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  • 771139 - (E)-N-(2-Aminoethyl)-4-{2-[4-(3-azidopropoxy)phenyl]diazenyl}benzamide hydrochloride

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771139 Sigma-Aldrich

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

  • Empirical Formula (Hill Notation) C18H21N7O2 · HCl

  • Molecular Weight 403.87

  •  MDL number MFCD25976530

  •  PubChem Substance ID 329767474

  •  NACRES NA.22

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Properties

Related Categories Bifunctional Linkers, Chemical Biology, Chemical Synthesis, Conjugation Chemistry: Azides, Alkynes and Other Reagents, Copper Click Chemistry,
Quality Level   100
reaction suitability   reaction type: click chemistry
  reagent type: cross-linking reagent
mp   350-355 °C
storage temp.   2-8°C
SMILES string   NCCNC(C1=CC=C(C=C1)/N=N/C2=CC=C(OCCCN=[N+]=[N-])C=C2)=O.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

Description

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. 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.

Packaging

25, 100 mg in clear glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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