compliant transit.
How can I request a sample or quote for this chemical?
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To request a sample or a detailed quote, please use the contact form on our website or call our sales department directly. Please include the product name and CAS number in your request.
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