344850-M

Fumonisin B₁, Fusarium moniliforme

A cell-permeable mycotoxin that inhibits sphingolipid biosynthesis in rat kidney and in liver microsomes by inhibition of sphingosine N-acyltransferase (ceramide synthase; IC₅₀ = 100 nM).

• Sinónimos: Fumonisin B₁, Fusarium moniliforme, FB₁
• Fórmula empírica (notación de Hill): C₃₄H₅₉NO₁₅
• Número de CAS: 116355-83-0
• Peso molecular: 721.83
• Número MDL: MFCD27977580
• Código UNSPSC: 12352200

Propiedades

• Nivel de calidad: 100
• Ensayo: ≥95% (TLC)
• Formulario: powder
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze
• color: white to beige
• solubilidad: methanol: 5 mg/mL
• temp. de almacenamiento: 2-8°C
• 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-/m1/s1
• Clave InChI: UVBUBMSSQKOIBE-ZWKVXHQASA-N

Descripción

Descripción general

A cell-permeable mycotoxin that inhibits sphingolipid biosynthesis in rat kidney and in liver microsomes by inhibition of sphingosine N-acyltransferase (ceramide synthase; IC₅₀ = 100 nM). Preferentially inhibits sphingomyelin biosynthesis in neuronal cells. Exhibits carcinogenic properties.

Fumonisin B₁ is a neurotoxin and a phytotoxin. A cell-permeable mycotoxin that inhibits sphingolipid biosynthesis in rat kidney and in liver microsomes by inhibition of sphingosine N-acyltransferase (ceramide synthase) (IC₅₀ = 100 nM). Cellular effects also appear to be induced by micromolar levels of FB₁. Because it inhibits ceramide synthase activity, it elevates cellular levels of sphingoid bases, including sphinganine, resulting in overall inhibition of sphingolipid biosynthesis. Preferentially inhibits sphingomyelin biosynthesis in neuronal cells. Has carcinogenic properties.

Acciones bioquímicas o fisiológicas

Primary Target
ceramide synthase

Target IC₅₀: 100 nM against sphingosine N-acyltransferase (ceramide synthase)

Advertencia

Toxicity: Carcinogenic / Teratogenic (D)

Reconstitución

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.

Otras notas

Wu, W.I., et al. 1995. J. Biol. Chem.270, 13171.
Riley, R.T., et al. 1994. J. Nutr. 124, 594.
Wolf, G. 1994. Nutr. Rev. 52, 246.
Merrill, A.H. Jr., et al. 1993. Adv. Lipid Res.26, 215.
Merrill, Jr., A.H., et al. 1993. J. Biol. Chem.268, 27299.
Voss, K.A., et al. 1993. Nat. Toxins1, 222.
Wang, E., et al. 1991. J. Biol. Chem.266, 14486.
Harrison, L.R., et al. 1990. J. Vet. Diag. Invest. 2, 217.

Información legal

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

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