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F3771 Sigma-Aldrich

Fumonisin B2 from Fusarium moniliforme

sphingosine N-acyltransferase inhibitor

  • CAS Number 116355-84-1

  • Empirical Formula (Hill Notation) C34H59NO14

  • Molecular Weight 705.83

  •  MDL number MFCD00133350

  •  PubChem Substance ID 24894857

  •  NACRES NA.77

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Properties

Related Categories Biochemicals and Reagents, Core Bioreagents, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Enzymes, Inhibitors, and Substrates,
Quality Level   100
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
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   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)
InChI key   UXDPXZQHTDAXOZ-UHFFFAOYSA-N

Description

General description

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

Packaging

1 mg in glass bottle

10 mg in glass insert

Biochem/physiol Actions

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

Safety & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGI
WGK Germany 
WGK 3
RTECS 
TZ8335000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

HPLC Analysis Report of Aflatoxins on Ascentis® Express C18

From our library of Articles, Sigma-Aldrich presents HPLC Analysis Report of Aflatoxins on Ascentis® Express C18
Keywords: Chromatography, High performance liquid chromatography, Separation

Peer-Reviewed Papers
15

References

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34142 Fumonisin B2 solution, 50 μg/mL in acetonitrile: water (50:50), analytical standard

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