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M5525

Sigma-Aldrich

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

≥98%, powder

Sinonimo/i:

N-Succinimidyl 4-(maleimidomethyl)cyclohexanecarboxylate, SMCC

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About This Item

Formula empirica (notazione di Hill):
C16H18N2O6
Numero CAS:
64987-85-5
Peso molecolare:
334.32
Beilstein:
1555271
Numero MDL:
MFCD00009634
Codice UNSPSC:
12352103
ID PubChem:
24897020
NACRES:
NC.07

Saggio

≥98%

Forma fisica

powder

Impiego in reazioni chimiche

reagent type: linker

Punto di fusione

180-182 °C (lit.)

Solubilità

chloroform: 50 mg/mL
DMF: soluble

Gruppo funzionale

NHS ester

Condizioni di spedizione

wet ice

Temperatura di conservazione

−20°C

Stringa SMILE

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
JJAHTWIKCUJRDK-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

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.

Applicazioni

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

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