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Key Documents

SML0742

Sigma-Aldrich

EUK-8

≥95% (HPLC)

Synonyme(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

Formule empirique (notation de Hill):
C16H14ClMnN2O2
Numéro CAS:
53177-12-1
Poids moléculaire :
356.69
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥95% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

, faint to very dark brown

Solubilité

H2O: 1 mg/mL, clear

Température de stockage

−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

Clé InChI

HBQGFROGWOHBAG-UHFFFAOYSA-K

Actions biochimiques/physiologiques

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.

Autres remarques

air sensitive

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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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
Jiquan Zhao et al.
Carbohydrate research, 344(1), 61-66 (2008-11-11)
Several chiral Schiff-base ligands with sugar moieties at C-3 (3') or C-5 (5') of salicylaldehyde were synthesized from reaction of salicylaldehyde derivatives with diamine. These ligands coordinated with Mn(III) to afford the corresponding chiral salen-Mn(III) complexes characterized by FT-IR, MS
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
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
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