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Merck

63177

Sigma-Aldrich

6-Maleinimido-capronsäure-N-succinimidylester

≥98.0% (HPLC)

Synonym(e):

N-(ε-Maleinimidocaproyloxy)-succinimid, N-Succinimidyl-6-maleinimido-caproat, EMCS

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About This Item

Empirische Formel (Hill-System):
C14H16N2O6
CAS-Nummer:
Molekulargewicht:
308.29
Beilstein:
1499815
MDL-Nummer:
UNSPSC-Code:
12352106
PubChem Substanz-ID:
NACRES:
NA.25

Qualitätsniveau

Assay

≥98.0% (HPLC)

Form

solid

Eignung der Reaktion

reagent type: linker

mp (Schmelzpunkt)

67-73 °C
70-73 °C (lit.)

Funktionelle Gruppe

NHS ester

Lagertemp.

−20°C

SMILES String

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

InChIKey

VLARLSIGSPVYHX-UHFFFAOYSA-N

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Anwendung

6-Maleimidohexanoic acid N-hydroxysuccinimide ester is a heterobifunctional cross-linking reagent 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). Second coupling 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.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sonstige Hinweise

Reagent for cross-linking and immobilisation of proteins

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Kunden haben sich ebenfalls angesehen

T. Kitagawa
Enzyme Immunoassay, 81-81 (1981)
Mitsuko Maeda et al.
Bioorganic & medicinal chemistry letters, 15(3), 621-624 (2005-01-25)
The adenovirus vector is a promising carrier for the efficient transfer of genes into cells via the coxackie-adenovirus receptor (CAR) and integrins (alphavbeta3 and alphavbeta5). The clinical use of the adenovirus vector remains problematic however. Successful administration of this vector
Shinya Kida et al.
Chemical & pharmaceutical bulletin, 55(4), 685-687 (2007-04-06)
6-maleimidohexanoic acid N-hydroxysuccinimide ester has been used widely for preparation of enzyme immunoconjugates as a unique heterobifunctional cross-linking reagent. Its heterobifunctional reactivity is good, but its ester portion hydrolyzes easily in the presence of water. Several 6-maleimidohexanoic acid active esters
Preparation and characterization of hetero-bifunctional cross-linking reagents for protein modifications.
Kitagawa, T., et al.
Chemical & Pharmaceutical Bulletin, 29, 1130-1130 (1981)
Cross-linking of protein by ω-maleimido alkanoyl N-hydroxysuccinimido esters.
Partis, M. D., et al.
Journal of Protein Chemistry, 2, 263-277 (1983)

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