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F3771

Sigma-Aldrich

Fumonisin B2 from Fusarium moniliforme

sphingosine N-acyltransferase inhibitor

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Synonym(s):
FB2, Fumonisin B2
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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This Item
F114732936M5269
Fumonisin B1 reference material, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

32936

Fumonisin B1

assay

≥96% (TLC)

assay

≥98% (HPLC)

assay

-

assay

-

Quality Level

100

Quality Level

300

Quality Level

200

Quality Level

200

form

powder

form

powder

form

-

form

-

solubility

methanol: 10 mg/mL, clear, colorless to faintly yellow

solubility

methanol: 9.80-10.20 mg/mL, clear, colorless to light yellow

solubility

-

solubility

-

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

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

Biochem/physiol Actions

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

related product

pictograms

Health hazard

signalword

Warning

hcodes

Hazard Classifications

Carc. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Selected mycotoxins affecting animal and human health
Handbook of Toxicologic Pathology, 699 (2002)
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)
Elena Bernal-Algaba et al.
Toxins, 13(8) (2021-08-27)
In the last decades, the aquaculture industry has introduced plant-based ingredients as a source of protein in aquafeeds. This has led to mycotoxin contaminations, representing an ecological, health and economic problem. The aim of this study was to determine in
Zearalenone, deoxynivalenol and fumonisins in mixed-feed for laying hens
Martins HM, et al.
Mycotoxin Research, 22(4), 206-210 (2006)
Fumonisins and deoxynivalenol in corn-based food products in Portugal
Martins HM, et al.
Food And Chemical Toxicology, 46(7), 2585-2587 (2008)

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