Fumonisin B2
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Category | Enzyme inhibitors |
Catalog number | BBF-01855 |
CAS | 116355-84-1 |
Molecular Weight | 705.85 |
Molecular Formula | C34H59NO14 |
Purity | >95% |
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Description
Fumonisin B2 is a liver toxin produced by Gibberella fujikuroi and Fumarium moniliforme. It is more cytotoxic than fumonisin B1. Fumonisin B2 inhibits sphingosine acyltransferase.
Specification
Synonyms | 1,2,3-Propanetricarboxylic acid, 1,1'-(1-(12-amino-9,11-dihydroxy-2-methyltridecyl)-2-(1-methylpentyl)-1,2-ethanediyl) ester |
Storage | Store in a freezer upon arrival, at -10°C to -25°CUse the original container to store the product.Keep the lid tightly closed. |
IUPAC Name | (2R)-2-[2-[(5R,6R,7S,9S,16R,18S,19S)-19-amino-6-[(3R)-3,4-dicarboxybutanoyl]oxy-16,18-dihydroxy-5,9-dimethylicosan-7-yl]oxy-2-oxoethyl]butanedioic acid |
Canonical SMILES | CCCCC(C)C(C(CC(C)CCCCCCC(CC(C(C)N)O)O)OC(=O)CC(CC(=O)O)C(=O)O)OC(=O)CC(CC(=O)O)C(=O)O |
InChI | 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)/t20-,21+,22-,23+,24+,25+,26-,27-,32+/m0/s1 |
InChI Key | UXDPXZQHTDAXOZ-STOIETHLSA-N |
Source | Fumonisin B2 is a fumonisin mycotoxin produced by the fungi Fusarium verticillioides and Fusarium moniliforme. Fumonisin B2 and other fumonisins frequently contaminate maize and other crops. |
Properties
Appearance | White to Pale Beige Solid |
Application | Carcinogens, Environmental |
Boiling Point | 705.92°C at 760 mmHg |
Melting Point | >79°C |
Density | 1.2044 g/cm3 |
Toxicity
Carcinogenicity | 2B, possibly carcinogenic to humans. |
Mechanism Of Toxicity | Fumonisins are similar in structure to the long-chain base backbones of sphingolipids, allowing it to inhibit of the biosynthesis of sphingosine and more complex sphingolipids by inhibiting the enzyme ceramide synthase. This causes the accumulation of sphinganine, sphingosine, and possibly also sphingosine 1-phosphate in cells and tissues, leading to apoptosis. |
Reference Reading
Spectrum
LC-MS/MS Spectrum - 50V, Positive
Predicted LC-MS/MS Spectrum - 10V, Positive
Experimental Conditions
Collision Energy: 10 eV
Instrument Type: QTOF (generic), spectrum predicted by CFM-ID
Mass Resolution: 0.0001 Da
13C NMR Spectrum
Experimental Conditions
Nucleus: 13C
Frequency: 100
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2