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Key Documents

F1147

Sigma-Aldrich

Fumonisin B1 from Fusarium moniliforme

≥98% (HPLC)

Sinonimo/i:

Macrofusine

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About This Item

Formula empirica (notazione di Hill):
C34H59NO15
Numero CAS:
Peso molecolare:
721.83
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.32

Origine biologica

Fusarium sp. (Fusarium moniliforme)

Livello qualitativo

Saggio

≥98% (HPLC)

Forma fisica

powder

Solubilità

methanol: 9.80-10.20 mg/mL, clear, colorless to light yellow

Temperatura di conservazione

2-8°C

Stringa SMILE

CCCC[C@@H](C)[C@@H](OC(=O)C[C@@H](CC(O)=O)C(O)=O)[C@H](C[C@@H](C)C[C@H](O)CCCC[C@@H](O)C[C@H](O)[C@H](C)N)OC(=O)C[C@@H](CC(O)=O)C(O)=O

InChI

1S/C34H59NO15/c1-5-6-9-20(3)32(50-31(44)17-23(34(47)48)15-29(41)42)27(49-30(43)16-22(33(45)46)14-28(39)40)13-19(2)12-24(36)10-7-8-11-25(37)18-26(38)21(4)35/h19-27,32,36-38H,5-18,35H2,1-4H3,(H,39,40)(H,41,42)(H,45,46)(H,47,48)/t19-,20+,21-,22+,23+,24+,25+,26-,27-,32+/m0/s1
UVBUBMSSQKOIBE-DSLOAKGESA-N

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Descrizione generale

Fumonisin B1 is a mycotoxin found in many Fusarium fungi, such as Fusarium moniliforme, Fusarium proliferatum, and Fusarium verticillioides. This toxin can also be found in feedstocks and food stocks, such as corn / maize, that have been infected with Fusarium.

Fumonisin B1 (FB1) shares structure similarities with sphingosine. Thus fumonisin B1 can inhibit ceramide synthase (sphingosine N-acetyltransferase), which can lead to disruption of ceramide biosynthesis and complex sphingolipid biosynthesis.

Applicazioni

Fumonisin B1 from Fusarium moniliforme has been used:
  • as a standard in the analysis of mycotoxins in caecal content obtained from adult pigs
  • in the study of the effect of fumonisin B1 on the metabolism of prion protein (PrP) isoforms and the synthesis of scrapie prion protein PrPSc and
  • in the study of the toxic effects of fumonisin B1 on explants obtained from pig jejunum.

Azioni biochim/fisiol

Fumonisin B1 acts as a hepatocarcinogen and causes hepatotoxicity in rats. In horses, it causes leukoencephalitis, and in pigs, it causes pulmonary edema syndrome. In China and southern parts of Africa, it is linked with high incidence of esophageal cancer in humans. It acts as an inhibitor of sphingosine N-acyltransferase enzyme (ceramide synthase), related to structural similarities between fumonisin B1 and sphingoid bases like sphingosine.
Fungal metabolite believed to cause leukoencephalomalacia in horses.

Pittogrammi

Skull and crossbonesHealth hazard

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 3 Oral - Carc. 2 - Repr. 2 - STOT RE 2

Organi bersaglio

Kidney,Liver

Codice della classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


Certificati d'analisi (COA)

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I clienti hanno visto anche

Karina Basso et al.
Toxins, 5(12), 2341-2352 (2013-11-30)
Fusariotoxins such as fumonisin B1 (FB1) and deoxynivalenol (DON) cause deleterious effects on the intestine of pigs. The aim of this study was to evaluate the effect of these mycotoxins, alone and in combination, on jejunal explants from piglets, using
Inhibition of Protein Serine/Threonine Phosphatases by Fumonisin B1, a Mycotoxin.
Fukuda H
Biochemical and Biophysical Research Communications, 220, 160-165 (1996)
Judit Fodor et al.
Food additives and contaminants, 24(4), 416-420 (2007-04-25)
There is a lack of information on the effect of swine caecal microbiota on fumonisin metabolism. In this in vitro study, the biotransformation of fumonisin B(1) (FB(1)) by the gut microbiota of adult, healthy pigs was examined. Suspensions of caecal
Pranitha Dawlal et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 36(2), 296-307 (2019-01-25)
Consumption of fumonisin-contaminated foods has a negative influence on the health of humans (carcinogen; oesophageal cancer in Eastern Cape in South Africa). Lactic acid bacteria (LAB) have emerged as a promising natural detoxification agent against mycotoxins. The aim of this
J M Soriano et al.
Progress in lipid research, 44(6), 345-356 (2005-11-04)
Fumonisins are a group of mycotoxins produced primarily by Fusarium moniliforme. Several fumonisins have been isolated through out the years but only fumonisin B1, B2 and B3 are the ones present in naturally contaminated foods, with B1 being the most

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