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You are here:Home » Biochemicals » Biochem-Maleimide, MTS & Sulfhydryl » N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate (SMCC)

N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate (SMCC)


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A heterobifunctional cross-linking reagent incorporating an extended spacer with amine and sulfhydryl reactivity. Typically coupled initially to molecules containing primary amine by amide bond buffered at pH 7.5 (6.5-8.5). The second coupling is 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.
Catalog #S8008-51
Melting Point178-179°C
SolubilityChloroform, DMF, Ethyl acetate (sparingly)
Method for Determining IdentityProton NMR (CDCl3) and MS
TLC ConditionsSiO2; Ethyl Acetate : Hexane (5 : 5). Visualized with UV and AMCS (Rf =0.30).
Storage and StabilityStore at -20°C under inert atmosphere. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
CAS Number64987-85-5
Molecular FormulaC16H18N2O6
Molecular Weight334.33
FormWhite to off-white solid
Important NoteThis product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.
Toxicity and Hazards All products should be handled by qualified personnel only, trained in laboratory procedures.
Alternate names4-(N-Maleimidomethyl)cyclohexane-1-carboxylic Acid N-Hydroxysuccinimide Ester; NSC 344483; SMCC

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