M5269
Moniliformin sodium salt from Fusarium proliferatum
Synonym(s):
1-Hydroxycyclobut-1-ene-3,4-dione
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Quality Level
storage temp.
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
InChI key
FERDNJVXTWPNSA-UHFFFAOYSA-M
General description
Moniliformin (MON), a mycotoxin and small ionic molecule, is present in various Fusarium species including Fusarium avenaceum, Fusarium subglutinans and Fusarium proliferatum. It is present as sodium or potassium salt of semisquaric acid naturally. MON is also present in maize and small-grain cereals.
Application
Moniliformin sodium salt from Fusarium proliferatum has been used as a mycotoxin standard:
- to test its acute oral toxicity in mice
- to test its subacute toxic effects in rats
- in characterizing mycotoxins from Aspergillus
Biochem/physiol Actions
Moniliformin (MON) is implicated for its toxic potential and may lead to respiratory distress and progressive muscular weakness in rats. It inhibits the tricarboxylic acid (TCA) cycle oxidation step. By acting as a pyruvate substrate, MON effectively inhibits thiamine pyrophosphate cofactor dependant enzymes and blocks the gluconeogenesis pathway. ) Furthermore, MON also inhibits glutathione peroxidase and glutathione reductase leading to oxidative stress in myoblast.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral
Storage Class Code
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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%
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
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
Fusarium species colonizing spears and forming mycotoxins in field samples of asparagus from Germany and Poland
Journal of Phytopathology, 209-216 null
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
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