771066
tert-Butyl 2-(4-{[4-(3-azidopropoxy)phenyl]azo}benzamido)ethylcarbamate
95%
Synonyme(s) :
N-[2-(4-{2-[4-(3-Azidopropoxy)phenyl]diazenyl}benzoyl)amino]ethylcarbamic acid 1,1-dimethylethyl ester
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A propos de cet article
Formule empirique (notation de Hill) :
C23H29N7O4
Numéro CAS:
Poids moléculaire :
467.52
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
95%
Form:
powder
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95%
form
powder
reaction suitability
reagent type: linker
mp
173-178 °C
functional group
Boc, amine, azide
storage temp.
2-8°C
SMILES string
O=C(NCCNC(OC(C)(C)C)=O)C1=CC=C(/N=N/C2=CC=C(OCCCN=[N+]=[N-])C=C2)C=C1
InChI
1S/C23H29N7O4/c1-23(2,3)34-22(32)26-15-14-25-21(31)17-5-7-18(8-6-17)28-29-19-9-11-20(12-10-19)33-16-4-13-27-30-24/h5-12H,4,13-16H2,1-3H3,(H,25,31)(H,26,32)/b29-28+
InChI key
IEGYTTZAHJJGLG-ZQHSETAFSA-N
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.
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.
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.
Felicetta Landi et al.
Organic & biomolecular chemistry, 8(1), 56-59 (2009-12-22)
A new chemically-cleavable linker has been synthesised for the affinity-independent elution of biomolecules by classical affinity chromatography. This azo-based linker is shown to couple efficiently with "click" derivatised ligands such as biotin propargyl amide through a copper(I)-catalysed Huisgen 1,3-dipolar cycloaddition
A mild chemically cleavable linker system for functional proteomic applications.
Steven H L Verhelst et al.
Angewandte Chemie (International ed. in English), 46(8), 1284-1286 (2007-01-06)
Numéro d'article de commerce international
| Référence | GTIN |
|---|---|
| 771066-25MG | 04061832464664 |
| 771066-100MG | 04061832464657 |