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SMCC crosslinker (Succinimidyl-4-[N-maleimidomethyl]cyclohexane-1-carboxylate) is a heterobifunctional protein crosslinker. SMCC conjugation occurs via a maleimide group that is sulfhydryl (thiol; -SH) reactive and a NHS ester group that is amine reactive and forms stable, covalent protein crosslinks. SMCC crosslinker must be dissolved in an organic solvent, such as DMSO or DMF, and then can be added to an aqueous crosslinking reaction. SMCC crosslinking reagent is permeable across the lipid bilayer of the cell membrane and can be used to crosslink intracellular proteins and peptides.
SMCC is a choice reagent for producing stable maleimide activated carrier proteins that will react with sulfhydryls (thiols). The cyclohexane ring in the 9-atom, non-cleavable spacer arm of SMCC decreases the rate of hydrolysis of the maleimide group. Thus allowing proteins which have been maleimide activated with SMCC to be lyophilized, stored, and later conjugated to sulfhydryl containing molecules. Numerous maleimide activated protein products are produced in this manner by first forming the crosslink with primary amines, as found in lysine residues, on the carrier protein via the NHS-ester of the SMCC crosslinking reagent and converting them to reactive maleimides. Therefore, the maleimide activated intermediate is quite stable, may be lyophilized, and stored for later conjugation to a hapten for antibody production.
SATA Protein Modifier can be used to add sulfhydryl groups (thiols, -SH) to proteins or peptides prior to SMCC crosslinking.
Click here for: SMCC Product Information Sheet & General Protocol
Molecular Weight: 334.32
Spacer Length: 8.3 Å
CAS Number: 64987-85-5
Chemical Formula: C16H18N2O6
Alternative Names: 4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester; N-Succinimidyl 4-(maleimidomethyl)cyclohexanecarboxylate; Succinimidyl trans-4-(N-maleimidylmethyl)cyclohexane-1-carboxylate
Special bulk pricing is available on bulk quantities of SMCC crosslinker for your large volume manufacturing application. Don't allow reagent costs to pierce SMCC crosslinking budgets.