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Merck

63176

6-Maleimidohexanoic acid

≥98.0% (HPLC)

Synonym(s):

6-Maleimidocaproic acid, N-Maleoyl-6-aminocaproic acid, N-(5-Carboxypentyl)maleimide

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About This Item

Empirical Formula (Hill Notation):
C10H13NO4
CAS Number:
55750-53-3
Molecular Weight:
211.21
UNSPSC Code:
12352005
NACRES:
NA.25
PubChem Substance ID:
329759803
MDL number:
MFCD00043140
Beilstein/REAXYS Number:
1532405

Product Name

6-Maleimidohexanoic acid, ≥98.0% (HPLC)

InChI

1S/C10H13NO4/c12-8-5-6-9(13)11(8)7-3-1-2-4-10(14)15/h5-6H,1-4,7H2,(H,14,15)

SMILES string

OC(=O)CCCCCN1C(=O)C=CC1=O

InChI key

WOJKKJKETHYEAC-UHFFFAOYSA-N

assay

≥98.0% (HPLC)

mp

86-91 °C

storage temp.

room temp

Quality Level

200

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Application

6-Maleimidohexanoic acid may be used as a spacer in the construction of drug and other types of bioconjugates. 6-Maleimidohexanoic acid is used with N-hydroxysuccinimide ester as a bifunctional cross-linking reagent.
Probe for thiol groups (SH-groups) in membrane proteins.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H335

Hazard Classifications

Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN2361
BCCN2673
BCCH4590
SLCJ2770
SLCJ2769

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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
Nathalie E Blachère et al.
European journal of immunology, 44(11), 3240-3251 (2014-08-12)
Paraneoplastic neurologic diseases (PND) involving immune responses directed toward intracellular antigens are poorly understood. Here, we examine immunity to the PND antigen Nova2, which is expressed exclusively in central nervous system (CNS) neurons. We hypothesized that ectopic expression of neuronal
Mohammed Abdelsaid et al.
Life sciences, 118(2), 268-273 (2014-01-23)
We have shown that diabetes causes cerebrovascular remodeling in part by the activation of the endothelin (ET-1) system in a glucose-dependent manner. We also reported increased yet dysfunctional cerebral angiogenesis in diabetes. Here, we tested the hypothesis that dual ET-1
Lauren L Jantzie et al.
Cerebral cortex (New York, N.Y. : 1991), 25(2), 482-495 (2013-09-21)
The pathophysiology of perinatal brain injury is multifactorial and involves hypoxia-ischemia (HI) and inflammation. N-methyl-d-aspartate receptors (NMDAR) are present on neurons and glia in immature rodents, and NMDAR antagonists are protective in HI models. To enhance clinical translation of rodent
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