F3771

Fumonisin B₂

From Fusarium sp. (Fusarium moniliforme), ≥96% (TLC), Sphingosine N-acyltransferase inhibitor, powder

• Synonym(e): FB₂, Fumonisin B₂
• Empirische Formel (Hill-System): C₃₄H₅₉NO₁₄
• CAS-Nummer: 116355-84-1
• Molekulargewicht: 705.83
• UNSPSC Code: 12352202
• PubChem Substance ID: 24894857
• NACRES: NA.77
• MDL number: MFCD00133350

Eigenschaften

• Produktname: Fumonisin B₂ from Fusarium moniliforme, sphingosine N-acyltransferase inhibitor
• SMILES string: 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 key: UXDPXZQHTDAXOZ-UHFFFAOYSA-N
• 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)
• biological source: Fusarium sp. (Fusarium moniliforme)
• assay: ≥96% (TLC)
• form: powder
• solubility: methanol: 10 mg/mL, clear, colorless to faintly yellow
• storage temp.: −20°C
• Quality Level: 100

Beschreibung

General description

Fumonisin B₂ (FB₂) is a diester of tricarballylic acid and polyhydric alcohols.[1]. Fumonisins B₂ (FB₂) does not have one or more hydroxyl groups at the C5 or C10 positions.[2]

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[1][3]
• used as standard in the determination of fumonisin B1 and B2 in corn and corn-based products by high-performance liquid chromatography[3]
• as a standard in the determination of mycotoxins by HPLC[4]

Biochem/physiol Actions

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

Sicherheitshinweise

• pictograms: GHS08
• signalword: Warning
• hcodes: H351
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Carc. 2
• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges