F3771

Fumonisin B₂ from Fusarium moniliforme

sphingosine N-acyltransferase inhibitor

• Synonyme(s) : FB₂, Fumonisin B₂
• Formule empirique (notation de Hill): C₃₄H₅₉NO₁₄
• Numéro CAS: 116355-84-1
• Poids moléculaire : 705.83
• Numéro MDL: MFCD00133350
• Code UNSPSC : 12352202
• ID de substance PubChem : 24894857
• Nomenclature NACRES : NA.77

Propriétés

• Source biologique: Fusarium sp. (Fusarium moniliforme)
• Pureté: ≥96% (TLC)
• Forme: powder
• Solubilité: methanol: 10 mg/mL, clear, colorless to faintly yellow
• Température de stockage: −20°C
• Chaîne SMILES: CCCCC(C)C(OC(=O)CC(CC(O)=O)C(O)=O)C(CC(C)CCCCCCC(O)CC(O)C(C)N)OC(=O)CC(CC(O)=O)C(O)=O
• InChI: 1S/C34H59NO14/c1-5-6-12-21(3)32(49-31(43)18-24(34(46)47)16-29(40)41)27(48-30(42)17-23(33(44)45)15-28(38)39)14-20(2)11-9-7-8-10-13-25(36)19-26(37)22(4)35/h20-27,32,36-37H,5-19,35H2,1-4H3,(H,38,39)(H,40,41)(H,44,45)(H,46,47)
• Clé InChI: UXDPXZQHTDAXOZ-UHFFFAOYSA-N

Description

Description générale

Fumonisin B₂ (FB₂) is a diester of tricarballylic acid and polyhydric alcohols.. Fumonisins B₂ (FB₂) does not have one or more hydroxyl groups at the C5 or C10 positions.

Mycotoxin originally isolated from Fusarium sp, which grows on corn. Produces neural tube defects and craniofacial abnormalities in fetuses. Many strains of Aspergillus niger growing naturally on grapes are capable of producing fumonisin B₂, so it is now a concern for human consumption of grapes, raisins, and wine.

Application

Fumonisin B₂ (FB₂) from Fusarium moniliforme has been used:

• as a standard for the detection of FB₂ by high performance liquid chromatography (HPLC) in corn based food products
• used as standard in the determination of fumonisin B1 and B2 in corn and corn-based products by high-performance liquid chromatography
• as a standard in the determination of mycotoxins by HPLC

Actions biochimiques/physiologiques

Inhibitor of sphingosine N-acyltransferase. Blocks the formation of ceramide from sphingosine.

Informations sur la sécurité

• Pictogrammes: GHS08
• Mention d'avertissement: Warning
• Mentions de danger: H351
• Conseils de prudence: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Classification des risques: Carc. 2
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges