Skip to Content
Merck
All Photos(3)

Key Documents

More Documents

M9794

Sigma-Aldrich

6-Maleimidohexanoic acid N-hydroxysuccinimide ester

≥98%, powder

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C14H16N2O6
CAS Number:
55750-63-5
Molecular Weight:
308.29
Beilstein:
1499815
MDL number:
MFCD00043043
UNSPSC Code:
12352106
PubChem Substance ID:
329818098
NACRES:
NA.25

Quality Level

200

Assay

≥98%

form

powder

reaction suitability

reagent type: linker

mp

70-73 °C (lit.)

solubility

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

functional group

NHS ester

storage temp.

−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

InChI key

VLARLSIGSPVYHX-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

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.

Pictograms

Exclamation markHealth hazard
GHS07,GHS08

Signal Word

Warning

Hazard Statements

H315 - H319 - H335 - H351

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service