An internal standard for the quantification of T-2 toxin
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Unlabeled Version(s)
11444T-2 Toxin
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T-2 Toxin-13C24

Item No. 31300

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,2'R,3'R,4'S,5'S,5a'R,7'S,9a'R)-4'-(acetoxy-13C2)-5a'-((acetoxy-13C2)methyl-13C)-3'-hydroxy-5',8'-di(methyl-13C)-2',3',4',5',5a',6',7',9a'-octahydrospiro[oxirane-2,10'-[2,5]methanobenzo[b]oxepin]-7'-yl-2,2',3,3',4',5',5a',6',7',8',9',9a'-13C12 3-(methyl-13C)butanoate-1,2,3,4-13C4
Synonyms
  • Fusariotoxin T-2-13C24
  • Insariotoxin-13C24
  • Mycotoxin T-2-13C24
Molecular Formula
[13C]24H34O9
Formula Weight
490.3
Purity
≥98%
Formulation (Request formulation change)
A 25 µg/ml solution in acetonitrile
Solubility(Learn about Variance in Solubility)
Acetonitrile: soluble
SMILES
[13CH3][13C]1=[13CH][13C@]2([H])[13C@]([13C@]([13C@H](O[13C]([13CH3])=O)[13C@H]3O)([13CH3])[13C@]4([13CH2]O4)[13C@]3([H])O2)([13CH2]O[13C]([13CH3])=O)[13CH2][13C@@H]1O[13C]([13CH2][13CH]([13CH3])[13CH3])=O
InChi Code
InChI=1S/C24H34O9/c1-12(2)7-18(27)32-16-9-23(10-29-14(4)25)17(8-13(16)3)33-21-19(28)20(31-15(5)26)22(23,6)24(21)11-30-24/h8,12,16-17,19-21,28H,7,9-11H2,1-6H3/t16-,17+,19+,20+,21+,22+,23+,24-/m0/s1/i1+1,2+1,3+1,4+1,5+1,6+1,7+1,8+1,9+1,10+1,11+1,12+1,13+1,14+1,15+1,16+1,17+1,18+1,19+1,20+1,21+1,22+1,23+1,24+1
InChi Key
BXFOFFBJRFZBQZ-SOROUPBBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    T-2 toxin-13C24 is intended for use as an internal standard for the quantification of T-2 toxin (Item No. 11444) by GC- or LC-MS. T-2 toxin is a trichothecene mycotoxin produced by some species of Fusarium.1,2 It binds to and inhibits peptidyl transferase in the 60S ribosomal subunit, resulting in inhibition of protein synthesis.3 T-2 toxin is immunosuppressive in rats, where it reduces serum levels of IgG, IgM, and IgA, lymphocytes, and pro-inflammatory cytokines.4 It crosses the blood-brain barrier and induces oxidative damage-mediated neurotoxicity in mice.5 It is also lethal to mice (LD50 = 10 mg/kg, p.o.) and induces pathological changes in multiple organs and tissues in various animal models.1,6 T-2 toxin has been found in grain from Fusarium-infected wheat.7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Doi, K., and Uetsuka, K. Mechanisms of mycotoxin-induced neurotoxicity through oxidative stress-associated pathways. Int. J. Mol. Sci. 12(8), 5213-5237 (2011).

    2. Desjardins, A.E., Hohn, T.M., and McCormick, S.P. Trichothecene biosynthesis in Fusarium species: Chemistry, genetics, and significance. Microbiol. Rev. 57(3), 595-604 (1993).

    3. Shifrin, V.I., and Anderson, P. Trichothecene mycotoxins trigger a ribotoxic stress response that activates c-Jun N-terminal kinase and p38 mitogen-activated protein kinase and induces apoptosis. The Journal of Biological Chemisty 274(20), 13985-13992 (1999).

    4. Janik, E., Niemcewicz, M., Podogrocki, M., et al. T-2 toxin—the most toxic trichothecene mycotoxin: Metabolism, toxicity, and decontamination strategies. Molecules 26(22), 6868 (2021).

    5. Dai, C., Xiao, X., Sun, F., et al. T-2 toxin neurotoxicity: Role of oxidative stress and mitochondrial dysfunction. Arch. Toxicol. 93(11), 3041-3056 (2019).

    6. Li, Y., Wang, Z., Beier, R.C., et al. T-2 toxin, a trichothecene mycotoxin: Review of toxicity, metabolism, and analytical methods. J. Argic. Food Chem. 59(8), 3441-3453 (2011).

    7. Spanic, V., Maricevic, M., Ikic, I., et al. Three-year survey of Fusarium multi-metabolites/mycotoxins contamination in wheat samples in potentially epidemic FHB conditions. Agronomy 13, 805 (2023).