Fumonisin B₁ from Fusarium moniliforme

SIGMA/F1147 - ≥98% (HPLC)

Synonym: Macrofusine

CAS Number: 116355-83-0
Empirical Formula (Hill Notation): C₃₄H₅₉NO₁₅
Molecular Weight: 721.83
MDL Number: MFCD27977580
Linear Formula: C₃₄H₅₉NO₁₅
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-F1147-1MG	1 mg	$194.00 1/EA		Add To Favorites
45-F1147-5MG	5 mg	$691.00 1/EA		Add To Favorites
45-F1147-10MG	10 mg	$1190.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98% (HPLC)
biological source	Fusarium sp. (Fusarium moniliforme)
form	powder
InChI	1S/C34H59NO15/c1-5-6-9-20(3)32(50-31(44)17-23(34(47)48)15-29(41)42)27(49-30(43)16-22(33(45)46)14-28(39)40)13-19(2)12-24(36)10-7-8-11-25(37)18-26(38)21(4)35/h19-27,32,36-38H,5-18,35H2,1-4H3,(H,39,40)(H,41,42)(H,45,46)(H,47,48)/t19-,20+,21-,22+,23+,24+,25+,26-,27-,32+/m0/s1
InChI key	UVBUBMSSQKOIBE-DSLOAKGESA-N
Quality Level	300
SMILES string	CCCC[C@@H](C)[C@@H](OC(=O)C[C@@H](CC(O)=O)C(O)=O)[C@H](C[C@@H](C)C[C@H](O)CCCC[C@@H](O)C[C@H](O)[C@H](C)N)OC(=O)C[C@@H](CC(O)=O)C(O)=O
solubility	methanol: 9.80-10.20 mg/mL, clear, colorless to light yellow
storage temp.	2-8°C

Application:	Fumonisin B1 from Fusarium moniliforme has been used: • as a standard in the analysis of mycotoxins in caecal content obtained from adult pigs • in the study of the effect of fumonisin B1 on the metabolism of prion protein (PrP) isoforms and the synthesis of scrapie prion protein PrP^Sc and • in the study of the toxic effects of fumonisin B1 on explants obtained from pig jejunum.
Biochem/physiol Actions:	Fumonisin B1 acts as a hepatocarcinogen and causes hepatotoxicity in rats. In horses, it causes leukoencephalitis, and in pigs, it causes pulmonary edema syndrome. In China and southern parts of Africa, it is linked with high incidence of esophageal cancer in humans. It acts as an inhibitor of sphingosine N-acyltransferase enzyme (ceramide synthase), related to structural similarities between fumonisin B1 and sphingoid bases like sphingosine.
Biochem/physiol Actions:	Fungal metabolite believed to cause leukoencephalomalacia in horses.
General description:	Fumonisin B1 is a mycotoxin found in many Fusarium fungi, such as Fusarium moniliforme, Fusarium proliferatum, and Fusarium verticillioides. This toxin can also be found in feedstocks and food stocks, such as corn / maize, that have been infected with Fusarium. Fumonisin B1 (FB1) shares structure similarities with sphingosine. Thus fumonisin B1 can inhibit ceramide synthase (sphingosine N-acetyltransferase), which can lead to disruption of ceramide biosynthesis and complex sphingolipid biosynthesis.

Symbol	GHS06,GHS08
Signal word	Danger
Hazard statements	H301 - H351 - H361d - H373
Precautionary statements	P201 - P301 + P310 + P330
Hazard Codes	Xn
Risk Statements	40
Safety Statements	36/37
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (HPLC)
Storage Temp.	2-8°C
UNSPSC	12352200

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