Key Documents

6-Maleimidohexanoic acid N-hydroxysuccinimide ester

Name: 6-Maleimidohexanoic acid <I>N</I>-hydroxysuccinimide ester
Brand: SIGMA

≥98%, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₁₆N₂O₆

CAS Number:

55750-63-5

Molecular Weight:

308.29

UNSPSC Code:

12352106

NACRES:

NA.25

PubChem Substance ID:

329818098

MDL number:

MFCD00043043

Beilstein/REAXYS Number:

1499815

Assay:

≥98%

Form:

powder

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Properties

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

Description

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.

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This Item	63177	M5525	568600
Sigma-Aldrich M9794 6-Maleimidohexanoic acid N-hydroxysuccinimide ester	Sigma-Aldrich 63177 6-Maleimidohexanoic acid N-hydroxysuccinimide ester	Sigma-Aldrich M5525 4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester	Sigma-Aldrich 568600 6-Maleimidohexanoic acid N-hydroxysuccinimide ester
assay ≥98%	assay ≥98.0% (HPLC)	assay ≥98%	assay 98%
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 100
solubility chloroform: 100 mg/mL, DMF: soluble (lit.)(lit.)	solubility -	solubility chloroform: 50 mg/mL, DMF: soluble	solubility -
reaction suitability reagent type: linker	reaction suitability reagent type: linker	reaction suitability reagent type: linker	reaction suitability reagent type: cross-linking reagent
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C
form powder	form solid	form powder	form -

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pictograms

GHS08,GHS07

signalword

Warning

hcodes

H315,H319,H335,H351

pcodes

P202 - P261 - P264 - P302 + P352 - P305 + P351 + P338 - P308 + P313

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Antigen-specific, IgE-selective unresponsiveness induced by antigen-liposome conjugates. Comparison of four different conjugation methods for the coupling of antigen to liposome.

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)

Synthetic peptide-based enzyme-linked immunosorbent assay for serodiagnosis of visceral leishmaniasis.

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

Simultaneous multiple synthesis of peptide-carrier conjugates.

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

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Global Trade Item Number

SKU	GTIN
M9794-100MG	04061832401959
M9794-10MG	04061832401966
M9794-25MG	04061834064602

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