An internal standard for the quantification of ochratoxin A
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Unlabeled Version(s)
11439Ochratoxin A
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Ochratoxin A-13C20

Item No. 31295

Technical Information
Formal Name
N-[[(3R)-5-chloro-3,4-dihydro-8-hydroxy-3-(methyl-13C)-1-oxo-1H-2-benzopyran-7-yl-1,3,4,4a,5,6,7,8,8a-13C9]carbonyl-13C]-L-phenylalanine-13C9
CAS Number
911392-42-2
Synonyms
  • OTA-13C20
Molecular Formula
[13C]20H18ClNO6
Formula Weight
Purity
≥98%
A 10 µg/ml solution in acetonitrile
Acetonitrile: soluble
SMILES
O[13C]([13C@H]([13CH2][13C]1=[13CH][13CH]=[13CH][13CH]=[13CH]1)N[13C]([13C]2=[13CH][13C](Cl)=[13C]([13CH2][13C@@H]([13CH3])O[13C]3=O)[13C]3=[13C]2O)=O)=O
InChi Code
InChI=1S/C20H18ClNO6/c1-10-7-12-14(21)9-13(17(23)16(12)20(27)28-10)18(24)22-15(19(25)26)8-11-5-3-2-4-6-11/h2-6,9-10,15,23H,7-8H2,1H3,(H,22,24)(H,25,26)/t10-,15+/m1/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
InChi Key
RWQKHEORZBHNRI-VQZPEEAASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Ochratoxin A-13C20 (OTA-13C20) is intended for use as an internal standard for the quantification of OTA (Item No. 11439) by GC- or LC-MS. OTA is a mycotoxin that has been found in Penicillium and is an active metabolite of OTC (Item No. 20183).1,2,3 It is formed from OTC in vivo, however, OTC can also be formed from OTA by gut microbiota.1,4 OTA (120 μg/kg) increases renal lipid peroxide levels and the number of apoptotic cells, as well as reduces renal superoxide dismutase (SOD) activity in rats.2 Topical application of OTA (80 μg/animal) induces DNA damage, cell cycle arrest at the G0/G1 phase, and apoptosis in mouse skin cells.3 It also initiates tumor formation in a two-stage mouse skin tumorigenesis model. OTA has been found in food products and poultry feed.5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fuchs, R., Hult, K., Peraica, M., et alConversion of ochratoxin C into ochratoxin A in vivo. Appl. Environ. Microbiol. 48(1), 41-42 (1984).

    2. Petrik, J., Zanić-Grubisić, T., Barisić, K., et alApoptosis and oxidative stress induced by ochratoxin A in rat kidney. Arch. Toxicol. 77(12), 685-693 (2003).

    3. Kumar, R., Ansari, K.M., Chaudhari, B.P., et alTopical application of ochratoxin A causes DNA damage and tumor initiation in mouse skin. PLoS One 7(10), (2012).

    4. Galtier, P., and Alvinerie, M. In vitro transformation of ochratoxin A by animal microbioal floras. Ann. Rech. Vet. 7(1), 91-98 (1976).

    5. Al-Taher, F., Cappozzo, J., Zweigenbaum, J., et alDetection and quantitation of mycotoxins in infant cereals in the U.S. market by LC-MS/MS using a stable isotope dilution assay. Food Control 72(Part A), 27-35 (2017).

    6. Ezekiel, C.N., Bandyopadhyay, R., Sulyok, M., et alFungal and bacterial metabolites in commercial poultry feed from Nigeria. Food Addit. Contam. Part A Chem. Anal. Control Expo. Risk Assess. 29(8), 1288-1299 (2012).