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SMCC

(Protein Crosslinker heterobifunctional)


CL206   Succinimidyl-4-(N-maleimidomethyl)cyclohexane-1-carboxylate
[ 64987-85-5 ]   f.w.: 334.3 daltons

SMCC is an amine to sulfhydryl crosslinker that contains NHS ester and maleimide reactive groups at opposite ends of a medium length cyclohexane stabilized spacer arm (8.3 angstroms).



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50mgm + $90.00
100mgm + $170.00
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  • Ideal reagent for enzyme labeling of antibodies, both enzyme activity and antibody specificity can be preserved
  • Create specific bioconjugates via one- or two-step crosslinking reactions
  • Create sulfhydryl-reactive, maleimide-activated carrier proteins for coupling haptens
  1. Uto, I., et al. (1991). J. Immunol. Methods 138, 87-94. 
  2. Bieniarz, C., et al. (1996). Extended Length Heterobifunctional Coupling Agents for Protein Conjugations. Bioconjug. Chem. 7, 88-95. 
  3. Chrisey, L.A., et al. (1996). Nucleic Acids Res. 24(15), 3031-3039. 
  4. Kuijpers, W.H., et al. (1993). Bioconjug. Chem. 4(1), 94-102. 
  5. Brinkley, M.A. (1992). A survey of methods for preparing protein conjugates with dyes, haptens and crosslinking reagents. Bioconjugate Chem. 3, 2-13. 
  6. Hashida, S., et al. (1984). More useful maleimide compounds for the conjugation of Fab to horseradish peroxidase through thiol groups in the hinge. J. Appl. Biochem. 6, 56-63. 
  7. Mattson, G., et al. (1993). A practical approach to crosslinking. Molecular Biology Reports 17, 167-183. 
  8. Partis, M.D., et al. (1983). Crosslinking of proteins by omega-maleimido alkanoyl N-hydroxysuccinimide esters. J. Protein. Chem. 2, 263-277. 
  9. Samoszuk, M.K., et al. (1989). A peroxide-generating immunoconjugate directed to eosinophil peroxidase is cytotoxic to Hodgkins disease cells in vitro. Antibody, Immunoconjugates and Radiopharmaceuticals 2, 37-45. 
  10. Yoshitake, S., et al. (1982). Mild and efficient conjugation of rabbit Fab and horseradish peroxidase using a maleimide compound and its use for enzyme immunoassay. J. Biochem. 92, 1413-1424.
  • Amine reactive NHS ester crosslinks rapidly with primary amine-containing molecule
  • Sulfhydryl-reactive maleimide reacts with cysteine residues to yield specific conjugates
  • High purity, crystalline SMCC can be used to create high-purity maleimide-activated derivatives
  • Cyclohexane bridge confers added stability to the maleimide group making SMCC an ideal crosslinking agent for maleimide activation of proteins. Maleimide groups are stable for 64 hours in 0.1 M sodium phosphate buffer, pH 7 at 4°C.