N-Acryloxysuccinimide (NAS) is an amine-reactive acrylate monomer used to introduce N-hydroxysuccinimide ester functionality into polymers and surfaces. The acrylate group supports incorporation into polymer systems, while the activated ester group can react with primary amines to form covalent amide bonds.
Synonyms: N-Succinimidyl Acrylate; Acrylic Acid N-Succinimidyl Ester; Acrylic Acid N-Hydroxysuccinimide Ester.
This combination of polymerizable and amine-reactive functionality makes NAS useful in bioconjugation, surface functionalization, reactive polymer synthesis, and the preparation of materials designed for subsequent coupling with amine-containing molecules.
Reaction performance depends on the polymer system, solvent, pH, temperature, reagent concentration, and the accessibility of the target amine groups. Conditions should be optimized for the intended synthesis or conjugation workflow.
Key Properties
- Amine-reactive acrylate monomer
- Contains a polymerizable acrylate group and an activated succinimidyl ester
- CAS number 38862-24-7
- Molecular formula: C7H7NO4
- Molecular weight: 169.1 g/mol
- Melting point: 69°C
- Product number 19930
Applications
Reactive Polymer Synthesis
NAS may be copolymerized with compatible vinyl monomers to prepare polymers containing activated ester groups for subsequent functionalization.
Bioconjugation
Polymers or surfaces containing incorporated NAS functionality can be used in coupling workflows involving primary amines on proteins, peptides, and other amine-containing molecules.
Surface Functionalization
NAS is used in materials research to create amine-reactive surfaces and coatings that can be modified after polymerization.
Functional Materials Research
May be used in the development of reactive hydrogels, polymer supports, particles, coatings, and other functional materials requiring activated ester chemistry.
Compatibility & Reaction Considerations
- Suitable for incorporation into compatible polymerization systems
- Activated ester groups react with accessible primary amines
- Reaction performance depends on solvent, pH, temperature, concentration, and reaction time
- Compatibility should be evaluated with monomers, initiators, catalysts, substrates, and other formulation components
The appropriate formulation and coupling conditions depend on the selected polymer system and target molecule. Small-scale testing is recommended before expanding a synthesis or surface-modification process.
Application Tips
- Establish polymerization conditions using small-scale reaction trials
- Mix thoroughly to support uniform incorporation into the reaction system
- Optimize coupling conditions for the selected amine-containing target
- Confirm successful functionalization using an appropriate analytical method
Handling & Storage
- Store at 4°C
- Keep the container securely closed when not in use
- Wear protective gloves and chemical goggles during handling
- Follow institutional chemical hygiene and product-specific safety procedures
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FAQ
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1. What is N-Acryloxysuccinimide?
N-Acryloxysuccinimide, commonly abbreviated NAS, is an acrylate monomer containing an activated succinimidyl ester. It can be incorporated into polymer systems to introduce amine-reactive functionality.
2. What is the CAS number for N-Acryloxysuccinimide?
The CAS number for N-Acryloxysuccinimide is 38862-24-7.
3. How does N-Acryloxysuccinimide react with amines?
The activated succinimidyl ester reacts with accessible primary amines to form a covalent amide bond. Reaction conditions should be optimized for the selected polymer, surface, or amine-containing molecule.
4. Can NAS be incorporated into polymers?
Yes. Its acrylate group allows NAS to participate in compatible polymerization and copolymerization systems, producing polymers with activated ester functionality for subsequent modification.
5. How should N-Acryloxysuccinimide be stored?
Store product 19930 at 4°C with the container securely closed. Wear protective gloves and chemical goggles when handling the material.
Safety & Documentation
Use appropriate laboratory safety practices, including protective gloves and chemical goggles. Review the product Safety Data Sheet and lot-specific Certificate of Analysis before use for complete handling, storage, and safety information.
