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Merck
CN

941506

5-Norbornene-2-carboxylate NHS ester

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About This Item

Empirical Formula (Hill Notation):
C12H13NO4
CAS Number:
Molecular Weight:
235.24
MDL number:
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Assay

>90% (HPLC)

Quality Level

greener alternative product score

old score: 50
new score: 14
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greener alternative product characteristics

Less Hazardous Chemical Syntheses
Safer Solvents and Auxiliaries
Inherently Safer Chemistry for Accident Prevention
Learn more about the Principles of Green Chemistry.

sustainability

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solubility

chloroform: 15 mg (/0.5ml)

greener alternative category

storage temp.

2-8°C

SMILES string

O=C1CCC(N1OC(C2C3C=CC(C3)C2)=O)=O

General description

5-Norbornene-2-carboxylate NHS Ester is a versatile and functional compound designed for a wide range of applications in bioconjugation and polymer chemistry. This compound features an N-Hydroxysuccinimide (NHS) ester, which allows for efficient reactions with amine-containing compounds, such as lysine residues on proteins and peptides. The norbornene structure facilitates bioorthogonal reactions, particularly the inverse electron demand Diels-Alder cycloaddition with 1,2,4,5-tetrazines, making it invaluable for biological imaging and advanced polymer synthesis.
We are committed to bringing you Greener Alternative Products that adhere to one of the four categories of Greener Alternatives. This product belongs to the category of Re-engineered Products, demonstrating key improvements in Green Chemistry Principles such as ′Safer Sovents and Auxiliaries′, ′Less Hazardous Chemical Synthesis′, and ′Inherently Safer Chemistry for Accident Prevention.′ Click here to view its DOZN scorecard.

Application

5-Norbornene-2-carboxylate NHS Ester is used in a wide range of applications including:


  • Protein Labeling: Efficiently labels proteins and peptides through reactions with amines.
  • Conjugate Preparation: Prepares conjugates for immunoassays and other analytical techniques.
  • Fluorescent Labeling: Facilitates the labeling of enzymes for detection and analysis.
  • Enzyme Immobilization: Works with EDC to immobilize enzymes for biosensor applications.
Its unique combination of NHS ester and norbornene functionalities makes it a powerful tool for researchers aiming to advance bioconjugation techniques, develop novel materials, and enhance biological imaging methods.

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