F1147

Fumonisin B₁ from Fusarium moniliforme

≥98% (HPLC)

• Sinónimos: Macrofusine
• Fórmula empírica (notación de Hill): C₃₄H₅₉NO₁₅
• Número de CAS: 116355-83-0
• Peso molecular: 721.83
• Número MDL: MFCD27977580
• Código UNSPSC: 12352200
• ID de la sustancia en PubChem: 24894752
• NACRES: NA.32

Propiedades

• origen biológico: Fusarium sp. (Fusarium moniliforme)
• Nivel de calidad: 300
• Ensayo: ≥98% (HPLC)
• Formulario: powder
• solubilidad: methanol: 9.80-10.20 mg/mL, clear, colorless to light yellow
• temp. de almacenamiento: 2-8°C
• cadena SMILES: 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
• Clave InChI: UVBUBMSSQKOIBE-DSLOAKGESA-N

Descripción

Descripción general

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.

Aplicación

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 PrP^Sc and
• in the study of the toxic effects of fumonisin B1 on explants obtained from pig jejunum.

Acciones bioquímicas o fisiológicas

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.

Información de seguridad

• Pictogramas: GHS06,GHS08
• Palabra de señalización: Danger
• Frases de peligro: H301,H351,H361d,H373
• Consejos de prudencia: P202 - P260 - P264 - P280 - P301 + P310 - P405
• Clasificaciones de peligro: Acute Tox. 3 Oral - Carc. 2 - Repr. 2 - STOT RE 2
• Órganos de actuación: Kidney,Liver
• Código de clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges