Fumonisin B1

Cayman Chemical Item Number 62580

(CAS 116355-83-0)

Fumonisin B1 (CAS 116355-83-0)

See more

Description

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

1 Gelderblom, W.C.A., Jaskiewicz, K., Marasas, W.F.O., et al. Fumonisins - novel mycotoxins with cancer-promoting activity produced by Fusarium moniliforme. Appl Environ Microbiol 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 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. J Biol Chem 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. J Biol Chem 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. J Biol Chem 272 1558-1564 (1997).

Formal Name 1,​2,​3-​propanetricarboxylic acid,​ 1,​-​1'-​[1-​(12-​amino-​4,​9,​11-​trihydroxy-​2-​methyltridecyl)-​2-​(1-​methylpentyl)-​1,​2-​ethanediyl] ester
CAS Number 116355-83-0
Molecular Formula C34H59NO15
Formula Weight 721.8
Formulation A crystalline solid
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
C[C@H]​(N)​[C@@H]​(O)​C[C@H]​(O)​CCCC[C@@H]​(O)​C[C@H]​(C)​CC(OC(C[C@H]​(C(O)​=O)​CC(O)​=O)​=O)​C(OC(C[C@@H]​(C(O)​=O)​CC(O)​=O)​=O)​[C@@H]​(C)​CCCC
InCHI Code
Copy InCHI code to clipboard
​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?,2
InCHI Key
Copy InCHI key to clipboard
UVBUBMSSQKOIBE-BQLGDNNVSA-N

Download free InCHI Key generation software

Fumonisin B1 is available in the following screening library:

Size Price Quantity Subtotal
1 mg $48.00 $0.00
5 mg $216.00 $0.00
10 mg $384.00 $0.00
25 mg $768.00 $0.00
Bulk Contact
Cart Total $0.00

Please Login or Register to use this page.

Pricing updated 2014-04-20. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

Related Products

2-Fluoropalmitic Acid
Aflatoxin B1
Aflatoxin B2
Alternariol
Amphotericin B
azido-FTY720
C-2 Ceramide
C-6 Ceramide
C-8 Ceramide
C-8 Ceramide-1-phosphate
C-8 Ceramine
Deoxynivalenol New
DL-AP3
D-NMAPPD Exclusive
Lignoceric Ceramide
Myriocin
Nervonic Ceramide
Sphingosine-1-Phosphate
Tenuazonic Acid
Show all 19 Hide all but first 3

Downloads

Batch-specific Information

Get batch-specific data and documents by batch number


Separate multiple batch numbers with commas

Cayman Chemical Company regularly evaluates our shipping methods to ensure product stability is maintained and our corporate environmental impact is minimized. Products selected for review are evaluated and shipping methods are certified by our Scientists. While occasionally our method of shipping a product may change, rest assured the shipping conditions on all Cayman Chemical products have been reviewed and validated.

Upon receipt, it is important to check the storage requirements of your products and place them at the appropriate temperature. Products shipped without ice may require frozen storage for long term stability.

Cayman Chemical was formed over thirty years ago by demonstrating the value of naturally growing gorgonian corals as a renewable, economically viable source of prostaglandins. Today we operate our business knowing that we owe our start to the renewable resources our environment had provided. As Cayman Chemical continues to grow we consistently evaluate our business processes to ensure we are operating at the highest environmental standards.

See personalized New Product recommendations! Get personalized New Product recommendations! Register or Login for personalized New Product recommendations!

Join us! · Experimental Biology 2014 · San Diego, California · April 26-30, 2014 · Booth 323
Other Resources
About Cayman Management Team Company Profile ChemAssistant Tools FAQs Cayman Europe Cayman Pharma CaBRI Cayman Gear Press Releases Illustrations and Charts Key Research Area Posters Article Library Analysis Tools Conference Schedule Order Terms Browser Recommendation Privacy Statement Site Map Conference Travel Grants

Cayman Chemical Company · 1180 East Ellsworth Road · Ann Arbor, Michigan 48108 · USA

Toll Free: (800) 364-9897 (USA and Canada Only) · Fax: (734) 971-3640

Copyright 2014 Cayman Chemical Company

Manufacturer, supplier, and vendor of biochemical reagents, assay kits, forensic chemistry standards, antibodies, and proteins for scientific research · Buy now! · Analytical testing services and custom synthesis also available

Lost password?