4-(N-Maleimidomethyl)cyclohexane-1-carboxylic acid 3-sulfo-N-hydroxysuccinimide ester sodium salt
4-(N-Maleimidomethyl)cyclohexane-1-carboxylic acid 3-sulfo-N-hydroxysuccinimide ester sodium salt (CAS 92921-24-9), with the molecular formula C16H17N2NaO9S and a molecular weight of 436.37 g/mol, is a water-soluble, heterobifunctional cross-linking reagent. It features an extended spacer, offering selective reactivity towards primary amines and sulfhydryl groups. This compound is instrumental in bioconjugation, protein modification, and structural analysis.
- IUPAC
- Sulfo-SMCC
Heterobifunctional Cross-linking
This reagent enables the specific cross-linking of molecules containing primary amines to those with free sulfhydryl groups, utilizing sequential amide and thioether bond formation. The extended aliphatic spacer provides stability and controlled reactivity for bioconjugation strategies.
Bioconjugation
It is employed in creating conjugates such as enzyme-carrier molecule and hapten-carrier molecule constructs. Its water solubility and defined reactive groups make it ideal for modifying biomolecules in aqueous environments.
Protein Modification and Analysis
The compound facilitates targeted modification of proteins, enabling applications in protein structural analysis and proteomics research. Its ability to link different functional groups is key to these applications.
| Molecular weight | 436.37 |
|---|---|
| Empirical formula | C16H17N2NaO9S |
| Form | powder |
| Colour | white to light brown |
| Solubility | H2O: soluble2.5 mg/mLDMF: soluble |
| Storage temperature | 2-8°C |
| Application | Water soluble, heterobifunctional cross-linking reagent incorporating an extended spacer with amine and sulfhydryl reactivity. Typically, coupled initially to molecules containing primary amines by amide bonds buffered at pH 7.5 (6.5-8.5). Second coupling specific for molecules containing free sulfhydryl by thioether linkage buffered at pH 6.8 (6.5-7.0). Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates. Contains 9 atom linker. An extended aliphatic spacer stabilizes the maleimide prior to coupling compared to aromatic spacers. |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Water hazard class (WGK, DE) | 3 |
|---|---|
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26 |
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 4-(N-Maleimidomethyl)cyclohexane-1-carboxylic acid 3-sulfo-N-hydroxysuccinimide ester sodium salt used for?
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This compound is a water-soluble, heterobifunctional cross-linking reagent used in bioconjugation, protein modification, and structural analysis. It selectively couples molecules with primary amines to those with sulfhydryl groups via amide and thioether linkages, respectively.
What is the CAS number and molecular formula for this product?
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The CAS number is 92921-24-9 and the molecular formula is C16H17N2NaO9S.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product as a research or technical grade chemical. We do not represent it as meeting pharmacopoeia standards such as USP, BP, or EP unless explicitly stated in the product specifications.
How should this chemical be handled safely?
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This compound is classified as an irritant. Handle with appropriate personal protective equipment, including gloves and eye protection. Avoid inhalation of dust and ensure adequate ventilation. Refer to the safety data sheet for detailed handling and first-aid measures.
How is this chemical packed, shipped, and exported?
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We carefully pack and export this chemical in compliance with all relevant shipping regulations. Packaging is designed to maintain product integrity during transit. Please contact us for specific shipping details and international export inquiries.
How can I request a sample or quote?
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To request a sample or a quote for this product, please visit our website or contact our sales department directly. Provide the product name and CAS number for prompt service.
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