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M5269

Sigma-Aldrich

Moniliformin sodium salt from Fusarium proliferatum

Synonym(e):

1-Hydroxycyclobut-1-ene-3,4-dione

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284,00 €

About This Item

Lineare Formel:
C4HO3Na
CAS-Nummer:
Molekulargewicht:
120.04
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

284,00 €


Versandbereit am07. April 2025Details


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Qualitätsniveau

Lagertemp.

2-8°C

SMILES String

O=C1C(C=C1[O-])=O.[Na+]

InChI

1S/C4H2O3.Na/c5-2-1-3(6)4(2)7;/h1,5H;/q;+1/p-1

InChIKey

FERDNJVXTWPNSA-UHFFFAOYSA-M

Allgemeine Beschreibung

Moniliformin (MON), a mycotoxin[1] and small ionic molecule[2], is present in various Fusarium species including Fusarium avenaceum, Fusarium subglutinans and Fusarium proliferatum.[1] It is present as sodium or potassium salt of semisquaric acid naturally.[1] MON is also present in maize and small-grain cereals.[2]

Anwendung

Moniliformin sodium salt from Fusarium proliferatum has been used as a mycotoxin standard:
  • to test its acute oral toxicity in mice[1]
  • to test its subacute toxic effects in rats[2]
  • in characterizing mycotoxins from Aspergillus[3]

Biochem./physiol. Wirkung

Moniliformin (MON) is implicated for its toxic potential and may lead to respiratory distress and progressive muscular weakness in rats.[1] It inhibits the tricarboxylic acid (TCA) cycle oxidation step.[1] By acting as a pyruvate substrate, MON effectively inhibits thiamine pyrophosphate cofactor dependant enzymes and blocks the gluconeogenesis pathway.[1] ) Furthermore, MON also inhibits glutathione peroxidase and glutathione reductase leading to oxidative stress in myoblast.[2]

Piktogramme

Skull and crossbones

Signalwort

Danger

H-Sätze

P-Sätze

Gefahreneinstufungen

Acute Tox. 3 Oral

Lagerklassenschlüssel

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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H R Burmeister et al.
Applied and environmental microbiology, 37(1), 11-13 (1979-01-01)
Fusarium moniliforme NRRL 6322 produced about 600 mg of recoverable moniliformin, a mycotoxic metabolite, per kg of corn grit medium. The moniliformin was extracted from the grits with methanol, purified by preparative thin-layer chromatography, and crystallized from ether. The 50%
A Waskiewicz et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 27(5), 608-615 (2010-05-11)
The principal aim of this study was to estimate the formation of fumonisins (FB(1) and FB(2)), moniliformin (MON), and ergosterol (ERG) by Fusarium oxysporum and Fusarium proliferatum, while the formation of beauvericin (BEA) was estimated by the latter Fusarium species
Silvio Uhlig et al.
International journal of food microbiology, 119(1-2), 17-24 (2007-09-22)
The Fusarium species complex found on small-grain cereals in Northern Europe is largely dominated by F. avenaceum, while other important species include F. tricinctum, F. poae, F. culmorum and F. graminearum. The dominance of F. avenaceum has in recent years
Fusarium species colonizing spears and forming mycotoxins in field samples of asparagus from Germany and Poland
Weber Z, et al.
Journal of Phytopathology, 209-216 null
Martina Jonsson et al.
Toxicology letters, 233(1), 38-44 (2014-12-09)
Moniliformin is a Fusarium mycotoxin mainly produced by several species infecting grains in different climatic conditions. According to our previous studies, it is acutely toxic to rats, with an LD50 cut-off value of 25mg/kg b.w. To further assess the possible

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