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).

• Synonyme(s) : Fumonisin B₁, Fusarium moniliforme, FB₁
• Formule empirique (notation de Hill): C₃₄H₅₉NO₁₅
• Numéro CAS: 116355-83-0
• Poids moléculaire : 721.83
• Numéro MDL: MFCD27977580
• Code UNSPSC : 12352200

Propriétés

• Niveau de qualité: 100
• Pureté: ≥95% (TLC)
• Forme: powder
• Fabricant/nom de marque: Calbiochem^®
• Conditions de stockage: OK to freeze
• Couleur: white to beige
• Solubilité: methanol: 5 mg/mL
• Température de stockage: 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
• Clé InChI: UVBUBMSSQKOIBE-ZWKVXHQASA-N

Description

Description générale

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.

Actions biochimiques/physiologiques

Primary Target
ceramide synthase

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

Avertissement

Toxicity: Carcinogenic / Teratogenic (D)

Reconstitution

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

Autres remarques

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.

Informations légales

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

Informations sur la sécurité

• Pictogrammes: GHS06,GHS08
• Mention d'avertissement: Danger
• Mentions de danger: H301,H351,H361d,H373
• Conseils de prudence: P202 - P260 - P264 - P280 - P301 + P310 - P405
• Classification des risques: Acute Tox. 3 Oral - Carc. 2 - Repr. 2 - STOT RE 2
• Organes cibles: Kidney,Liver
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable