116355-83-0 Usage
Description
Fumonisin B1 is a potent mycotoxin and a neurotoxin, as well as a phytotoxin, produced by various Fusarium species, a mold associated with corn. It is a cell-permeable fungal metabolite that inhibits sphingolipid biosynthesis in rat kidney and liver microsomes by inhibiting sphingosine N-acyltransferase (ceramide synthase). Fumonisin B1 is known to cause leukoencephalomalacia in horses and is associated with animal toxicity worldwide. It has carcinogenic properties and preferentially inhibits sphingomyelin biosynthesis in neuronal cells.
Uses
1. Used in Research and Development:
Fumonisin B1 is used as a research tool for studying the effects of mycotoxins on cellular processes, particularly in the context of sphingolipid biosynthesis and its inhibition. It helps researchers understand the mechanisms of action and potential therapeutic targets for diseases related to sphingolipid metabolism.
2. Used in Animal Health and Toxicology Studies:
Fumonisin B1 is used as a model compound in animal health and toxicology studies to investigate the effects of mycotoxins on animal health, particularly in the context of neurological disorders and carcinogenicity.
3. Used in Agricultural and Food Safety:
Fumonisin B1 is used in the development of detection methods and strategies to monitor and control the presence of mycotoxins in the food supply, ensuring the safety and quality of agricultural products.
4. Used in Pharmaceutical Industry:
Fumonisin B1 is used as a serine/threonine phosphatase inhibitor in the pharmaceutical industry for the development of drugs targeting specific cellular processes and pathways.
Chemical Properties:
Fumonisin B1 is a white to tan powder with the chemical formula C37H63NO8 and the molecular weight of 699.93 g/mol. It inhibits ceramide synthesis (sphinganine N-acyltransferase) with an IC50 of 100 nM and de novo sphingolipid biosynthesis with an IC50 of 0.7 μM, thereby blocking glycosphingolipid production.
Biological Activity
Mycotoxin produced by Fusarium moniliforme . Potently inhibits sphingosine N-acyltransferase (ceramide synthase), causing an accumulation of sphingoid bases (IC 50 ~ 75 nM). Also inhibits protein phosphatases; IC 50 values are 80, 300, 400, 500 and 3000 μ M for PP5, PP2C α , PP2A, PP1 γ 2 and PP2B respectively.
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.
References
1) Merrill et al. (1993), Fumonisin B1 inhibits sphingosine (sphinganine) N-acyltransferase and de novo sphingolipid biosynthesis in cultured neurons in situ; J. Biol. Chem., 268 27299
Check Digit Verification of cas no
The CAS Registry Mumber 116355-83-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,6,3,5 and 5 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 116355-83:
(8*1)+(7*1)+(6*6)+(5*3)+(4*5)+(3*5)+(2*8)+(1*3)=120
120 % 10 = 0
So 116355-83-0 is a valid CAS Registry Number.
InChI:InChI=1/C34H59NO15/c1-5-8-19(2)12-27(49-31(43)16-22(33(45)46)14-29(39)40)28(50-32(44)17-23(34(47)48)15-30(41)42)13-20(3)11-24(36)9-6-7-10-25(37)18-26(38)21(4)35/h19-28,36-38H,5-18,35H2,1-4H3,(H,39,40)(H,41,42)(H,45,46)(H,47,48)
