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M5525 Sigma

4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester

≥98%, powder

Synonym: N-Succinimidyl 4-(maleimidomethyl)cyclohexanecarboxylate, SMCC

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Properties

Related Categories Amine to Sulfhydryl, Chemical Biology, Chemical Synthesis, Crosslinkers, Crosslinking,
InChI Key   JJAHTWIKCUJRDK-UHFFFAOYSA-N
assay   ≥98%
form   powder
mp   180-182 °C(lit.)
solubility   chloroform: 50 mg/mL
  DMF: soluble
shipped in   wet ice
storage temp.   −20°C

Description

Packaging

25, 100 mg in poly bottle

5 mg in glass bottle

Application

4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester (SMCC) is useful for the preparation of enzyme immunoconjugates and hapten carrier molecule conjugates. It has been used for the coupling of a peptide sequence to an amino group.

General description

4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester (SMCC) is a heterobifunctional cross-linking reagent incorporating an extended spacer with amine and sulfhydryl reactivity. It is 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). SMCC contains nine atom linker. An extended aliphatic spacer stabilizes the maleimide prior to coupling compared to aromatic spacers.

Price and Availability


Amplified Detection
Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles
Peer-Reviewed Papers
15

References

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92210 Timestrip Plus 0 °C
06693 Timestrip Plus -20 °C

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