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776173 Sigma-Aldrich

5-Norbornene-2-acetic acid succinimidyl ester

97%

Synonym: 2,5-Dioxopyrrolidin-1-yl 2-(bicyclo[2.2.1]hept-5-en-2-yl)acetate, 5-Norbornene-2-acetic acid NHS, Bicyclo[2.2.1]hept-5-ene-2-acetic acid N-hydroxysuccinimide ester, Bicyclo[2.2.1]hept-5-ene-2-acetic acid, 2,5-dioxo-1-pyrrolidinyl ester

  • CAS Number 1234203-45-2

  • Empirical Formula (Hill Notation) C13H15NO4

  • Molecular Weight 249.26

  •  PubChem Substance ID 329767816

  •  NACRES NA.22

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Properties

Related Categories Alicyclic/Etch-Resistant Monomers, Alkenes, Building Blocks, Chemical Biology, Chemical Synthesis,
Quality Level   100
assay   97%
mp   115-120 °C
storage temp.   2-8°C
SMILES string   O=C(CC1CC2CC1C=C2)ON3C(=O)CCC3=O
InChI   1S/C13H15NO4/c15-11-3-4-12(16)14(11)18-13(17)7-10-6-8-1-2-9(10)5-8/h1-2,8-10H,3-7H2
InChI key   AOGNOQQTUYLDKN-UHFFFAOYSA-N

Description

Application

Succinimidyl ester functionalized norbornene. Succinimidyl ester group will react with amine containing compounds such as lysine residues on proteins/peptides. Norbornene has been shown to react with 1; 2; 4; 5-tetrazines in an inverse electron demand Diels-Alder cycloaddition reaction which is a bioorthogonal reaction demonstrated to be useful in biological imaging applications.

Packaging

25, 100 mg in amber glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
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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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles
Peer-Reviewed Papers
15

References

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