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Fumonisin B2 Sale

(Synonyms: 伏马菌素B2) 目录号 : GC43709

A mycotoxin

Fumonisin B2 Chemical Structure

Cas No.:116355-84-1

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500μg
¥1,696.00
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1mg
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5mg
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10mg
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产品描述

Fumonisin B1 is a mycotoxin produced from F. moniliforme, a prevalent fungus of corn and other grains. Outbreaks of food poisoning in livestock and humans following the consumption of Fusarium infested corn are caused by fumonisins.[1] It functions as an inhibitor of ceramide synthase (sphingosine N-acyltransferase).[2] Fumonisin B1 attenuates the response of P388D1 cells to PAF and LPS by inhibiting ceramide formation.[3] It also blocks the apoptotic response of HaCaT cells to the antiproliferative drug hexadecylphosphocholine, again through inhibition of ceramide production.[4] Incubation of Swiss 3T3 cells with fumonisin B1 results in both an altered cell morphology due to disruption of axonal growth and a decrease in cell proliferation.[5]

Reference:
[1]. Gelderblom, W.C.A., Jaskiewicz, K., Marasas, W.F.O., et al. Fumonisins - novel mycotoxins with cancer-promoting activity produced by Fusarium moniliforme. Applied and Environmental Microbiology 54, 1806-1811 (1988).
[2]. Wang, E., Norred, W.P., Bacon, C.W., et al. Inhibition of sphingolipid biosynthesis by fumonisins. Implications for diseases associated with Fusarium moniliforme. J. Biol. Chem. 266(22), 14486-14490 (1991).
[3]. Balsinde, J., Balboa, M.A., and Dennis, E.A. Inflammatory activation of arachidonic acid signaling in murine P388D1 macrophages via sphingomyelin synthesis. The Journal of Biological Chemisty 272, 20373-20377 (1997).
[4]. Wieder, T., Orfanos, C.E., and Geilen, C.C. Induction of ceramide-mediated apoptosis by the anticancer phospholipid analog, hexadecylphosphocholine. The Journal of Biological Chemisty 273, 11025-11031 (1998).
[5]. Meivar-Levy, I., Sbanay, H., Bershadsky, A.D., et al. The role of sphingolipids in the maintenance of fibroblast morphology. The inhibition of protrusional activity, cell spreading, and cytokinesis induced by fumonisin B1 can be reversed by ganglioside GM3. The Journal of Biological Chemisty 272, 1558-1564 (1997).

Chemical Properties

Cas No. 116355-84-1 SDF
别名 伏马菌素B2
化学名 (2R,2’R)-1,2,3-propanetricarboxylic acid, 1,1’-[(1S,2R)-1-[(2S,4R,9R,11S,12S)-12-amino-4,9,11-trihydroxy-2-methyltridecyl]-2-[(1R)-1-methylpentyl]-1,2-ethanediyl] ester
Canonical SMILES C[C@H](N)[C@@H](O)C[C@H](O)CCCCCC[C@H](C)C[C@H](OC(C[C@H](C(O)=O)CC(O)=O)=O)[C@H](OC(C[C@H](C(O)=O)CC(O)=O)=O)[C@H](C)CCCC
分子式 C34H59NO14 分子量 705.8
溶解度 10mg/ml in methanol & acetonitrile 储存条件 Store at -20°C
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1 mM 1.4168 mL 7.0842 mL 14.1683 mL
5 mM 0.2834 mL 1.4168 mL 2.8337 mL
10 mM 0.1417 mL 0.7084 mL 1.4168 mL
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Research Update

Fumonisin B2 production by Aspergillus niger

J Agric Food Chem 2007 Nov 14;55(23):9727-32.PMID:17929891DOI:10.1021/jf0718906.

The carcinogenic mycotoxin Fumonisin B2 was detected for the first time in the industrially important Aspergillus niger. Fumonisin B2, known from Fusarium verticillioides and other Fusaria, was detected in cultures of three full genome sequenced strains of A. niger, in the ex type culture and in a culture of F. verticillioides by electrospray LC-MS analysis of methanolic extracts from agar plugs of cultures grown on several substrates. Whereas F. verticillioides produced fumonisins B1, B2, and B3 on agar media based on plant extracts, such as barley malt, oat, rice, potatoes, and carrots, A. niger produced Fumonisin B2 best on agar media with a low water activity, including Czapek yeast autolysate agar with 5% NaCl. Of the media tested, only rice corn steep agar supported fumonisin production by both F. verticillioides and A. niger. However, A. niger had a different regulation of fumonisin production and a different quantitative profile of fumonisins, producing only B2 as compared to F. verticillioides. Fumonisin production by A. niger, which is a widely occurring species and an extremely important industrial organism, will have very important implications for biotechnology and especially food safety. A. niger is used for the production of citric acid and as producer of extracellular enzymes, and also as a transformation host for the expression of heterologous proteins. Certain strains of A. niger produce both ochratoxin A and fumonisins, so some foods and feeds may potentially contain two types of carcinogenic mycotoxins from this species.

Fumonisin B2 production by Aspergillus niger in Thai coffee beans

Food Addit Contam Part A Chem Anal Control Expo Risk Assess 2009 Jan;26(1):94-100.PMID:19680876DOI:10.1080/02652030802366090.

During 2006 and 2007, a total of 64 Thai dried coffee bean samples (Coffea arabica) from two growing sites in Chiangmai Province and 32 Thai dried coffee bean samples (Coffea canephora) from two growing sites in Chumporn Province, Thailand, were collected and assessed for fumonisin contamination by black Aspergilli. No Fusarium species known to produce fumonisin were detected, but black Aspergilli had high incidences on both Arabica and Robusta Thai coffee beans. Liquid chromatography (LC) with high-resolution mass spectrometric (HRMS) detection showed that 67% of Aspergillus niger isolates from coffee beans were capable of producing fumonisins B(2) (FB(2)) and B(4) when grown on Czapek Yeast Agar with 5% NaCl. Small amounts (1-9.7 ng g(-1)) of FB(2) were detected in seven of 12 selected coffee samples after ion-exchange purification and LC-MS/MS detection. Two samples also contained FB(4). This is the first record of freshly isolated A. niger strains producing fumonisins and the first report on the natural occurrence of FB(2) and FB(4) in coffee.

Occurrence and Probabilistic Risk Assessment of Fumonisin B1, Fumonisin B2 and Deoxynivalenol in Nixtamalized Maize in Mexico City

Toxins (Basel) 2020 Oct 6;12(10):644.PMID:33036310DOI:10.3390/toxins12100644.

Fumonisins (FB1+FB2) and deoxynivalenol (DON) are mycotoxins produced by Fusarium species that might be present in maize and maize products. Knowledge on their occurrence in nixtamalized maize from Mexico together with an accompanying risk assessment are scarce, while nixtamalized maize is an important food in Mexico. This study presents the occurrence of FB1 + FB2 and DON in nixtamalized maize samples collected in Mexico City and analyses their distribution and resulting estimated daily intake for Mexican consumers by a probabilistic approach using a two-dimensional Monte-Carlo simulation. The results obtained reveal that for FB1 + FB2, 47% of the Mexican men and 30% of the Mexican women might exceed the provisional tolerable daily intake (PMTDI) of 2 µg/kg bw/day for fumonisins and for DON, 9% of men and 5% of women would be exceeding the PMTDI of 1 µg/kg bw/day, corresponding to the high consumers. The results raise a flag for risk managers in Mexico, to consider regulations and interventions that lower mycotoxin levels in nixtamalized maize for human consumption.

Fumonisin B1, Fumonisin B2, zearalenone and ochratoxin A contamination of maize in Croatia

Food Addit Contam 2005 Jul;22(7):677-80.PMID:16019843DOI:10.1080/02652030500132927.

Mycotoxins are products of moulds that frequently contaminate maize. In this study the presence of mycotoxins fumonisin B1 (FB1), Fumonisin B2 (FB2), zearalenone (ZEA) and ochratoxin A (OTA) was determined in 49 maize grain samples collected in autumn 2002. The most frequent finding was that of FB1(100%), followed by ZEA (84%) and OTA (39%), while FB2 was found only in three samples. The co-occurrence of two and three mycotoxins was found in 55 and 37% of samples, respectively. The concentrations (mean +/- SD) of FB1, ZEA and OTA in positive samples were 459.8 +/- 310.7, 3.84 +/- 6.68 and 1.47 +/- 0.38 microg kg(-1), respectively, and the concentrations of FB2 in three positive samples were 68.4, 109.2 and 3084.0 microg kg(-1). Although such low concentrations of mycotoxins are not a significant source of exposure in countries with a European diet, a few samples with extreme values indicate that thorough control is needed.

Toxicokinetics of Fumonisin B2 in ducks and turkeys

Poult Sci 2011 Aug;90(8):1671-5.PMID:21753202DOI:10.3382/ps.2011-01434.

Two extraction steps combined with HPLC with fluorescence detection were developed to determine the toxicokinetics of fumonisin B(2) (FB(2)) in ducks and turkeys. The limit of quantification of the method was 25 ng of FB(2)/mL. The mean extraction was 63%. After intravenous administration (single dose: 1 mg of FB(2)/kg of BW), plasma concentration time curves were best described by a 2-compartment open model. In ducks, elimination half-life, mean residence time, and clearance of FB(2) were 32 min, 12.9 min, and 9.3 mL/min per kilogram, respectively. In turkeys, these toxicokinetics parameters were 12.4 min, 5 min, and 8.7 mL/min per kilogram, respectively. Only a small amount of FB(2) was detected in plasma after oral dosing of 10 mg of FB(2)/kg of BW.