Merck
All Photos(2)

M5525

Sigma-Aldrich

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

≥98%, powder

Synonym(s):
SMCC, N-Succinimidyl 4-(maleimidomethyl)cyclohexanecarboxylate
Empirical Formula (Hill Notation):
C16H18N2O6
CAS Number:
Molecular Weight:
334.32
Beilstein:
1555271
Número MDL:
ID de substância PubChem:
NACRES:
NC.07

Nível de qualidade

200

teor

≥98%

forma

powder

reaction suitability

reagent type: cross-linking reagent

pf

180-182 °C (lit.)

solubilidade

chloroform: 50 mg/mL
DMF: soluble

enviado em

wet ice

temperatura de armazenamento

−20°C

SMILES string

O=C(ON1C(CCC1=O)=O)C2CCC(CN3C(C=CC3=O)=O)CC2

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

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Descrição geral

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.

Aplicação

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.

Embalagem

5 mg in glass bottle
25, 100 mg in poly bottle

Código de classe de armazenamento

11 - Combustible Solids

WGK

WGK 3

Ponto de fulgor (ºF)

Not applicable

Ponto de fulgor (ºC)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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