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
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About This Item
Empirical Formula (Hill Notation):
C13H15NO4
CAS Number:
Molecular Weight:
249.26
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22
Assay:
97%
Form:
solid
Quality Segment
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
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.
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