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Key Documents

SML0742

Sigma-Aldrich

EUK-8

≥95% (HPLC)

Synonym(s):

(SP-5-13)-Chloro[[2,2′-[1,2-ethanediylbis(nitrilomethylidyne)]bis[phenolato]](2-)-N,N′,O,O′]-manganese, (Salen)manganese(III) chloride, Chloro(bis(salicylidene)ethylenediamine)manganese, Chloro[N,N′-ethylenebis(salicylideneaminato)]manganese, EUK 8, Manganese(salen) chloride

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About This Item

Empirical Formula (Hill Notation):
C16H14ClMnN2O2
CAS Number:
53177-12-1
Molecular Weight:
356.69
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

, faint to very dark brown

solubility

H2O: 1 mg/mL, clear

storage temp.

−20°C

InChI

1S/C16H16N2O2.ClH.Mn/c19-15-7-3-1-5-13(15)11-17-9-10-18-12-14-6-2-4-8-16(14)20;;/h1-8,11-12,19-20H,9-10H2;1H;/q;;+3/p-3

InChI key

HBQGFROGWOHBAG-UHFFFAOYSA-K

Biochem/physiol Actions

EUK-8 is a salen manganese complex that exhibit potent antioxidant activities. EUK-8 is a superoxide dismutase (SOD) that inhibits amyloid fibril formation, including islet amyloid polypeptide (IAPP), β-amyloid and lysozyme amyloid aggregation. It appears that EUK-8 disrupts the pre-formed amyloid fibrils. EUK-8 increases the viability of the SK-N-MC cells exposed to preformed IAPP fibrils.

Other Notes

air sensitive

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Toru Sasaki et al.
Aging cell, 7(4), 459-469 (2008-04-19)
Oxidative stress, an imbalance between endogenous levels of oxygen radicals and antioxidative defense, increases with aging. However, it is not clear which of these two factors is the more critical. To clarify the production of oxygen radicals increases with age
Stefanie J Ophoven et al.
Anticancer research, 30(10), 3967-3979 (2010-11-03)
Salen-manganese complexes, such as EUK-8 and EUK-134 are known as catalase mimetics with superoxide dismutase (SOD) and peroxidase mimetic activity. Here we show that the concentration-dependent use of salen-manganese complexes within the appropriate time window and with parallel control of
Nirali Pandya et al.
Chirality, 24(12), 1063-1073 (2012-09-13)
We are reporting the synthesis, characterization, and calf thymus DNA binding studies of novel chiral macrocyclic Mn(III) salen complexes S-1, R-1, S-2, and R-2. These chiral complexes showed ability to bind with DNA, where complex S-1 exhibits the highest DNA
Sakineh Meftah et al.
Drug and chemical toxicology, 36(1), 9-18 (2012-01-24)
Increased levels of reactive oxygen species (ROS) play a vital role in the pathogenesis of various diseases. Thus, antioxidants would play pivotal roles in the therapy of ROS-induced diseases. Regarding this fact, in the present study, we compared the relative
Satoru Kawakami et al.
Circulation journal : official journal of the Japanese Circulation Society, 73(11), 2125-2134 (2009-09-15)
Mice lacking manganese-superoxide dismutase (Mn-SOD) activity exhibit the typical pathology of dilated cardiomyopathy (DCM). In the present study, presymptomatic and symptomatic mutant mice were treated with the SOD/catalase mimetic, EUK-8. Presymptomatic heart/muscle-specific Mn-SOD-deficient mice (H/M-Sod2(-/-)) were treated with EUK-8 (30
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