NorrChemica™
Sulfo-SMCC sodium salt
Sulfo-SMCC sodium salt | CAS 92921-24-9 | ≥97%
| Pack size | Excl. VAT | Add to cart |
|---|---|---|
| 250 mg | €59,68€238,72/g€74,90 incl. VAT | |
| 1.0 g | €74,26€74,26/g€93,20 incl. VAT |
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Technical Specifications
| CAS Number | 92921-24-9 |
| MDL Number | MFCD00054978 |
| SMILES | C1CC(CCC1CN2C(=O)C=CC2=O)C(=O)ON3C(=O)CC(C3=O)S(=O)(=O)[O-].[Na+] |
| InChI | InChI=1S/C16H18N2O9S.Na/c19-12-5-6-13(20)17(12)8-9-1-3-10(4-2-9)16(23)27-18-14(21)7-11(15(18)22)28(24,25)26;/h5-6,9-11H,1-4,7-8H2,(H,24,25,26);/q;+1/p-1 |
| InChIKey | VUFNRPJNRFOTGK-UHFFFAOYSA-M |
| PubChem CID | 4618794 |
| Molecular Formula | C₁₆H₁₇N₂NaO₉S |
| Molecular Weight | 436.36 g/mol |
| Melting Point | >270 °C (dec.) |
| Solubility | Soluble in: water, N,N-dimethylformamide (DMF) |
| Purity | ≥97% |
| Physical Form | White to almost white powder to crystal |
| HS Code | 2925.19 |
| Shelf Life | Retest period: 36 months from date of manufacture |
| Storage Conditions | Store at 2–8 °C (OK to freeze). Keep under inert gas and protect from moisture; purge headspace with inert gas after each use. |
Product Description & Scientific Applications
Sulfo-SMCC sodium salt (Sulfo SMCC) is a heterobifunctional crosslinker that conjugates amines to free thiols.
Stability. This class of maleimide-based heterobifunctional crosslinker is known for limited hydrolysis and thiol exchange due to its sterically hindered cyclohexyl moiety.
Thiol selectivity. The maleimide–thiol reaction is specific for thiol groups in the pH range of 6.5 to 7.5. At higher pH values, crossreactivity with amine groups occurs.
Maleimide–thiol conjugation. Maleimides have been used to link thiol groups to bioactive molecules: N-ethylmaleimide on solid-supported surfaces, antibody–enzyme and hapten–carrier conjugates, and carrier proteins with thiol groups in solution.
Bioconjugate applications. This heterobifunctional crosslinker class has been applied to the synthesis of peptide–protein conjugates, hapten–carrier complexes, antigen–antibody and enzyme–antibody fusions, immunotoxins, and antibody–drug conjugates. The thiol–maleimide reaction is used for the synthesis of antibody–drug conjugates (ADC) and conjugate vaccines. Sulfo-SMCC was used, together with attachment of a leucine zipper peptide (HiA CLZ) to the surface of extracellular vesicles, to create Zippersomes.
Shipping Destinations
- EU & UK: Priority delivery, 2–5 business days.
- United States (DDP): 3–7 business days, duties and taxes prepaid.
- EFTA Countries (DDP): 3–7 business days, duties and taxes prepaid.
- Worldwide: 7–14 business days, selected locations.
Safety Information
| GHS Pictograms |
|
| Signal Word | Warning |
| Hazard Class | Not regulated for transport |
| Transport Category | Not classified as dangerous goods for transport (ADR/IATA/IMDG) |
| H-Statements | H315 - H319 - H335 |
| P-Statements | P280 - P302+P352 - P304+P340 - P312 - P332+P313 - P337+P313 - P501 |
Documentation
| Safety Data Sheet | Download PDF |
