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Merck
CN

771139

Sigma-Aldrich

(E)-N-(2-Aminoethyl)-4-{2-[4-(3-azidopropoxy)phenyl]diazenyl}benzamide hydrochloride

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关于此项目

经验公式(希尔记法):
C18H21N7O2 · HCl
分子量:
403.87
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.22
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表单

solid

反应适用性

reaction type: click chemistry
reagent type: cross-linking reagent

mp

350-355 °C

储存温度

2-8°C

SMILES字符串

NCCNC(C1=CC=C(C=C1)/N=N/C2=CC=C(OCCCN=[N+]=[N-])C=C2)=O.[H]Cl

InChI

1S/C18H21N7O2.ClH/c19-10-12-21-18(26)14-2-4-15(5-3-14)23-24-16-6-8-17(9-7-16)27-13-1-11-22-25-20;/h2-9H,1,10-13,19H2,(H,21,26);1H/b24-23+;

InChI key

UWCLSDSCVCQZQA-XMXXDQCKSA-N

应用

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. The free primary amine can be linked to any carboxylic acid containing compound or biomolecule via standard amide bond forming procedures.The azide can be reacted with a terminal alkyne or cyclooctyne derivative via the 1,3 dipolar cycloaddition click chemistry reaction.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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分析证书(COA)

Lot/Batch Number

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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)
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

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