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

SIGMA/M5525 - ≥98%, powder

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

CAS Number: 64987-85-5
Empirical Formula (Hill Notation): C16H18N2O6
Molecular Weight: 334.32
MDL Number: MFCD00009634
Linear Formula: C16H18N2O6
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-M5525-5MG 5 mg
 $41.50
1/EA		 Add To Favorites
45-M5525-25MG 25 mg
 $124.00
1/EA		 Add To Favorites
45-M5525-100MG 100 mg
 $385.00
1/EA		 Add To Favorites
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.

This image depicts SKU: M5525-100MG

 

assay ≥98%
form powder
functional group NHS ester
InChI 1S/C16H18N2O6/c19-12-5-6-13(20)17(12)9-10-1-3-11(4-2-10)16(23)24-18-14(21)7-8-15(18)22/h5-6,10-11H,1-4,7-9H2
InChI key JJAHTWIKCUJRDK-UHFFFAOYSA-N
mp 180-182 °C (lit.)
Quality Level 200 
reaction suitability reagent type: linker
shipped in wet ice
SMILES string O=C(ON1C(CCC1=O)=O)C2CCC(CN3C(C=CC3=O)=O)CC2
solubility chloroform: 50 mg/mL
  DMF: soluble
storage temp. −20°C
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.
Packaging: 25, 100 mg in poly bottle
Packaging: 5 mg in glass bottle
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98%
mp 180-182 °C (lit.)
Storage Temp. −20°C
UNSPSC 12352103

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