Date published: 2025-12-5

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Sulfo-SMCC (CAS 92921-24-9)

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Alternate Names:
4-(N-Maleimidomethyl)cyclohexane-1-carboxylic acid 3-sulfo-N-hydroxysuccinimide ester sodium salt
Application:
Sulfo-SMCC is a sulfhydryl- and amine-reactive crosslinker
CAS Number:
92921-24-9
Molecular Weight:
436.37
Molecular Formula:
C16H17N2O9SNa
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Sulfo-SMCC, a heterobifunctional protein crosslinker, possesses sulfhydryl- and amine-reactive properties along with an 11.6 Angstrom spacer arm. This versatile chemical compound finds wide application in biochemical and physiological research. As a water-soluble, thiol-reactive compound, Sulfo-SMCC has demonstrated its efficacy across multiple applications. It enables the covalent attachment of proteins to solid supports during protein purification. It facilitates the identification and quantification of protein-protein interactions. Furthermore, it contributes to the study of protein-DNA interactions by examining the binding between DNA and proteins. In cell-based assays, Sulfo-SMCC aids in the exploration of cell adhesion and the binding of cell surface receptors. Additionally, it plays a role in the synthesis of liposomes, nanoparticles, and other nanomaterials. The covalent binding of Sulfo-SMCC to thiol groups on proteins and other molecules occurs via a nucleophilic substitution mechanism. Specifically, the electrophilic carbon of the Sulfo-SMCC molecule reacts with the sulfhydryl group of the protein, forming a stable covalent bond. In summary, Sulfo-SMCC serves as a sulfhydryl- and amine-reactive, heterobifunctional protein crosslinker, featuring an 11.6 Angstrom spacer arm. Its water solubility and thiol reactivity make it invaluable in protein-related research.


Sulfo-SMCC (CAS 92921-24-9) References

  1. Characterization and cancer cell specific binding properties of anti-EGFR antibody conjugated quantum dots.  |  Lee, J., et al. 2010. Bioconjug Chem. 21: 940-6. PMID: 20420360
  2. A comparison of mono and multivalent linkers and their effect on the colloidal stability of nanoparticle and immunoassays performance.  |  Gubala, V., et al. 2010. Talanta. 81: 1833-9. PMID: 20441982
  3. A universally applicable 68Ga-labeling technique for proteins.  |  Wängler, C., et al. 2011. J Nucl Med. 52: 586-91. PMID: 21421712
  4. Binding of uranyl ion by a DNA aptamer attached to a solid support.  |  Kim, J., et al. 2011. Bioorg Med Chem Lett. 21: 4020-2. PMID: 21612923
  5. Preparation, structural analysis and bioactivity of ribonuclease A-albumin conjugate: tetra-conjugation or PEG as the linker.  |  Li, C., et al. 2012. J Biotechnol. 162: 283-8. PMID: 23000658
  6. Protein labeling with the labeling precursor [(18)F]SiFA-SH for positron emission tomography.  |  Wängler, B., et al. 2012. Nat Protoc. 7: 1964-9. PMID: 23037311
  7. Rapid detection of microorganisms based on active and passive modes of QCM.  |  Farka, Z., et al. 2014. Sensors (Basel). 15: 79-92. PMID: 25545267
  8. Sulfo-SMCC Prevents Annealing of Taxol-Stabilized Microtubules In Vitro.  |  Prabhune, M., et al. 2016. PLoS One. 11: e0161623. PMID: 27561096
  9. Improved performance of collagen scaffolds crosslinked by Traut's reagent and Sulfo-SMCC.  |  Li, Y., et al. 2017. J Biomater Sci Polym Ed. 28: 629-647. PMID: 28277011
  10. Production of a conjugate between the rK346 antigen from Leishmania infantum and the horseradish peroxidase C for the detection of rK346 antibodies.  |  Rengifo-González, J., et al. 2016. Invest Clin. 57: 158-175. PMID: 28429896
  11. Synthesis, characterization, and in vitro cytotoxicity of fatty acyl-CGKRK-chitosan oligosaccharides conjugates for siRNA delivery.  |  El-Sayed, NS., et al. 2018. Int J Biol Macromol. 112: 694-702. PMID: 29408713
  12. Cross-linking of bovine rhodopsin with sulfosuccinimidyl 4-(N maleimidomethyl)cyclohexane-1-carboxylate affects its functionality.  |  Medina, R., et al. 2020. Biochem J. 477: 2295-2312. PMID: 32497171
  13. Anti-EGFR antibody-drug conjugate for triple-negative breast cancer therapy.  |  Si, Y., et al. 2021. Eng Life Sci. 21: 37-44. PMID: 33531889
  14. Effect of microchannel geometry and linker molecules on surface immobilization efficiency of proteins in microfluidic devices.  |  Chakraborty, S., et al. 2023. J Biotechnol. 364: 31-39. PMID: 36702256

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Sulfo-SMCC, 10 mg

sc-212979
10 mg
$115.00

Sulfo-SMCC, 100 mg

sc-212979A
100 mg
$415.00

Sulfo-SMCC, 1 g

sc-212979B
1 g
$1845.00