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Sigma-Aldrich

6-Maleimidohexanoic acid

90% (GC)

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Synonym(s):
2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-hexanoic acid, 6-Maleimide hexanoic acid, MCA, Maleimidocaproic acid, 6-Maleimidocaproic acid, N-Maleoyl-6-aminocaproic acid, N-(5-Carboxypentyl)maleimide
Empirical Formula (Hill Notation):
C10H13NO4
CAS Number:
55750-53-3
Molecular Weight:
211.21
Beilstein:
1532405
MDL number:
MFCD00043140
PubChem Substance ID:
329766144
NACRES:
NA.23

Quality Level

100

Assay

90% (GC)

form

powder

mp

87-92 °C

storage temp.

2-8°C

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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Related Categories

Application

Probe for thiol groups (SH-groups) in membrane proteins.
Intermediate for ester and amide linked maleimide monomers

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H335

Hazard Classifications

Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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D B R K Gupta Udatha et al.
Journal of structural biology, 190(3), 314-327 (2015-04-25)
The catalytic residues in carbohydrate esterase enzyme families constitute a highly conserved triad: serine, histidine and aspartic acid. This catalytic triad is generally located in a very sharp turn of the protein backbone structure, called the nucleophilic elbow and identified
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Oncotarget, 6(35), 36943-36954 (2015-10-16)
Melanoma differentiation associated gene-7/interleukin-24 (mda-7/IL-24) encodes a tumor suppressor gene implicated in the growth of various tumor types including breast cancer. We previously demonstrated that recombinant adenovirus-mediated mda-7/IL-24 expression in the mammary glands of carcinogen-treated (methylnitrosourea, MNU) rats suppressed mammary
Joanna M Wardlaw et al.
International journal of stroke : official journal of the International Stroke Society, 10(6), 956-968 (2013-01-23)
Intravenous thrombolysis with recombinant tissue Plasminogen Activator improves outcomes in patients treated early after stroke but at the risk of causing intracranial hemorrhage. Restricting recombinant tissue Plasminogen Activator use to patients with evidence of still salvageable tissue, or with definite
Ralph Rahme et al.
Journal of neurosurgery, 121(6), 1354-1358 (2014-09-27)
The role of endovascular therapy in patients with acute ischemic stroke and a solitary M2 occlusion remains unclear. Through a pooled analysis of 3 interventional stroke trials, the authors sought to analyze the impact of successful early reperfusion of M2
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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