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(Protein Crosslinker heterobifunctional)

CL226   Succinimidyl-4-(N-maleimidomethyl)-cyclohexane-1-carboxy(6-amidocaproate)
  f.w.: 447.5 daltons

LC SMCC is a non cleavable and membrane permeable crosslinker. It contains an amine reactive N-hydroxysuccinimide (NHS ester) and a sulfhydryl reactive maleimide group. NHS esters react with primary amines at pH 7-9 to form stable amide bonds. Maleimides react with sulfhydryl groups at pH 6.5-7.5 to form stable thioether bonds. The maleimide groups of LC SMCC and are unusually stable up to pH 7.5 because of the cyclohexane bridge in the spacer arm which is 16.2 angstroms.

Quantity Price  
50mgm $81.00
100mgm $153.00

Spacer arm 16.1 angstroms. Heterobifunctional crosslinker. Extended chain length analog of SMCC. SMCC and analogs are ideal for coupling enzymes to antibodies as both enzyme activity and antibody specificity can be preserved after coupling.

  1. Bieniarz, C., et al. (1996). Extended length Heterobifunctional Coupling Agents for Protein Conjugations. Bioconjug. Chem. 7, 88-95. 
  2. Kuijpers, W.H., et al. (1993). Bioconjug. Chem. 4(1), 94-102. 
  3. Mattson, G., et al. (1993). A practical approach to crosslinking. Molecular Biology Reports 17, 167-183. 
  4. Brinkley, M.A. (1992). A survey of methods for preparing protein conjugates with dyes, haptens and crosslinking reagents. Bioconjugate Chem. 3, 2-13. 
  5. Uto, I., Ishimatsu, T., Hirayama, H., Ueda, S., Tsuruta, J. and Kambara, T. (1991). Determination of urinary Tamm-Horsfall protein by ELISA using a maleimide method for enzyme-antibody conjugation. J. Immunol. Methods 138, 87-94. 
  6. Partis, M.D., et al. (1983). Crosslinking of proteins by omega-maleimido alkanoyl N-hydroxysuccinimide esters. J. Protein. Chem. 2, 263-277. 
  7. 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 LC SMCC can be used to create high purity maleimide-activated derivatives
  • Cyclohexane bridge confers added stability to the maleimide group making LC 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.