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Merck
CN

F3771

Fumonisin B₂

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

Synonym(s):

FB2, Fumonisin B2

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About This Item

Empirical Formula (Hill Notation):
C34H59NO14
CAS Number:
116355-84-1
Molecular Weight:
705.83
UNSPSC Code:
12352202
PubChem Substance ID:
24894857
NACRES:
NA.77
MDL number:
MFCD00133350

Key Documents

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Product Name

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

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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.

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.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H351

Hazard Classifications

Carc. 2

Storage Class

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

Regulatory Information

高风险级别生物产品--毒素类产品
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Certificates of Analysis (COA)

Lot/Batch Number
MKDB0510
MKCZ8212
MKCZ0982
MKCX6263
MKCW0975

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Fumonisins and deoxynivalenol in corn-based food products in Portugal
Martins HM, et al.
Food And Chemical Toxicology, 46(7), 2585-2587 (2008)
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)
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)
Selected mycotoxins affecting animal and human health
Handbook of Toxicologic Pathology, 699 (2002)
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