A trichothecene mycotoxin
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T-2 Toxin

Item No. 11444

Technical Information
Formal Name
(3α,4β,8α)-12,13-epoxy-4,15-diacetate 8-(3-methylbutanoate)trichothec-9-ene-3,4,8,15-tetrol
CAS Number
21259-20-1
Synonyms
  • Fusariotoxin T-2
  • Insariotoxin
  • Mycotoxin T-2
  • NSC 138780
Molecular Formula
C24H34O9
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 20 mg/ml
SMILES
CC1=C[C@]2([H])[C@]([C@]3(C)[C@@]4(OC4)[C@]([C@H](O)[C@H]3OC(C)=O)([H])O2)(COC(C)=O)C[C@@H]1OC(CC(C)C)=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
InChi Key
BXFOFFBJRFZBQZ-QYWOHJEZSA-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 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 alT-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 alT-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 alT-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 alThree-year survey of Fusarium multi-metabolites/mycotoxins contamination in wheat samples in potentially epidemic FHB conditions. Agronomy 13, 805 (2023).