All Photos(1)

F3771

Sigma-Aldrich

Fumonisin B2 from Fusarium moniliforme

sphingosine N-acyltransferase inhibitor

Empirical Formula (Hill Notation):
C34H59NO14
CAS Number:
Molecular Weight:
705.83
MDL number:
PubChem Substance ID:
NACRES:
NA.77

biological source

Fusarium sp. (Fusarium moniliforme)

Quality Level

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

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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.

Pictograms

Health hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Carc. 2

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Fumonisins and deoxynivalenol in corn-based food products in Portugal
Martins HM, et al.
Food And Chemical Toxicology, 46(7), 2585-2587 (2008)
Selected mycotoxins affecting animal and human health
Handbook of Toxicologic Pathology, 699 (2002)
Zearalenone, deoxynivalenol and fumonisins in mixed-feed for laying hens
Martins HM, et al.
Mycotoxin Research, 22(4), 206-210 (2006)
Determination of fumonisin B1 and B2 in corn and corn-based products in Turkey by high-performance liquid chromatography
OMURTAG GZ
Journal of Food Protection, 64, 1072-1075 (2001)
Sonia Lo Magro et al.
Journal of food science, 76(1), T1-T4 (2011-05-04)
The occurrence of the fumonisins B(1) and B(2) in maize-based food products marketed in Italy was examined. A simply and reliable chromatographic method with fluorimetric detection and postcolumn o-phtalaldehyde derivatization was used for a monitoring of 100 samples (8 flours...

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