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M9794

Sigma-Aldrich

6-Maleimidohexanoic acid N-hydroxysuccinimide ester

≥98%, powder

Sinônimo(s):

6-Maleimidocaproic acid N-succinimidyl ester, N-(ε-Maleimidocaproyloxy)succinimide, N-Succinimidyl 6-maleimidocaproate, EMCS

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About This Item

Fórmula empírica (Notação de Hill):
C14H16N2O6
Número CAS:
55750-63-5
Peso molecular:
308.29
Beilstein:
1499815
Número MDL:
MFCD00043043
Código UNSPSC:
12352106
ID de substância PubChem:
329818098
NACRES:
NA.25

Ensaio

≥98%

Formulário

powder

adequação da reação

reagent type: linker

pf

70-73 °C (lit.)

solubilidade

chloroform: 100 mg/mL
DMF: soluble (lit.)(lit.)

grupo funcional

NHS ester

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

O=C(ON(C(CC1)=O)C1=O)CCCCCN2C(C=CC2=O)=O

InChI

1S/C14H16N2O6/c17-10-5-6-11(18)15(10)9-3-1-2-4-14(21)22-16-12(19)7-8-13(16)20/h5-6H,1-4,7-9H2

chave InChI

VLARLSIGSPVYHX-UHFFFAOYSA-N

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Aplicação

A heterobifunctional cross-linking reagent incorporating an extended spacer with amine and sulfhydryl reactivity. Typically, coupled initially to molecules containing primary amines by amide bonds 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.

Pictogramas

Health hazardExclamation mark
GHS08,GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335,H351

Classificações de perigo

Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Escolha uma das versões mais recentes:

Certificados de análise (COA)

Lot/Batch Number
MKCQ8624
MKCQ8623
MKCP9108
MKCN1783
MKCJ4762

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C Fargeas et al.
Journal of clinical microbiology, 34(2), 241-248 (1996-02-01)
Synthetic peptides, derived from the amino acid sequence of a Leishmania donovani clone, were used to develop an enzyme-linked immunosorbent assay (ELISA) for detecting antibodies against L. donovani. For this purpose, five peptides were conjugated to a protein carrier, human
Y Nakano et al.
International archives of allergy and immunology, 120(3), 199-208 (1999-12-11)
We have previously reported that ovalbumin (OVA) coupled with liposome via glutaraldehyde (GA) induced OVA-specific- and IgE-selective unresponsiveness in mice. In this study, OVA-liposome conjugates were made using four different coupling protocols: via GA, N-(6-maleimidocaproyloxy) succinimide (EMCS), disuccinimidyl suberate (DSS)
N J Maeji et al.
Journal of immunological methods, 146(1), 83-90 (1992-01-21)
Recently, the multipin approach for simultaneous multiple peptide synthesis was applied to the analysis of T cell determinants by using a novel cleavage method (Maeji et al., 1990). A diketopiperazine forming linker allowed cleavage of peptides into aqueous buffer which
S Hashida et al.
Journal of applied biochemistry, 6(1-2), 56-63 (1984-02-01)
Nine different maleimide compounds were evaluated for the conjugation of Fab' to horseradish peroxidase through thiol groups in the hinge. The compounds evaluated were succinimidyl maleimidoacetate (I), succinimidyl 4-maleimidobutyrate (II), succinimidyl 6-maleimidohexanoate (III), succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate (IV), succinimidyl m-maleimidobenzoate (V), succinimidyl
Corinne Stannard et al.
Biochemistry, 42(47), 13909-13918 (2003-11-26)
Posttranslational modifications of the endothelin receptors A and B from human lung fibroblasts were investigated before and after stimulation of the cells with (dA)(30)-5'-S-EMC-endothelin-1. The patterns of phosphorylation and palmitoylation of both receptors were much more complicated than expected. In
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