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N-Succinimidyl 4-(N-Maleimidomethyl) cyclohexanecarboxylate - 10mM in DMSO, high purity , CAS No.64987-85-5

  • 10mM in DMSO
Item Number
N425292
Grouped product items
SKUSizeAvailabilityPrice Qty
N425292-1ml
1ml
Available within 8-12 weeks(?)
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$69.90

Basic Description

SynonymsSMCC|64987-85-5|71875-81-5|2,5-Dioxopyrrolidin-1-yl 4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexanecarboxylate|TRANS-4-(MALEIMIDOMETHYL)CYCLOHEXANECARBOXYLIC ACID-NHS|N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate|N-Succinimidyl 4
Specifications & Purity10mM in DMSO
Storage TempStore at -80°C
Shipped InIce chest + Ice pads
Product 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.
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.

Names and Identifiers

IUPAC Name (2,5-dioxopyrrolidin-1-yl) 4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexane-1-carboxylate
INCHI 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
Canonical SMILES C1CC(CCC1CN2C(=O)C=CC2=O)C(=O)ON3C(=O)CCC3=O
Isomeric SMILES C1CC(CCC1CN2C(=O)C=CC2=O)C(=O)ON3C(=O)CCC3=O
PubChem CID 125175
Molecular Weight 334.33
Reaxy-Rn 1555271

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Sensitivityheat sensitive ; light sensitive; Moisture sensitive
Melt Point(°C)177 °C

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

Precautionary Statements

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

Reaxy-Rn 1555271

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