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Key Documents

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Safety Information

63177

Sigma-Aldrich

6-Maleimidohexanoic acid N-hydroxysuccinimide ester

≥98.0% (HPLC)

Synonym(s):

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

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Select a Size

10 G
CN¥2,079.15
50 G
CN¥8,202.21
250 G
CN¥27,811.75

CN¥2,079.15

Available to ship onApril 27, 2025Details

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10 G
CN¥2,079.15
50 G
CN¥8,202.21
250 G
CN¥27,811.75

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:
329759804
NACRES:
NA.25

CN¥2,079.15

Available to ship onApril 27, 2025Details

Request a Bulk Order

Quality Level

200

Assay

≥98.0% (HPLC)

form

solid

reaction suitability

reagent type: linker

mp

67-73 °C
70-73 °C (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

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1-庚烷磺酸钠 一水合物 suitable for ion pair chromatography, LiChropur™, ≥99.0% (T)

51832

1-庚烷磺酸钠 一水合物

assay

≥99.0% (T)

assay

≥99.0% (T)

assay

≥97.0% (T)

assay

≥99.0% (T)

form

sheet

form

sheet

form

sheet

form

solid

suitability

corresponds to standard for RP gradient test, corresponds to standard for filter test

suitability

-

suitability

-

suitability

corresponds to standard for RP gradient test, corresponds to standard for filter test

technique(s)

ion pair chromatography: suitable

technique(s)

ion pair chromatography: suitable

technique(s)

-

technique(s)

ion pair chromatography: suitable

mol wt

234.29 g/mol

mol wt

234.29 g/mol

mol wt

-

mol wt

220.26 g/mol

mp

≥300 °C (lit.)

mp

≥300 °C (lit.)

mp

≥300 °C (lit.)

mp

-

Application

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Reagent for cross-linking and immobilisation of proteins[1][2][3]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品

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    Certificates of Analysis (COA)

    Lot/Batch Number
    BCCJ2621
    BCCF6124
    BCBF9915V
    SLBG8685
    SLBF0535

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    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
    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
    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)
    View All Related Papers

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