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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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Yoritada Watanabe et al.
Chemical communications (Cambridge, England), (47)(47), 4958-4960 (2006-12-01)
A new Mn(Salen) complex bearing an ureido group as an auxiliary that is three-dimensionally fixed by a cyclopentane ring fused to the Salen structure was developed. This compound exhibited considerably higher catalase-like activity than the original Mn(Salen), i.e., the cyclopentane-fused
Rosalind A Rosenthal et al.
Anti-cancer agents in medicinal chemistry, 11(4), 359-372 (2011-04-02)
Salen Mn complexes, including EUK-134, EUK-189 and a newer cyclized analog EUK-207, are synthetic SOD/catalase mimetics that have beneficial effects in many models of oxidative stress. As oxidative stress is implicated in some forms of delayed radiation injury, we are
Mitochondrial protection and the reversal of left ventricular remodeling.
Motoaki Sano
Circulation journal : official journal of the Japanese Circulation Society, 73(11), 2017-2018 (2009-10-24)
Filip Matthijssens et al.
Free radical biology & medicine, 45(5), 708-715 (2008-06-25)
Numerous studies have aimed to alleviate oxidative stress in a wide range of organisms by increasing superoxide dismutase (SOD) activity. However, experimental approaches have yielded contradictory evidence, and kinetics models have shown that increases in SOD activity may increase, decrease
Jenny Y Yang et al.
Journal of the American Chemical Society, 129(26), 8192-8198 (2007-06-08)
A series of manganese Hangman salen ligand platforms functionalized by tert-butyl groups in the 3 and 3' positions using the Suzuki cross-coupling methodology are presented. The Hangman platforms support multielectron chemistry mediated by proton-coupled electron transfer (PCET), as demonstrated by
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