5-Norbornene-2-acetic acid succinimidyl ester
5-Norbornene-2-acetic acid succinimidyl ester (CAS: 1234203-45-2; Formula: C13H15NO4) is a bifunctional molecule featuring a succinimidyl ester and a norbornene group. This compound is primarily used as a building block in chemical synthesis and conjugation chemistry. The succinimidyl ester readily reacts with primary amines, such as those found in proteins and peptides, enabling bioconjugation. The norbornene moiety participates in bioorthogonal inverse electron demand Diels-Alder reactions, making it valuable for biological imaging and materials science applications.
- IUPAC
- 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
- Synonyms
- 2,5-Dioxopyrrolidin-1-yl 2-(bicyclo[2.2.1]hept-5-en-2-yl)acetate5-Norbornene-2-acetic acid NHSBicyclo[2.2.1]hept-5-ene-2-acetic acid N-hydroxysuccinimide esterBicyclo[2.2.1]hept-5-ene-2-acetic acid, 2,5-dioxo-1-pyrrolidinyl ester
Bioconjugation
The succinimidyl ester group allows for the covalent attachment of this molecule to amine-containing biomolecules like proteins and peptides. This is crucial for labelling, modification, and the creation of antibody-drug conjugates.
Bioorthogonal Chemistry
The norbornene functionality enables participation in inverse electron demand Diels-Alder (IEDDA) reactions with tetrazines. This bioorthogonal reaction is highly selective and proceeds efficiently under physiological conditions, making it ideal for biological imaging and tracking.
Materials Science and Nanotechnology
The unique reactivity of the norbornene group can be exploited in the development of novel polymers and functionalized materials. Its ability to undergo click-type reactions makes it suitable for surface modification and the creation of advanced materials.
Chemical Synthesis
As a versatile building block, this compound facilitates the synthesis of complex organic molecules. Its dual functionality allows for sequential or orthogonal chemical transformations in multi-step synthetic routes.
| Molecular weight | 249.26 |
|---|---|
| Empirical formula | C13H15NO4 |
| Assay | 97% |
| Storage temperature | 2-8°C |
| 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. |
| Melting point | 115-120 °C |
Hazard statements
- H302Harmful if swallowed
| Water hazard class (WGK, DE) | 3 |
|---|---|
| Hazard codes (EU) | Xn |
| Risk statements (R) | 22 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 5-Norbornene-2-acetic acid succinimidyl ester used for?
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5-Norbornene-2-acetic acid succinimidyl ester is used in bioconjugation to label amine-containing biomolecules, in bioorthogonal chemistry for applications like biological imaging via inverse electron demand Diels-Alder reactions, and as a building block in chemical synthesis and materials science.
What is the CAS number and chemical formula for this product?
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The CAS number is 1234203-45-2 and the chemical formula is C13H15NO4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 5-Norbornene-2-acetic acid succinimidyl ester with an assay of 97%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade.
How should 5-Norbornene-2-acetic acid succinimidyl ester be handled and stored?
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This compound is classified as harmful if swallowed (H302) and requires careful handling. It should be stored at 2-8°C to maintain stability.
Is this product a controlled substance?
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Based on the provided data, there is no indication that 5-Norbornene-2-acetic acid succinimidyl ester is a controlled substance.
How is this chemical packed and exported?
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Tech Serve Solutions, a specialist global supplier and exporter, ensures appropriate packing and adherence to regulations for the export of this chemical.
How can I request a sample or quote for 5-Norbornene-2-acetic acid succinimidyl ester?
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Please contact our sales team via the website or phone to request a sample or obtain a quotation for 5-Norbornene-2-acetic acid succinimidyl ester.
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