776173

5-Norbornene-2-acetic acid succinimidyl ester

97%

• Synonym(s): 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
• Empirical Formula (Hill Notation): C₁₃H₁₅NO₄
• CAS Number: 1234203-45-2
• Molecular Weight: 249.26
• UNSPSC Code: 12352106
• PubChem Substance ID: 329767816
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 97%
• form: solid
• reaction suitability: reaction type: click chemistry; reagent type: linker
• mp: 115-120 °C
• functional group: NHS ester
• storage temp.: 2-8°C
• SMILES string: O=C(N1OC(C[C@H]2[C@@H]3C=C[C@@H](C3)C2)=O)CCC1=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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable