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:
Molecular Weight:
211.21
Beilstein:
1532405
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.25
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Quality Level
Assay
≥98.0% (HPLC)
mp
86-91 °C
storage temp.
room temp
SMILES string
OC(=O)CCCCCN1C(=O)C=CC1=O
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)
InChI key
WOJKKJKETHYEAC-UHFFFAOYSA-N
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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
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
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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