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Merck
CN

M5269

Moniliformin sodium salt

from Fusarium proliferatum, tricarboxylic acid (TCA) cycle oxidation inhibitor

别名:

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

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线性分子式:
C4HO3Na
化学文摘社编号:
分子量:
120.04
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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产品名称

Moniliformin sodium salt from Fusarium proliferatum,

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

storage temp.

2-8°C

Quality Level

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.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

存储类别

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

ppe

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

法规信息

高风险级别生物产品--毒素类产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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%
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
Mustafa Celik et al.
Environmental and molecular mutagenesis, 50(5), 431-434 (2009-02-21)
Mycotoxins are fungal secondary metabolites that can be found in contaminated food and feed. There is some evidence to suggest that certain mycotoxins may be mutagenic. Here, we investigate the genotoxicity of the mycotoxin moniliformin (MON) (3-hydroxycyclobut-3-ene-1,2-dione) in human peripheral

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